Hotels in Ashland

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Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Where to stay in Ashland?

A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

1. Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$112
$135 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Hills Hotel & Suites
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

2. Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$62
$69 total
includes taxes & fees
Oct 18 - Oct 19
Prospero's Flagship Inn
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
An outdoor patio with a fire pit, seating, and potted plants.

3. Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$79
$88 total
includes taxes & fees
Nov 4 - Nov 5
Stratford Inn
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.
A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.
A traditional living room with a fireplace, patterned furniture, and large windows with curtains.

4. Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
$134
$149 total
includes taxes & fees
Nov 1 - Nov 2
Plaza Inn & Suites at Ashland Creek
A spacious indoor seating area with blue sofas and round tables, large windows with a view of the beach and umbrellas, and a flat-screen TV mounted on the wall.
A deck with outdoor seating, a bar area, and a fire feature.
A hotel room with two beds, a desk, a TV, and a window with a view of the mountains.
A spacious indoor area with a long table and chairs, large windows with a view of the beach, and a bar area.

5. Compass by Margaritaville in Medford

Compass by Margaritaville in Medford
Medford
$152
$183 total
includes taxes & fees
Oct 12 - Oct 13
Compass by Margaritaville in Medford
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

6. Timbers INN and Suites

Timbers INN and Suites
Ashland
$59
$65 total
includes taxes & fees
Oct 19 - Oct 20
Timbers INN and Suites
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.
A two-story house with a porch, a staircase, and a garden.

7. Lithia Springs Resort

Lithia Springs Resort
Ashland
$90
$112 total
includes taxes & fees
Nov 1 - Nov 2
Lithia Springs Resort
Exterior
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

8. Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$106
$118 total
includes taxes & fees
Oct 31 - Nov 1
Best Western Windsor Inn
A hotel room with two beds, a desk with a flat-screen TV, a lamp, and a window with curtains.
A compact kitchen with wooden cabinets, a white countertop, a microwave, and two stools.
An indoor swimming pool with clear blue water, large windows, and a view of greenery outside.
A gym with various exercise equipment, large windows, and a visible exit sign.

9. Red Lion Hotel Rogue Regency Medford Airport

Red Lion Hotel Rogue Regency Medford Airport
Medford
$93
$110 total
includes taxes & fees
Oct 20 - Oct 21
Red Lion Hotel Rogue Regency Medford Airport
An outdoor patio area with tables and chairs, string lights, and potted plants.
A grand lobby with a high ceiling, large windows, and a central staircase.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

10. Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$90
$116 total
includes taxes & fees
Nov 1 - Nov 2
Ashland Springs Hotel
A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

11. Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$116
$118 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Ashland
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

12. Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$96
$107 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Ashland by IHG
A spacious lobby with a reception desk, seating area, and large windows.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

13. The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$129
$144 total
includes taxes & fees
Nov 1 - Nov 2
The Bard's Inn, BW Signature Collection by Best Western
A large, two-story house with a wrap-around porch and a steeply pitched roof.
A kitchen with a built-in island, pendant lighting, and a view into the dining area.
A bar with multiple shelves of bottles, tables, and chairs arranged for patrons.
A living room with a fireplace, two armchairs, a sofa, and a TV mounted on the wall.

14. Winchester Inn

Winchester Inn
Historic Downtown District
$151
$185 total
includes taxes & fees
Oct 26 - Oct 27
Winchester Inn
A Victorian-style building with ornate architectural details, large windows, and a red door.
A room with a bay window, two upholstered chairs, a round ottoman, and a small wooden table.
A spacious living room with a large sofa, a dining area with a table and chairs, and a chandelier.
A patio area with string lights, potted plants, and a stone pathway.

15. McCall House Boutique Inn

McCall House Boutique Inn
Historic Downtown District
$192
$214 total
includes taxes & fees
Nov 2 - Nov 3
McCall House Boutique Inn
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a covered seating area.
A dining table set with plates, cutlery, and glasses, with two leather stools and a window with blinds in the background.
A well-maintained garden with a variety of plants and a wooden fence.
A compact living space with a kitchenette, a sofa, a coffee maker, and a small refrigerator.

16. Palm Cottages

Palm Cottages
Ashland
$191
$213 total
includes taxes & fees
Nov 1 - Nov 2
Palm Cottages
A garden pathway with wisteria and red flowers, surrounded by lush greenery.
A rustic building with a porch, surrounded by lush greenery and a sign indicating it is a forest.
A cozy library with bookshelves, a fireplace, and comfortable seating.
A bedroom with a bed, a nightstand, a lamp, a chair, a potted plant, and a door.

17. Arden Forest Inn

Arden Forest Inn
Ashland
$180
$201 total
includes taxes & fees
Oct 6 - Oct 7
Arden Forest Inn
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.
A garden pathway leading to a building with a pergola and hanging flower baskets.
A porch with three wooden chairs with floral upholstery, a wooden bench, and a view of a house in the background.
A grand staircase with wooden balusters and a carpeted landing.

18. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
Skidmore Academy Historic District
$260
$290 total
includes taxes & fees
Oct 27 - Oct 28
Abigail’s Bed & Breakfast Inn
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.
A garden with a pond, stone walls, and various plants.

19. Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$215
$219 total
includes taxes & fees
Nov 1 - Nov 2
Country Willows Inn and Estate
A two-story building with a wooden facade, large windows, and a front porch with chairs.
A spacious bedroom with a four-poster bed, wooden furniture, and a view of the outdoors.
A room with a brick wall, a wooden dresser, a chair, and a bed.
A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.

20. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
$151
$223 total
includes taxes & fees
Oct 6 - Oct 7
The Peerless Hotel by WanderLodges
View all properties

Check out pet-friendly hotels in Ashland

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$116
$118 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Ashland
An outdoor dining area with a table set for two, surrounded by chairs, a red umbrella, and a stone water feature.
A multi-story hotel with a balcony and outdoor seating area, surrounded by lush greenery and a mountainous backdrop.
A hotel room with a bed, a sofa, a table with a bottle, glasses, and a fruit basket.
A traditional living room with a fireplace, patterned furniture, and large windows with curtains.

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
Ashland
$134
$149 total
includes taxes & fees
Nov 1 - Nov 2
Plaza Inn & Suites at Ashland Creek
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$79
$88 total
includes taxes & fees
Nov 4 - Nov 5
Stratford Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$112
$135 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Hills Hotel & Suites
An outdoor patio area with tables and chairs, string lights, and potted plants.
A grand lobby with a high ceiling, large windows, and a central staircase.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$90
$116 total
includes taxes & fees
Nov 1 - Nov 2
Ashland Springs Hotel
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$96
$107 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Ashland by IHG
Exterior
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$106
$118 total
includes taxes & fees
Oct 31 - Nov 1
Best Western Windsor Inn
A spacious lobby with a reception desk, seating area, and large windows.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$129
$144 total
includes taxes & fees
Nov 1 - Nov 2
The Bard's Inn, BW Signature Collection by Best Western
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$59
$65 total
includes taxes & fees
Oct 19 - Oct 20
Timbers INN and Suites
Exterior
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$129
$146 total
includes taxes & fees
Oct 6 - Oct 7
Callahan's Mountain Lodge
View all properties

You may also like hotels with hot tubs in Ashland

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$116
$118 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Ashland
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$79
$88 total
includes taxes & fees
Nov 4 - Nov 5
Stratford Inn
An outdoor patio area with tables and chairs, string lights, and potted plants.
A grand lobby with a high ceiling, large windows, and a central staircase.
A spacious lobby with a high ceiling, ornate chandelier, and multiple seating areas.
A spacious lobby with a grand chandelier, a fireplace, and a large window offering a view of the outdoors.

Ashland Springs Hotel

Ashland Springs Hotel
Historic Downtown District
$90
$116 total
includes taxes & fees
Nov 1 - Nov 2
Ashland Springs Hotel
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$112
$135 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Hills Hotel & Suites
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$96
$107 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Ashland by IHG
Exterior
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$106
$118 total
includes taxes & fees
Oct 31 - Nov 1
Best Western Windsor Inn
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.
A two-story house with a porch, a staircase, and a garden.

Lithia Springs Resort

Lithia Springs Resort
Ashland
$90
$112 total
includes taxes & fees
Nov 1 - Nov 2
Lithia Springs Resort
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.
A garden with a pond, stone walls, and various plants.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$215
$219 total
includes taxes & fees
Nov 1 - Nov 2
Country Willows Inn and Estate
A two-story building with a wooden facade, large windows, and a front porch with chairs.
A spacious bedroom with a four-poster bed, wooden furniture, and a view of the outdoors.
A room with a brick wall, a wooden dresser, a chair, and a bed.
A room with a brick wall, wooden floor, green-framed windows, and two upholstered chairs.

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District
$151
$223 total
includes taxes & fees
Oct 6 - Oct 7
The Peerless Hotel by WanderLodges
Exterior
A wooden balcony with a view of a forested area.
An outdoor dining area with round tables, white chairs, and umbrellas.
A cozy room with a wooden bathtub, two armchairs, a TV, and a stone fireplace.

Callahan's Mountain Lodge

Callahan's Mountain Lodge
Ashland
$129
$146 total
includes taxes & fees
Oct 6 - Oct 7
Callahan's Mountain Lodge
View all properties

You can also stay at hotels with a pool in Ashland

A hotel entrance with outdoor seating, potted plants, and a well-lit facade.
A kitchen with a countertop displaying various food items, a refrigerator, and a coffee machine.
A hotel room with a bed, a desk with a TV, a chair, and a microwave.
A hotel lobby with a reception desk, blue upholstered sofas, a patterned carpet, and a decorative wall.

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
Ashland
$116
$118 total
includes taxes & fees
Nov 2 - Nov 3
Comfort Inn & Suites Ashland
An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.
A lobby with leather sofas, a rug, and lamps.
A restaurant with wooden chairs and tables, large windows, and a dragon sculpture.
An outdoor patio with a fire pit, seating, and potted plants.

Stratford Inn

Stratford Inn
Siskiyou-Hargadine Historic District
$79
$88 total
includes taxes & fees
Nov 4 - Nov 5
Stratford Inn
A spacious lobby with a large wooden floor, a green peace sign decoration, and a large window offering a view of the outdoors.
An outdoor patio with lounge chairs and a table, surrounded by autumn foliage and a view of mountains.
A spacious living room with a high ceiling, large windows, and a mix of seating arrangements including a sofa and chairs.
A hotel with a swimming pool, multiple balconies, and a view of the surrounding landscape.

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
Ashland
$112
$135 total
includes taxes & fees
Nov 2 - Nov 3
Ashland Hills Hotel & Suites
A breakfast buffet area with labeled food stations, including hot food, cereal, and fruit.
A hotel bathroom with a wooden door, a sink with a mirror, a towel rack, a coffee maker, and a black refrigerator.
A modern hotel room with a dark wood wardrobe, a black refrigerator, a microwave, a sink, and a chair.
A hotel room with a blue sofa, a black coffee table, a bed with white linens, and a large window with curtains.

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
Ashland
$96
$107 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express & Suites Ashland by IHG
Exterior
A hotel room with a large bed, a separate sitting area, a large bathtub, and a flat-screen TV.
A patio with stone flooring, wooden chairs, and a wooden fence in the background.
A restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.

Best Western Windsor Inn

Best Western Windsor Inn
Ashland
$106
$118 total
includes taxes & fees
Oct 31 - Nov 1
Best Western Windsor Inn
A spacious lobby with a reception desk, seating area, and large windows.
A restaurant with multiple tables and booths, large windows with a view of trees, and hanging decorative light fixtures.
A room with four armchairs, a bench, and a table with a lamp. There are large windows with a view of greenery outside.
A spacious living room with large windows, dark wooden flooring, and a cozy seating area with multiple chairs and a bench.

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
Historic Downtown District
$129
$144 total
includes taxes & fees
Nov 1 - Nov 2
The Bard's Inn, BW Signature Collection by Best Western
A sign for Prospero's Flagship Inn with a star emblem and a pedestrian crossing sign nearby.
A wooden deck with white lounge chairs and a table, surrounded by a wooden fence and trees.
A breakfast bar with a toaster, fruit bowl, bread baskets, and a display case with pastries.
A hotel entrance with a sign, a pedestrian crossing sign, and a road with trees.

Prospero's Flagship Inn

Prospero's Flagship Inn
Ashland
$62
$69 total
includes taxes & fees
Oct 18 - Oct 19
Prospero's Flagship Inn
A resort with a covered walkway, potted plants, and a statue.
A bar area with a marble countertop, wine bottles, and glasses. There are hanging pendant lights and a 'No Minors' sign.
A well-lit room with a sofa, chairs, and a coffee table. There are bookshelves filled with books and decorative items.
A two-story house with a porch, a staircase, and a garden.

Lithia Springs Resort

Lithia Springs Resort
Ashland
$90
$112 total
includes taxes & fees
Nov 1 - Nov 2
Lithia Springs Resort
A swimming pool with a clear view of the poolside area, including lounge chairs and a covered seating area.
A hotel room with a large bed, a desk, and a window with curtains.
A covered outdoor seating area with benches and potted plants.
A modern hotel lobby with a leather sofa, a coffee table, a patterned rug, a reception desk, and a wall-mounted snack station.

Timbers INN and Suites

Timbers INN and Suites
Ashland
$59
$65 total
includes taxes & fees
Oct 19 - Oct 20
Timbers INN and Suites
A backyard with a swimming pool, patio furniture, a small pond, and a wooden cabin.
A sunlit room with large windows, a dining table, chairs, and a sofa.
A rustic wooden barn with a sloped roof, surrounded by a field of white daisies.
A garden with a pond, stone walls, and various plants.

Country Willows Inn and Estate

Country Willows Inn and Estate
Ashland
$215
$219 total
includes taxes & fees
Nov 1 - Nov 2
Country Willows Inn and Estate
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Our prices for hotels in Ashland are cheapest in February
Price trends for hotels in Ashland
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Ashland
October
High 19°C / low 5°C. Sunny most days.
View properties in October
19°
5°
11°
0°
7°
-2°
8°
-2°
9°
-1°
11°
-1°
14°
2°
19°
5°
24°
8°
30°
12°
30°
12°
26°
9°
Monthly weather averages (˚C)

Top neighborhoods in Ashland

A rusted metal bridge in a forested area.
A wooden railway bridge with graffiti, surrounded by greenery.
A wooden log cabin with two red-framed windows.
The exterior of Ashland Food Cooperative with a sign reading "Do You Have Your Bags Today?" and a dog and bike free zone sign.
Photo by Inna Blair

Historic Railroad District

Ashland's Historic Railroad District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theater and history share the spotlight. The Shakespeare Festival brings brick walkways alive with theatrical buzz. Art galleries in former rail buildings showcase local talent amid cobblestone plazas adorned with bronze sculptures. Farm-to-table restaurants serve Pacific Northwest cuisine in converted Victorian spaces, perfect for dining with regional wines. Boutique inns and historic bed & breakfasts offer intimate stays with period furnishings and modern comforts. The pedestrian-friendly design makes exploring a joy, with attractions within an easy stroll through this walkable cultural haven.

A town with buildings and trees in autumn colors, surrounded by mountains.
A grassy field with trees and a distant view of rolling hills.
Photo by Shannon Willitts

Skidmore Academy Historic District

Step back in time as you stroll the tree-lined streets of Skidmore Academy Historic District, where Victorian architecture meets theatrical flair. Ornate 19th-century buildings, including the original Skidmore Academy, tell the story of Ashland's rich heritage. The district sits conveniently close to Oregon Shakespeare Festival venues, where world-class performances bring creative energy to this peaceful neighborhood. Intimate cafes and bistros cater to theater-goers with pre-show dining featuring seasonal Pacific Northwest ingredients. Charming bed-and-breakfasts in converted Victorian homes offer cozy accommodations with period furnishings. The walkable streets connect easily to downtown Ashland, making exploration a breeze without the need for public transportation.

A paved pedestrian area with trees, a white building with a green awning, and a dog walking.
Photo by Shannon Willitts
A building with a purple awning labeled "Caldera Tap House" and a sign with a beer mug illustration.
Photo by Patrick Glassford
A historic building with a classical facade, a person standing on the steps, and a wheelchair-accessible sign.
A display window with a large red flower and a sign reading "Oregon Shakespeare Festival Welcome Center".
Photo by Shannon Willitts
A building corner with ornate architectural details and arched windows overlooking a cityscape.
Photo by Shannon Willitts

Historic Downtown District

Historic Downtown District brings Shakespeare to life in Ashland's charming center. The renowned Oregon Shakespeare Festival anchors the neighborhood with Tudor-style theaters surrounded by Victorian storefronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colorful awnings. Farm-to-table restaurants showcase local Oregon wines, though reservations are essential during festival season. Accommodation options include Victorian bed & breakfasts and boutique inns within this highly walkable neighborhood. Most attractions sit within a three-block radius, making cars unnecessary for exploring this theatrical paradise.

A tree-lined street with a mountain backdrop.

Siskiyou-Hargadine Historic District

Siskiyou-Hargadine Historic District offers a step back in time with pristine Victorian and Craftsman homes lining tree-canopied streets. Take a leisurely stroll through architectural history while enjoying the peaceful vibe just steps from Ashland's cultural buzz. The Oregon Shakespeare Festival and Oregon Cabaret Theatre are an easy walk away, making this neighborhood perfect for theater enthusiasts. Accommodations range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. Downtown Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded sidewalks and proximity to Lithia Park create an ideal base for exploring Ashland without a car.

Top landmarks in Ashland

A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.
Photo by Patrick Glassford

Oregon Shakespeare Festival

9.2/10 (620 reviews)
If you want to see a show while you're in town, try and grab some tickets at Oregon Shakespeare Festival in Historic Downtown District. If you enjoy the show and want to see another, Allen Elizabethan Theatre, Oregon Cabaret Theatre, and Thomas Theatre are all a short walk away.
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Lithia Park

9.6/10 (1,250 reviews)
Lithia Park is 0.5 mi (0.9 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Want to stretch your legs some more? Head to North Mountain Park, located nearby.
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A snowy forest with tall evergreen trees covered in snow.

Mount Ashland Ski Area

8.6/10 (228 reviews)
Skiers and snowboarders might want to test out the slopes at Mount Ashland Ski Area, a skiing spot located 7.8 mi (12.5 km) from central Ashland.
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Emigrant Lake

8.4/10 (70 reviews)
Emigrant Lake is 6.3 mi (10.2 km) from central Ashland, why not stop by during your stay. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.
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Oregon Cabaret Theatre

9.0/10 (144 reviews)
If you want to see a show while you're in town, try and grab some tickets at Oregon Cabaret Theatre in Historic Downtown District. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you enjoy the show and want to see another, Oregon Shakespeare Festival, Allen Elizabethan Theatre, and Thomas Theatre are all a short walk away.
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Howard Prairie Lake

8.4/10 (33 reviews)
Howard Prairie Lake is 16.1 mi (26 km) from central Ashland, why not stop by during your stay.
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Allen Elizabethan Theatre

9.4/10 (131 reviews)
If you want to see a show while you're in town, try and grab some tickets at Allen Elizabethan Theatre in Historic Downtown District. If you enjoy the show and want to see another, Oregon Shakespeare Festival, Oregon Cabaret Theatre, and Angus Bowmer Theatre are all a short walk away.
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Angus Bowmer Theatre

10.0/10 (11 reviews)
If you want to see a show while you're in town, try and grab some tickets at Angus Bowmer Theatre in Historic Downtown District. If you enjoy the show and want to see another, Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre are all a short walk away.
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Learn more about Ashland

Between Shakespeare and the sublime, this artsy enclave captivates with its cultural punch far beyond its size. The Oregon Shakespeare Festival transforms three theaters into worlds of drama nearly year-round, drawing theater lovers who linger after standing ovations. Main Street's independent boutiques and farm-to-table restaurants showcase local creativity without pretension. Lithia Park unfolds like a living painting—creek-side paths wind through 93 acres where picnickers claim spots beneath ancient trees. Southern Oregon University adds youthful energy to this intellectual haven. After hiking nearby trails, soak tired muscles in Lithia Plaza's mineral-rich fountains (warning: the water tastes terrible). For a perfect day, catch a matinee, browse gallery-quality crafts, then toast the sunset with local wines.

See all hotels in Ashland
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Check out reviews of Ashland hotels guests love

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"The Ashland Springs Hotel always provides a satisfying experience. It's extremely convenient for visiting the Oregon Shakespeare Festival, and Lark's Restaurant is one of the consistently best in Ashland. The rooms tend to be small (at least the ones we've stayed in). Ours didn't have a dresser, which was a bit inconvenient. The mezzanine is a very nice place to sit and have breakfast or afternoon tea. We will be coming back again."
Jonathan H 3-night trip
Posted 6 hours ago
Ashland Springs Hotel
Stratford Inn

Stratford Inn

10/10 Excellent
"This property is fun, efficient, has what you need and want but isn't stuffy or pretentious. Beds were comfortable. The pillows... There were options and I made it work. The breakfast the first day was nice. The second day, the hotel was full and items went quickly. But the coffee was good and plenty of it. The location is just right. Out of the fray but close enough to walk to the theaters and many restaurants. Overall, was a great value and function. Hit all the marks I was looking for, for this trip."
Barbara 3-night trip
Posted 8 hours ago
Stratford Inn
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"Great hotel with its retro decor and beautiful location in Ashland! Very clean, nice pool area and friendly staff. I've stayed here before a few years ago - but missing the breakfast that was available before. Otherwise, a very nice stay for our Oregon Shakespeare Festival trip!"
Erica 2-night trip
Posted 8 hours ago
Ashland Hills Hotel & Suites
Baymont by Wyndham

Baymont by Wyndham

10/10 Excellent
"I've stayed here many times now and always a great experience."
Mark 1-night trip
Posted 11 hours ago
Baymont by Wyndham
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

10/10 Excellent
"Lovely stay, room very clean and comfortable, and the staff were all very nice. Will definitely stay there again."
Maryann 1-night trip
Posted 11 hours ago
Comfort Inn & Suites Ashland
Prospero's Flagship Inn

Prospero's Flagship Inn

8/10 Good
"I only gave 4 stars because the carpet is dated. Its very valued clean rooms, close to downtown, good parking. Please update tv's so we can cast our movies!!!!!!!! room super clean."
Matthew 1-night trip
Posted 14 hours ago
Prospero's Flagship Inn
Relax Inn At Ashland

Relax Inn At Ashland

8/10 Good
"Quaint, renovated motel. Nice touches but not high end. Nice location, staff friendly. As rated, would go back. Dog allowed, micro/fridge in room. Great coffee kiosk next door, organic fair trade coffee and organic milk."
Laurel 1-night trip
Posted 15 hours ago
Relax Inn At Ashland
Green Springs Inn

Green Springs Inn

10/10 Excellent
"Todo muy limpio !!! Y en lo personal para mi todo estuvo bien !! Lo recomiendo 100/100"
Gabriel 1-night trip
Posted 1 day ago
Green Springs Inn
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

10/10 Excellent
"Nice location close to the creek and fun eating establishments in town. Free EV charging in the garage was a nice plus."
Michelle 1-night trip
Posted 2 days ago
Plaza Inn & Suites at Ashland Creek

Frequently asked questions

What accommodations do travelers like in Ashland?
Guests like Ashland Hills Hotel & Suites, Comfort Inn & Suites Ashland and Prospero's Flagship Inn.
Where can I find free parking at my hotel in Ashland?
Park your car for free at McCall House Boutique Inn.
Can I book refundable accommodations in Ashland?
If you need the flexibility to change your plans to Ashland, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Ashland if I want a cheap accommodation?
A few inexpensive options worth considering are Comfort Inn & Suites Ashland, Prospero's Flagship Inn and Best Western Windsor Inn.
Where can I stay in Ashland if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, look over our selection of 106 vacation homes. You can also consider one of the 52 apartments or 59 cottages.
What will the weather in Ashland be like during my trip?
The warmest months in Ashland are usually August and July with an average temp of 65°F. December and January are the chilliest months when the average temp is 37°F. The rainiest months are December and March.
Why should I book my Ashland hotel with Hotels.com?
There are plenty of reasons to book your Ashland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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