A suspension bridge over a calm river with reflections, surrounded by hills and a clear sky.

Hotels in Montgomery

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Where to stay in Montgomery?

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

An indoor swimming pool with clear water, a lifebuoy, and a sign indicating no diving allowed.

A buffet with various food items, including omelets and baked goods, served in metal trays.

1. Holiday Inn Express & Suites Montgomery by IHG

Montgomery

$120

$142 total

includes taxes & fees

Nov 22 - Nov 23

A two-story house with a porch, a front door, and a small garden area with potted plants.

A grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.

A cozy living room with a sofa, armchair, and a table with a vase. A chandelier hangs from the ceiling, and there are framed pictures on the walls.

A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.

2. Borland House Inn

Montgomery

$144

$175 total

includes taxes & fees

Oct 27 - Oct 28

A neatly made bed with white linens, flanked by two bedside tables with lamps, and two framed paintings on the wall above.

A multi-story hotel with a flat roof, a parking lot, and a covered entrance area.

A hotel lobby with a brown leather sofa, a small table with a lamp, a reception desk, and a television on the wall.

A kitchen with a coffee machine, a trash bin, and a sign for 'Florida's Growers' Pride'.

3. Super 8 by Wyndham Montgomery Maybrook

Montgomery

$73

$86 total

includes taxes & fees

Nov 22 - Nov 23

A living room with a fireplace, a ceiling fan, a flat-screen TV, and a coffee table.

A kitchen with a stainless steel sink, wooden cabinets, a granite countertop, and a coffee maker.

4. Tin Brook Bed & Breakfast

Walden

$138

$156 total

includes taxes & fees

Oct 27 - Oct 28

A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.

A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.

An outdoor patio area with tables and chairs, colorful umbrellas, and a building with stone and concrete exterior.

A living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a wall clock.

5. Harvest Inn

Pine Bush

$197

$223 total

includes taxes & fees

Oct 27 - Oct 28

A hotel room with two beds, a desk, a TV, and a chair.

A hotel lobby with orange seating, a dining area, and a TV screen.

A pool area with a hot tub, a pool lift, and safety signs on the walls.

6. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

$105

$125 total

includes taxes & fees

Nov 18 - Nov 19

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

7. Hampton Inn by Hilton Middletown

Middletown

$80

$94 total

includes taxes & fees

Nov 18 - Nov 19

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

8. Tru by Hilton Middletown

Middletown

$76

$90 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor patio with a barbecue grill, seating area, and potted plants.

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

An indoor swimming pool area with chairs and a sign that reads 'POOLSIDE IS MY VIBE'.

A hotel room with a kitchenette, including a microwave, coffee maker, and sink.

9. Home2 Suites by Hilton Middletown

Middletown

$112

$136 total

includes taxes & fees

Nov 4 - Nov 5

A Courtyard Marriott hotel with a covered entrance, outdoor seating area, and multiple balconies.

An outdoor patio area with wicker furniture and a stone wall.

A modern hotel room with a flat-screen TV, a desk with drawers, a comfortable sofa, a bed, and a large window with curtains.

A modern living room with a sectional sofa, two armchairs, a coffee table, and a TV.

10. Courtyard by Marriott Newburgh Stewart Airport

Newburgh

$161

$190 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with a bar area, a television screen displaying news, and decorative metal sculptures.

A bar area with a long counter, multiple bar stools, and a variety of bottles.

A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

A store interior with shelves stocked with various snacks and treats, a chalkboard with a message, and a wall with a circular design.

11. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

$135

$160 total

includes taxes & fees

Nov 22 - Nov 23

A landscaped outdoor area with a fire feature, seating, and a pathway.

A modern bar area with a curved counter, bar stools, and a television screen.

A modern hotel lobby with a fireplace, comfortable seating, and a television.

A modern hotel lobby with a seating area, large windows, and a television screen.

12. Courtyard by Marriott Middletown Goshen

Middletown

$101

$119 total

includes taxes & fees

Nov 8 - Nov 9

A reception area with a curved wooden reception desk, a glass table, and a chandelier.

A modern building with a covered entrance, a balcony, and a well-maintained garden.

A room with a patterned blue carpet, a blue sofa with cushions, a round black table, and a beige armchair.

A hotel room with two beds, a large mirror, a nightstand, and a wall clock.

13. Howard Johnson by Wyndham Newburgh/West Point

Newburgh

$87

$103 total

includes taxes & fees

Oct 29 - Oct 30

A large, two-story white house with a wrap-around porch and a small front garden.

A garden with a stone fountain, a wooden gazebo, and various shrubs and flowers.

A large white house with a porch, surrounded by trees and a stone wall.

A swimming pool with a deck, surrounded by potted plants and outdoor furniture.

14. The Dominion House Bed & Breakfast

Chester

$108

$122 total

includes taxes & fees

Nov 9 - Nov 10

A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.

An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.

A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.

A hotel lobby with a reception desk, a sofa, a staircase, and a patterned carpet.

15. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

$99

$117 total

includes taxes & fees

Nov 1 - Nov 2

A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.

A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.

A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

A spacious living area with a curved sofa, a fireplace, and a modern chandelier.

16. Homewood Suites Stewart Airport

New Windsor

$152

$180 total

includes taxes & fees

Nov 1 - Nov 2

A Holiday Inn Express hotel with a covered entrance, a parking lot, and a well-lit facade.

A boat ride with passengers holding binoculars, surrounded by water and themed structures.

A modern hotel lobby with a large map mural, seating areas, and a reception desk.

A buffet with various food items, including omelets and other dishes, served in metal containers.

17. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

$114

$140 total

includes taxes & fees

Oct 29 - Oct 30

A swimming pool with colorful umbrellas and lounge chairs.

A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.

A LEGO display with a large red sign reading 'BRICKS RECIPE BOOK' by S. Platt, featuring LEGO figures and a colorful LEGO building.

A bar area with a long counter, multiple hanging lights, and a variety of bottles.

18. LEGOLAND Hotel NEW York

Goshen

$127

$281 total

includes taxes & fees

Nov 1 - Nov 2

A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.

A swimming pool with four lounge chairs and a metal ladder.

A circular outdoor seating area with a fire pit in the center, surrounded by wicker chairs and a small table.

A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.

19. Candlewood Suites Middletown Goshen by IHG

Middletown

$118

$139 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

A Super 8 motel sign with a parking lot and a building in the background.

A kitchenette with a microwave, toaster, and coffee maker.

A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.

20. Super 8 by Wyndham Middletown

Middletown

$71

$83 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Go beyond your typical stay in Montgomery

Our prices for hotels in Montgomery are cheapest in February

Top landmarks in Montgomery

Orange County Arboretum

8.0/10 (6 reviews)

Why not give yourself a treat with a trip to Orange County Arboretum, one of the family attractions located 3.8 mi (6.2 km) from central Montgomery. If you'd also like to explore some of the parks in Montgomery, Thomas Bull Memorial Park is a short walk away.

See properties

City Winery Hudson Valley

Travelers might want a tour of City Winery Hudson Valley, just one of the places to visit, and located 0.6 mi (1 km) from central Montgomery.

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Thomas Bull Memorial Park

6.8/10 (5 reviews)

Thomas Bull Memorial Park is 3.7 mi (6 km) from central Montgomery, why not stop by during your stay. Want to stretch your legs some more? Head to Orange County Arboretum, just a short walk away.

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Orange County Tennis Center

You can catch an event at Orange County Tennis Center, located 3.7 mi (6 km) from central Montgomery.

See properties

Learn more about Montgomery

Wander through a Hudson Valley time capsule where Clinton Street's historic buildings house shops that seem to have escaped the modern rush. The Orange County Arboretum offers botanical respite in Thomas Bull Memorial Park, with gardens that change their personality each season. City Winery Hudson Valley provides tastings with a side of culture in an atmospheric setting. Highland Lakes State Park rewards hikers with views that explain why painters have been drawn to this region for centuries. Nearby LEGOLAND New York amplifies childhood imagination. Lake Minnewaska Beach provides summer swimming with mountain backdrops. This former Revolutionary War outpost now serves as a charming refuge for New Yorkers seeking weekend sanctuary from city life.

See all hotels in Montgomery

Check out reviews of Montgomery hotels guests love

Holiday Inn Express & Suites Montgomery by IHG

Montgomery

10/10 Exceptional

Marissa

Borland House Inn

Montgomery

10/10 Exceptional

Kate

Harvest Inn

Pine Bush

10/10 Exceptional

Elizabeth

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

10/10 Exceptional

Jordan

Tin Brook Bed & Breakfast

Walden

10/10 Exceptional

Anonymous traveler

Candlewood Suites Middletown Goshen by IHG

Middletown

10/10 Exceptional

Alex

Home2 Suites by Hilton Middletown

Middletown

10/10 Exceptional

Anonymous traveler

A large, two-story house with a wrap-around porch and multiple chimneys.

A spacious living room with a large sectional sofa, a wooden floor, and large windows offering views of the outdoors.

A spacious dining area with a large table and chairs, surrounded by large windows offering views of a residential neighborhood.

A spacious living room with a large sectional sofa, a fireplace, and a chandelier.

Parkway House Goshen Family-Friendly Bed & Breakfast

Goshen

10/10 Exceptional

Lonice

The Dominion House Bed & Breakfast

Chester

10/10 Exceptional

Cindy

Homewood Suites Stewart Airport

New Windsor

10/10 Exceptional

Needed a place to stay when moving to the area. This hotel was conveniently located and very affordable - especially considering what you get! The suites were fantastic - spacious, everything we needed, kitchenettes. On top of that they serve a good hot breakfast every morning and a manager's reception (which is essentially a meal) four nights a week. What a deal! Friendly, helpful staff too. I truly don't have anything negative to say about this hotel.

Anonymous traveler

A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

A hotel entrance with stone pillars, a covered walkway, and a bench.

A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.

A covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

Sleep Inn & Suites Monroe - Woodbury

Monroe

10/10 Exceptional

Eileen

Hampton Inn by Hilton Middletown

Middletown

10/10 Exceptional

Destiny

A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.

A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

The Orange Inn Boutique Hotel

Goshen

10/10 Exceptional

Luis

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

Residence Inn by Marriott Middletown Goshen

Middletown

10/10 Exceptional

Everything was beautiful, it looks like a new property. My only complaint was after shutting off the air conditioner/heater it still remained on and was very noisy keeping my wife and I up most of the night. Even switching the circuit breaker off didn’t solve the problem. I’m not one to complain though and didn’t bother the staff at the late hour. I still wouldn’t hesitate to stay at a residence inn property in the future.

Joseph

Tru by Hilton Middletown

Middletown

10/10 Exceptional

Love coming to this hotel, it has a wonderful atmosphere, caring staff and the environment is throughly clean and friendly. Saxida is very lovley and accommodating she definitely cares about the guests that come in and any problems that may occur she is urgent to fix it I appreciate how she remembered who I was and her energy is full of light. I appreciate everything this hotel has to offer and will be returning to make more fun memories in the future!

Daniela

Courtyard by Marriott Newburgh Stewart Airport

Newburgh

10/10 Exceptional

Michelle

Courtyard by Marriott Middletown Goshen

Middletown

10/10 Exceptional

Kathleen

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

New Windsor

10/10 Exceptional

Belinda

Frequently Asked Questions

What accommodations do travelers like in Montgomery?

Guests like Holiday Inn Express & Suites Montgomery by IHG, Super 8 by Wyndham Montgomery Maybrook and La Quinta Inn & Suites by Wyndham Middletown-Goshen.

Where can I find free parking with my stay in Montgomery?

Park your car for free at Borland House Inn.

Can I book a refundable hotel in Montgomery?

If you're looking for the flexibility to change your plans to Montgomery, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Montgomery if I want a vacation home instead of a traditional hotel?

If you're looking for a good alternative to a hotel, look over our selection of 14 vacation homes.

What will the weather in Montgomery be like during my trip?

July and August are typically the warmest months in Montgomery when the average temp is 69°F. January and February are the coldest months when the average temperature is 31°F. October and August are the months with the most rain.

Why should I book my Montgomery hotel through Hotels.com?

There are lots of reasons to book your Montgomery trip with us: our free cancellations on selected hotels* gives you flexibility, 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.

Hotels in Montgomery

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Montgomery?

1. Holiday Inn Express & Suites Montgomery by IHG

2. Borland House Inn

3. Super 8 by Wyndham Montgomery Maybrook

4. Tin Brook Bed & Breakfast

5. Harvest Inn

6. La Quinta Inn & Suites by Wyndham Middletown-Goshen

7. Hampton Inn by Hilton Middletown

8. Tru by Hilton Middletown

9. Home2 Suites by Hilton Middletown

10. Courtyard by Marriott Newburgh Stewart Airport

11. Hampton Inn & Suites Newburgh Stewart Airport

12. Courtyard by Marriott Middletown Goshen

13. Howard Johnson by Wyndham Newburgh/West Point

14. The Dominion House Bed & Breakfast

15. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

16. Homewood Suites Stewart Airport

17. Holiday Inn Express Hotel & Suites Chester by IHG

18. LEGOLAND Hotel NEW York

19. Candlewood Suites Middletown Goshen by IHG

20. Super 8 by Wyndham Middletown

Go beyond your typical stay in Montgomery

Price trends for hotels in Montgomery

October

Top landmarks in Montgomery

Orange County Arboretum

City Winery Hudson Valley

Thomas Bull Memorial Park

Orange County Tennis Center

Learn more about Montgomery

Check out reviews of Montgomery hotels guests love

Holiday Inn Express & Suites Montgomery by IHG

10/10 Exceptional

Borland House Inn

10/10 Exceptional

Harvest Inn

10/10 Exceptional

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Exceptional

Tin Brook Bed & Breakfast

10/10 Exceptional

Candlewood Suites Middletown Goshen by IHG

10/10 Exceptional

Home2 Suites by Hilton Middletown

10/10 Exceptional

Parkway House Goshen Family-Friendly Bed & Breakfast

10/10 Exceptional

The Dominion House Bed & Breakfast

10/10 Exceptional

Homewood Suites Stewart Airport

10/10 Exceptional

Sleep Inn & Suites Monroe - Woodbury

10/10 Exceptional

Hampton Inn by Hilton Middletown

10/10 Exceptional

The Orange Inn Boutique Hotel

10/10 Exceptional

Residence Inn by Marriott Middletown Goshen

10/10 Exceptional

Tru by Hilton Middletown

10/10 Exceptional

Courtyard by Marriott Newburgh Stewart Airport

10/10 Exceptional

Courtyard by Marriott Middletown Goshen

10/10 Exceptional

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Exceptional

Frequently Asked Questions

What accommodations do travelers like in Montgomery?

Where can I find free parking with my stay in Montgomery?

Can I book a refundable hotel in Montgomery?

Where can I stay in Montgomery if I want a vacation home instead of a traditional hotel?

What will the weather in Montgomery be like during my trip?

Why should I book my Montgomery hotel through Hotels.com?