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Hotels in Pawling

October 2026
5
November 2026

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This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Where to stay in Pawling?

A two-story house with a porch, white railings, and a blue door.
A two-story house with a wrap-around porch, multiple windows with shutters, and a steeply pitched roof.
A modern kitchen with grey cabinetry, a stainless steel refrigerator, a built-in oven, and a coffee maker.
A staircase with wooden balusters leading to a landing.

1. Station Inn Pawling

Station Inn Pawling
Pawling
$151
$171 total
includes taxes & fees
Nov 4 - Nov 5
Station Inn Pawling
A hotel room with two beds, a desk, a chair, and a window with curtains.
A modern living room with a television mounted on the wall, a small cabinet with a vase of flowers, and two red armchairs.
A two-story motel with a central patio and a parking lot.
A hotel room with a TV mounted on the wall displaying a sports game, a small refrigerator, a microwave, and a coffee maker on a shelf.

2. Rocky River Inn

Rocky River Inn
New Milford
$149
$171 total
includes taxes & fees
Oct 6 - Oct 7
Rocky River Inn
A spacious room with a curved ceiling, a wooden bench, a sofa, and a dining table with chairs.
A pathway leading to a red barn-like structure, surrounded by lush greenery and trees.
A cozy living room with a stone fireplace, wooden furniture, and a coffee station.
Land view from property

3. Heidi's Inn

Heidi's Inn
Brewster
$148
$160 total
includes taxes & fees
Oct 6 - Oct 7
Heidi's Inn
A modern dining area with multiple tables and chairs, a kitchen area with appliances, and a seating area with a large window.
A modern room with a wooden wardrobe, a white shelf, and a yellow office chair.
A self-service snack and beverage area with refrigerated drink dispensers and shelves stocked with various snacks and beverages.
A large, multi-story hotel with a prominent entrance and a parking lot.

4. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Danbury
$131
$151 total
includes taxes & fees
Oct 11 - Oct 12
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
A park with a picnic table and chairs, surrounded by lush greenery and trees.
A bathroom with a toilet, sink, and bathtub.
A bathroom with a sink, toilet, and bathtub.
A hotel room with a large bed, two bedside lamps, a desk with a chair, a small refrigerator, and a door leading to another room.

5. Maple Leaf Motel

Maple Leaf Motel
New Milford
$89
$102 total
includes taxes & fees
Nov 1 - Nov 2
Maple Leaf Motel
A reception area with two counters, a clock on the wall, and a flower arrangement.
A hotel room with two beds, each with a wooden headboard, white linens, and a blue throw blanket. There are two bedside tables with lamps, and a large window with curtains.
A hotel room with a wooden desk, a television, a coffee maker, a lamp, a chair, and a wardrobe.
A hotel lobby with blue sofas, a brown ottoman, a flat-screen TV, and a large window.

6. Comfort Inn Brewster

Comfort Inn Brewster
Brewster
$129
$140 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Brewster
A large, modern hotel with a covered entrance, well-maintained lawns, and a clear sky.
A Hilton Garden Inn sign with the words "ENTRANCE" below it, surrounded by well-maintained hedges and colorful flower beds.
A fire pit with seating, a covered patio, and a building with large windows.
A spacious lobby with a central reception desk, seating areas, and a vending machine.

7. Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
Danbury
$116
$133 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Danbury
A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.
A dining area with a wooden table, a Christmas tree, and a fireplace.
A neatly arranged bedroom with a large bed, a bedside table with a lamp, a chair, and a framed picture on the wall.
A wooden dining table with chairs, a vase of flowers, and a cabinet with glass doors containing bottles.

8. Le Chambord at Curry Estate

Le Chambord at Curry Estate
Hopewell Junction
$209
$236 total
includes taxes & fees
Oct 6 - Oct 7
Le Chambord at Curry Estate
A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.
A four-poster bed with a canopy, a sitting area with a chair and a table, and a view of the outdoors through large windows.
A white house with a brick chimney, a white picket fence, and a garden with yellow flowers.
A corner room with two white upholstered chairs, a glass table, and a vase with white flowers.

9. Homestead Inn

Homestead Inn
New Milford
$206
$237 total
includes taxes & fees
Nov 1 - Nov 2
Homestead Inn
A hotel room with a large bed, two framed pictures on the wall, a desk with a chair, and a small table.
A hotel corridor with a vending machine, a television, a kitchen area, and a tiled floor.
A room with two sofas, a round table, and a large arched window.
A hotel with a central entrance, a triangular pediment, and a symmetrical facade.

10. Inn At Arbor Ridge Hotel & Conference Center

Inn At Arbor Ridge Hotel & Conference Center
Hopewell Junction
$128
$145 total
includes taxes & fees
Nov 3 - Nov 4
Inn At Arbor Ridge Hotel & Conference Center
A hotel room with a bed, a chair, a small table with a plant, and a mirror.
A compact hotel room with a kitchenette, a bed, and a view of the outdoors.
A hotel room with a sofa, ottoman, bedside table, lamp, air conditioning unit, and a painting on the wall.
A hotel lobby with seating areas, a reception desk, and a large window providing natural light.

11. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
Danbury
$116
$133 total
includes taxes & fees
Oct 11 - Oct 12
La Quinta Inn & Suites by Wyndham Danbury
A modern kitchen with wooden cabinets, a stainless steel backsplash, and various kitchen appliances.
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a carpeted floor.
A modern hotel with a prominent entrance, multiple floors, and a clear sky.
A reception area with a wooden reception desk, a wall-mounted TV, and a sign for 'The Market'.

12. Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
Danbury
$111
$128 total
includes taxes & fees
Nov 1 - Nov 2
Springhill Suites By Marriott - Danbury
A modern hotel room with a large bed, a bedside table with a phone, and a small desk.
A parking lot with several cars, a building with a green roof, and trees in the background.
A hotel room with two beds, a desk, a chair, a telephone, and a television.
A two-story stone house with a stone staircase leading to the entrance, surrounded by a landscaped garden with colorful flowers.

13. Golden Hill Inn Danbury

Golden Hill Inn Danbury
Danbury
$110
$126 total
includes taxes & fees
Nov 3 - Nov 4
Golden Hill Inn Danbury
A bar entrance with a sign reading "21 Lake The Bar".
A gazebo with a tiled roof and white columns, surrounded by well-maintained lawns and various shrubs.
A hotel room with a sofa, armchair, desk, and a large mirror.
A wedding ceremony setup with white chairs, a central aisle, and a chandelier.

14. Ethan Allen Hotel

Ethan Allen Hotel
Danbury
$116
$134 total
includes taxes & fees
Nov 1 - Nov 2
Ethan Allen Hotel
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.
A hotel with a row of parked cars in front, a covered parking area, and a sunset sky.
A room with a dining table, four wooden stools, a window with blinds, and a view of the outside.
A modern dining area with white tables and chairs, a counter with a coffee machine, and a blue accent wall.

15. Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury
Bethel
$98
$113 total
includes taxes & fees
Oct 11 - Oct 12
Microtel Inn & Suites by Wyndham Bethel/Danbury
A modern building with large windows, outdoor seating, and a well-maintained garden.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped surroundings.
A modern indoor swimming pool with clear water, surrounded by lounge chairs and a sunlit area with large windows.
A modern living room with a sectional sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

16. Courtyard By Marriott Danbury

Courtyard By Marriott Danbury
Danbury
$111
$128 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard By Marriott Danbury
A hotel room with a large bed, a desk, a chair, a sofa, and a window with curtains.
A motel with multiple rooms, a large parking lot, and a clear blue sky.
A hotel reception area with a wooden reception desk, a black and white doormat, and a large window with a view of greenery.
A room with a desk, a blue sofa, a window with curtains, and a radiator.

17. Econo Lodge Bethel - Danbury

Econo Lodge Bethel - Danbury
Bethel
$104
$119 total
includes taxes & fees
Oct 7 - Oct 8
Econo Lodge Bethel - Danbury
A covered outdoor seating area with brick flooring and metal railings, overlooking a river.
A hotel entrance with a covered walkway, large windows, and a clear sign indicating a 10-foot clearance.
A hotel lobby with a striped sofa, a reception desk, and a check-in counter.
A spacious living area with a sofa, coffee table, and a view of the outdoors through large windows.

18. Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
Red Oaks Mill
$105
$118 total
includes taxes & fees
Oct 19 - Oct 20
Best Western Plus The Inn & Suites At The Falls
Lobby

19. Spark by Hilton Danbury near University

Spark by Hilton Danbury near University
Danbury
$126
$145 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton Danbury near University
A multi-story hotel with a brick facade and a large glass entrance.
A hotel lobby with a coffee station, seating area, and a TV screen.
A hotel room with a sofa, a desk with a computer, a television, a bed, and a small table.
A refrigerated display case with various beverages and snacks, and adjacent shelves stocked with packaged goods.

20. Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
Danbury
$139
$160 total
includes taxes & fees
Oct 25 - Oct 26
Residence Inn Marriott Danbury
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Go beyond your typical stay in Pawling

pet friendly image
Pet friendly
Pet friendly
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Pool
Pool
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Hot tub
Hot tub
spa image
Spa
Spa
Family friendly image
Family friendly
Family friendly
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Apart­ment
Apart­ment
Cottage image
Cottage
Cottage
Our prices for hotels in Pawling are cheapest in April

Price trends for hotels in Pawling

Pricing is based on two traveler single night rates
View properties in October

October

High 16°C / low 8°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Pawling

John Kane House

John Kane House is just one of the landmarks located 0.7 mi (1.2 km) from central Pawling, so you might want to stop by for a few pics during your trip.
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Daryl's House Club

If you're looking for things to do when staying in Pawling, go to Daryl's House Club. If you want to experience more of the culture Pawling has to offer, head to Thunder Ridge Ski Resort, Whaley Lake, and New Life Christian Church.
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Pawling Town Hall

Pawling Town Hall is worth a visit, located 0.5 mi (0.8 km) from central Pawling.
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Akin Free Library

Akin Free Library is worth a visit, located 2.8 mi (4.5 km) from central Pawling.
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Pawling Village Hall

Pawling Village Hall is worth a visit when in central Pawling.
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Edward R Murrow Park

Edward R Murrow Park is 0.7 mi (1.1 km) from central Pawling, why not stop by during your stay. If you like Edward R Murrow Park, you'll love Tymor Park and Towne Center Park, both just a short drive away.
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Pawling Free Library

Pawling Free Library is worth a visit when in central Pawling.
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Friends of Great Swamp

Friends of Great Swamp is 3.3 mi (5.2 km) from central Pawling, why not stop by during your stay.
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Learn more about Pawling

Pawling is applauded for its cultural attractions such as John Kane House and Daryl's House Club.

See all hotels in Pawling
A wooden boardwalk curving through a field of purple flowers under a clear sky.

Check out reviews of Pawling hotels guests love

A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.
A four-poster bed with a canopy, a sitting area with a chair and a table, and a view of the outdoors through large windows.
A white house with a brick chimney, a white picket fence, and a garden with yellow flowers.
A corner room with two white upholstered chairs, a glass table, and a vase with white flowers.

Homestead Inn

Homestead Inn
New Milford

10/10 Exceptional

United States
Bob
Homestead Inn
A spacious balcony with wooden flooring, a ceiling fan, and a view of the city.
Point of interest
Point of interest
Interior entrance

Brinckerhoff Inn

Brinckerhoff Inn
Fishkill

10/10 Exceptional

United States
Meredith
Brinckerhoff Inn
A modern kitchen with wooden cabinets, a stainless steel backsplash, and various kitchen appliances.
A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a carpeted floor.
A modern hotel with a prominent entrance, multiple floors, and a clear sky.
A reception area with a wooden reception desk, a wall-mounted TV, and a sign for 'The Market'.

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
Danbury

10/10 Exceptional

United States
Teresa
Springhill Suites By Marriott - Danbury
A long dining table set for a meal with chairs, large windows, and a view of a park.
A modern building with a glass facade, a flat roof with solar panels, and a spacious outdoor area with a metal railing.
A modern lounge area with seating, tables, and a large vase.
A modern building with large glass windows, a covered walkway, and outdoor seating.

The Heartwood

The Heartwood
Arlington

10/10 Exceptional

United States
Susan
The Heartwood
An outdoor seating area with stone walls, a fire feature, and yellow chairs.
An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.
A hotel room with two single beds, a sofa, a desk, and a chair.
A modern indoor seating area with a sofa, tables, and chairs, featuring large windows and a clean, contemporary design.

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
Poughkeepsie

10/10 Exceptional

United States
David
Home2 Suites By Hilton Poughkeepsie
A hotel room with a bed, a TV on a wooden stand, a dining area with chairs, and a patterned carpet.
A modern living room with a dining area, a TV mounted on the wall, and a patterned carpet.
A spacious conference room with multiple tables and chairs, large windows, and a carpeted floor.
Two HP desktop computers on a desk with a lamp, keyboard, and mouse.

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG
Poughkeepsie

10/10 Exceptional

United States
Leslie
Holiday Inn Express Poughkeepsie by IHG
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A long wooden table with potted plants and candle holders in a modern interior setting.
A spacious living room with a fireplace, a dining area, and a sofa.
A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

The Litchfield Inn

The Litchfield Inn
Litchfield

10/10 Exceptional

United States
Anonymous traveler
The Litchfield Inn
A hotel room with a large bed, two bedside tables with lamps, and a striped wall.
A neatly made bed with white linens, a white bedside table with a lamp, and a telephone.
A hotel bathroom with a large mirror, a vanity with drawers, a sink, and a towel rack.
A covered porch with white columns and black hanging lanterns.

The Milestone Inn

The Milestone Inn
Woodbury

10/10 Exceptional

United States
Elin
The Milestone Inn
A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.
A hotel corridor with a vending machine, a refrigerator, and a door.
A hotel room with two beds, a desk, a chair, and a TV.
A modern kitchen with a central island, a dining area with chairs, and a refrigerator.

Quality Inn Poughkeepsie

Quality Inn Poughkeepsie
Arlington

10/10 Exceptional

United States
Ivana
Quality Inn Poughkeepsie
A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.
A dining area with a wooden table, a Christmas tree, and a fireplace.
A neatly arranged bedroom with a large bed, a bedside table with a lamp, a chair, and a framed picture on the wall.
A wooden dining table with chairs, a vase of flowers, and a cabinet with glass doors containing bottles.

Le Chambord at Curry Estate

Le Chambord at Curry Estate
Hopewell Junction

10/10 Exceptional

United States
ChrisL
Le Chambord at Curry Estate
A hotel room with two beds, a desk, a chair, and a window with curtains.
A modern living room with a television mounted on the wall, a small cabinet with a vase of flowers, and two red armchairs.
A two-story motel with a central patio and a parking lot.
A hotel room with a TV mounted on the wall displaying a sports game, a small refrigerator, a microwave, and a coffee maker on a shelf.

Rocky River Inn

Rocky River Inn
New Milford

10/10 Exceptional

United States
Zoe
Rocky River Inn
A building entrance with a covered porch, stone pillars, and a mailbox.
A gym with exercise equipment, a mirror, and a door leading to a room.
A hotel room with two beds, a nightstand, and a seating area.
A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North
Hyde Park

10/10 Exceptional

United States
Marjorie
Quality Inn Hyde Park Poughkeepsie North

Frequently Asked Questions

What accommodations do travelers like in Pawling?

Guests like Station Inn Pawling.

Can I book refundable hotels in Pawling?

If you need the flexibility to change your plans to Pawling, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

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

The warmest months in Pawling are usually July and August with an average temp of 69°F. January and February are the chilliest months when the average temp is 32°F. The rainiest months are July and August.

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

There are plenty of reasons to book your Pawling 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.