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Hotels in Fort Montgomery

October 2026
November 2026

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This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Where to stay in Fort Montgomery?

A spacious lobby with a fireplace, seating area, and a large wall mural.
A hotel room with a bed, a desk, a wardrobe, and a bathroom.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

1. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
$118
$139 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express West Point by IHG
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A table set for a formal event with candles, flowers, and glassware.

2. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
$114
$140 total
includes taxes & fees
Oct 1 - Oct 2
Overlook Lodge at Bear Mountain
A hotel room with two beds, a wooden desk, a television, and a dining area.
A room with a wooden desk, a chair, a television, and a microwave.
A compact living space with a kitchenette, a dining area with patterned chairs, and a small table.
A compact kitchenette with a microwave, a small sink, and a window with blinds.

3. FairBridge Inn & Suites at West Point

FairBridge Inn & Suites at West Point
Highland Falls
$100
$128 total
includes taxes & fees
Sep 24 - Sep 25
FairBridge Inn & Suites at West Point
A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.
A motel with a covered parking area, a small lawn, and a view of a mountainous landscape.
A hotel room with a desk, chair, refrigerator, and a large mirror above the sink.
A hotel room with two beds, a desk, a television, and a bathroom visible through an open door.

4. West Point Motel

West Point Motel
Highland Falls
$100
$123 total
includes taxes & fees
Oct 6 - Oct 7
West Point Motel
A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.
An outdoor seating area with tables and chairs, a black carpet with text, and potted plants.
A stone building with a flag, a paved entrance, and potted plants.
A spacious lobby with a high ceiling, wooden beams, chandeliers, a fireplace, and a flag.

5. The Thayer Hotel at West Point

The Thayer Hotel at West Point
West Point
$237
$306 total
includes taxes & fees
Sep 24 - Sep 25
The Thayer Hotel at West Point
A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.
A hotel room with two beds, a desk with a television, and a window with curtains.

6. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Peekskill
$165
$189 total
includes taxes & fees
Oct 7 - Oct 8
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
A snow-covered outdoor area with a stone wall, a metal fence, and a lamp post.
A view from a window overlooking a lake with trees and hills in the distance.
A two-story building with a white exterior, a balcony on the second floor, and a stone foundation.
A view from a covered porch overlooking a lake, with a white fence and trees in the foreground.

7. Inn on the Hudson

Inn on the Hudson
Peekskill
$109
$125 total
includes taxes & fees
Sep 27 - Sep 28
Inn on the Hudson
A spacious living area with a blue sofa, yellow armchair, and a coffee table. There is a TV mounted on a wooden shelf, and a kitchen area is visible in the background.
A modern hotel room with a kitchenette, a bed with white bedding, a seating area with a yellow ottoman, and a large window with curtains.
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.

8. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
$118
$145 total
includes taxes & fees
Oct 5 - Oct 6
Comfort Suites Central Valley - Woodbury
A lobby with a fireplace, seating area, and a reception desk.
A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
A hotel room with a large bed, a sofa, a desk, and a bathroom.

9. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
$122
$150 total
includes taxes & fees
Sep 29 - Sep 30
Hampton Inn Harriman Woodbury
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.

10. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
$108
$122 total
includes taxes & fees
Sep 29 - Sep 30
Sleep Inn & Suites Monroe - Woodbury
A brick building with a sign indicating it's a 'Motel'.
A brick building with a paved walkway and a well-maintained garden with pink flowers.
A compact room with a wooden floor, a small round table, a wooden chair, a white air conditioning unit, and a white refrigerator.
A wooden dresser with drawers and a mirror above it, a chair with a cushion, and a framed picture on the wall.

11. Cadet Motel

Cadet Motel
Cornwall
$85
$100 total
includes taxes & fees
Sep 24 - Sep 25
Cadet Motel
A stone building with a tower, surrounded by a garden with large rocks and various plants.
A hotel room with two beds, a dining area with a table and chairs, a TV mounted on the wall, and a large window with a view of trees.
A room with wooden rocking chairs, a coffee maker, and a view of trees through large windows.
A stone fire pit with flames, surrounded by benches and a building with large windows in the background.

12. The Abbey Inn & Spa

The Abbey Inn & Spa
Peekskill
$387
$488 total
includes taxes & fees
Sep 24 - Sep 25
The Abbey Inn & Spa
A hotel room with a bed, two wall-mounted lamps, a round wooden table with a vase of flowers, and two framed pictures on the wall.
A street view with a Budget Motor Inn sign, a building with a beige facade, and a grassy area with a curb.
A bathroom with a freestanding bathtub, a towel, and a window.
A sign for the Budget Motor Inn with a vacancy notice.

13. Budget Motor Inn - Stony Point

Budget Motor Inn - Stony Point
Stony Point
$74
$82 total
includes taxes & fees
Sep 24 - Sep 25
Budget Motor Inn - Stony Point
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 Red Roof Inn & Suites with a two-story building, a balcony, and a flagpole.
A hotel room with a large bed, bedside tables, a desk, and a television.

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
$99
$117 total
includes taxes & fees
Sep 27 - Sep 28
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A hotel lobby with a reception desk, bar area, and a television displaying news.
A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.
A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

15. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
$139
$165 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn & Suites Newburgh Stewart Airport
A living room with a ceiling fan, a television on a wooden cabinet, a wooden coffee table, and a door leading to a bathroom with a polka dot shower curtain.
A bedroom with a bed, a chair, a dresser, a mirror, and a window with blinds.
A kitchen with wooden cabinets, a white refrigerator, a microwave, a sink, and a ceiling fan.
A motel sign with a tree logo, a green and yellow color scheme, and the number 3577.

16. Countryside Motel

Countryside Motel
Cold Spring
$95
$103 total
includes taxes & fees
Sep 24 - Sep 25
Countryside Motel
A hotel with a central entrance pavilion, a flag, and a landscaped garden.
A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.
A modern dining area with blue upholstered chairs and a wooden table. There is a kitchen area visible through an open doorway.
A modern hotel lobby with a large map mural, seating areas, and a reception desk.

17. Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
Chester
$101
$124 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Express Hotel & Suites Chester by IHG
A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.
A rack of black hexagonal dumbbells with visible weight markings, arranged on a metal stand in a gym setting.
A spacious living area with sofas, a fireplace, and artwork on the walls.
A restaurant with multiple tables and chairs, a kitchen area, and a microwave.

18. Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
Fishkill
$113
$131 total
includes taxes & fees
Oct 14 - Oct 15
Quality Inn & Suites Fishkill South near I-84
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

19. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
$108
$124 total
includes taxes & fees
Oct 18 - Oct 19
Comfort Suites Fishkill near Interstate 84
A brick building with a covered patio area featuring outdoor seating and string lights.
A grand hallway with a wooden staircase, a chandelier, and a door marked "EXIT".
A brick house with a porch, outdoor seating, and string lights.
A living room with a fireplace, a television, and a large mirror.

20. Cromwell Manor Inn

Cromwell Manor Inn
Cornwall
$326
$385 total
includes taxes & fees
Sep 24 - Sep 25
Cromwell Manor Inn
View all properties

Go beyond your typical stay in Fort Montgomery

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Pet friendly
Pet friendly
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Pool
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Hot tub
Hot tub
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Spa
Spa
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Family friendly
Family friendly
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Apart­ment
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Cottage
Cottage
Our prices for hotels in Fort Montgomery are cheapest in December

Price trends for hotels in Fort Montgomery

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

September

High 24°C / low 14°C. Sunny most days.
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Monthly weather averages (˚C)

Learn more about Fort Montgomery

Notable for its mountains, Fort Montgomery features attractions such as Bear Mountain State Park and United States Military Academy. This welcoming city has something for everyone including sights like Fort Montgomery State Historic Site.

See all hotels in Fort Montgomery
A calm lake with a forested hillside and rocky shoreline.

Check out reviews of Fort Montgomery hotels guests love

A spacious lobby with a fireplace, seating area, and a large wall mural.
A hotel room with a bed, a desk, a wardrobe, and a bathroom.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery

10/10 Exceptional

United States
Jennifer
Holiday Inn Express West Point by IHG
A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.
A wooden reception desk with a man standing behind it, a staircase, and a wooden interior.
A large outdoor swimming pool surrounded by trees and a covered pavilion.
A table set for a formal event with candles, flowers, and glassware.

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain

10/10 Exceptional

United States
Arie
Overlook Lodge at Bear Mountain
A hotel room with a sofa, a coffee table, a TV, a desk, and a bed.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.
A hotel room with two beds, a desk with a television, and a window with curtains.

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
Peekskill

10/10 Exceptional

United States
David Allen
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.
An outdoor seating area with tables and chairs, a black carpet with text, and potted plants.
A stone building with a flag, a paved entrance, and potted plants.
A spacious lobby with a high ceiling, wooden beams, chandeliers, a fireplace, and a flag.

The Thayer Hotel at West Point

The Thayer Hotel at West Point
West Point

10/10 Exceptional

United States
Amy
The Thayer Hotel at West Point
A lobby with a fireplace, seating area, and a reception desk.
A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.
An outdoor patio with brick flooring, round tables, and blue umbrellas.
A hotel room with a large bed, a sofa, a desk, and a bathroom.

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley

10/10 Exceptional

United States
Yoan
Hampton Inn Harriman Woodbury
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

Sleep Inn & Suites Monroe - Woodbury
Monroe

10/10 Exceptional

United States
Eileen
Sleep Inn & Suites Monroe - Woodbury
A stone building with a tower, surrounded by a garden with large rocks and various plants.
A hotel room with two beds, a dining area with a table and chairs, a TV mounted on the wall, and a large window with a view of trees.
A room with wooden rocking chairs, a coffee maker, and a view of trees through large windows.
A stone fire pit with flames, surrounded by benches and a building with large windows in the background.

The Abbey Inn & Spa

The Abbey Inn & Spa
Peekskill

10/10 Exceptional

United States
Ralph
The Abbey Inn & Spa
A brick building with a covered patio area featuring outdoor seating and string lights.
A grand hallway with a wooden staircase, a chandelier, and a door marked "EXIT".
A brick house with a porch, outdoor seating, and string lights.
A living room with a fireplace, a television, and a large mirror.

Cromwell Manor Inn

Cromwell Manor Inn
Cornwall

10/10 Exceptional

United States
Somdej
Cromwell Manor Inn
A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.
A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.
A modern lounge area with a stone wall, a flat-screen TV, and blue seating.
An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill

10/10 Exceptional

United States
Heyward
Comfort Suites Fishkill near Interstate 84
A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.
A rack of black hexagonal dumbbells with visible weight markings, arranged on a metal stand in a gym setting.
A spacious living area with sofas, a fireplace, and artwork on the walls.
A restaurant with multiple tables and chairs, a kitchen area, and a microwave.

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
Fishkill

10/10 Exceptional

United States
Lynn
Quality Inn & Suites Fishkill South near I-84
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 Red Roof Inn & Suites with a two-story building, a balcony, and a flagpole.
A hotel room with a large bed, bedside tables, a desk, and a television.

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

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

10/10 Exceptional

United States
Belinda
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
An outdoor patio with a stone fire pit surrounded by wicker chairs and a table.
A spacious lobby with a fireplace, seating area, and a reception desk.
A spacious lobby with a fireplace, seating areas, and a reception desk.
A modern hotel with a covered entrance, multiple parking spaces, and a well-maintained lawn.

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
Fishkill

10/10 Exceptional

United States
Renaud
Residence Inn by Marriott Fishkill
A hotel room with a large bed, two bedside lamps, a nightstand, a blue chair, and a view of greenery through the window.
A conference room with a large screen displaying a building image, a whiteboard, and a table with laptops, papers, and coffee cups.
A modern interior with seating areas, tables, and artwork on the walls.
A spacious indoor area with large windows, modern furniture, and a view of a landscaped outdoor area.

Windrose On Hudson

Windrose On Hudson
Ossining

10/10 Exceptional

United States
Cheryl
Windrose On Hudson

Frequently Asked Questions

What accommodations do travelers like in Fort Montgomery?

Guests like Holiday Inn Express West Point by IHG, Overlook Lodge at Bear Mountain and Inn on the Hudson.

Can I book a refundable hotel in Fort Montgomery?

If you need the flexibility to change your plans to Fort Montgomery, most accommodations offer 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.

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

July and August are typically the warmest months in Fort Montgomery when the average temp is 71°F. January and February are the coldest months when the average temperature is 33°F. July and October are the months with the most rain.

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

There are lots of reasons to book your Fort 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.