Fort Montgomery Holiday Rentals, New York: Private House Rentals

A mountainous landscape with a bridge in the distance.

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Our top choices for Fort Montgomery hotels

A spacious lobby with a fireplace, seating area, and a large wall mural.

A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.

A modern hotel room with a blue sofa, a white table, and a kitchenette.

A hotel room with a bed, a desk, a wardrobe, and a bathroom.

1. Holiday Inn Express West Point by IHG

Fort Montgomery

Jonathan

Rp2.102.524

Rp2.483.607 total

includes taxes & fees

18 Oct - 19 Oct

A spacious dining area with multiple tables and chairs, a stone wall with a mounted deer head, and a fireplace.

A table set for a formal event with candles, flowers, and glassware.

A large outdoor swimming pool surrounded by trees and a covered pavilion.

A large, multi-story stone building with a prominent arched entrance and multiple windows.

2. Overlook Lodge at Bear Mountain

Bear Mountain

randall

Rp2.032.588

Rp2.502.625 total

includes taxes & fees

27 Sept - 28 Sept

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

A modern hotel lobby with seating areas, a bar, and a television screen.

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

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

3. Sleep Inn & Suites Monroe - Woodbury

Monroe

John

Rp1.915.376

Rp2.166.769 total

includes taxes & fees

30 Sept - 1 Oct

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.

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

Peekskill

Dexter

Rp2.939.970

Rp3.362.591 total

includes taxes & fees

7 Oct - 8 Oct

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.

5. Hampton Inn Harriman Woodbury

Central Valley

John

Rp2.177.003

Rp2.680.434 total

includes taxes & fees

18 Oct - 19 Oct

A snow-covered outdoor area with a stone wall, a metal fence, and a lamp post.

A hotel room with two beds, a large window with curtains, a door, and a small table with a lamp.

A two-story building with a white exterior, a balcony on the second floor, and a stone foundation.

A view from a window overlooking a lake with trees and hills in the distance.

6. Inn on the Hudson

Peekskill

Ryan

Rp1.942.162

Rp2.221.370 total

includes taxes & fees

4 Oct - 5 Oct

A hotel with a parking lot, a swimming pool, and a view of a lake and mountains.

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.

7. West Point Motel

Highland Falls

Michael

Rp1.781.800

Rp2.193.930 total

includes taxes & fees

12 Oct - 13 Oct

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 kitchenette with a microwave, a small sink, and a window with blinds.

A compact living space with a kitchenette, a dining area with patterned chairs, and a small table.

8. FairBridge Inn & Suites at West Point

Highland Falls

Robert

Rp1.870.890

Rp2.392.444 total

includes taxes & fees

27 Sept - 28 Sept

A lobby with a grand chandelier, two large arched windows, and a central fireplace with a portrait above it.

A courtyard with a brick building, a tree, and flower beds.

A spacious lobby with a high ceiling, wooden beams, chandeliers, a fireplace, and a flag.

An outdoor seating area with tables and chairs, a black carpet with text, and potted plants.

9. The Thayer Hotel at West Point

West Point

franco

Rp4.222.866

Rp5.451.417 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a high ceiling, wooden beams, a central green wall with plants, seating areas, and a bar.

A spacious indoor area with multiple seating arrangements, including sofas and round tables, and a central decorative table with flowers.

A modern lobby with a fireplace, four armchairs, a coffee table, and a desk with a computer.

A spacious atrium with a central water feature, multiple seating areas, and a bar.

10. Crowne Plaza Suffern - Mahwah by IHG

Suffern

mary

Rp2.110.312

Rp2.455.874 total

includes taxes & fees

28 Sept - 29 Sept

A spacious conference room with a long table, multiple chairs, and a sofa area.

An indoor swimming pool with clear water, surrounded by lounge chairs and a red tiled floor.

A hotel room with a kitchenette, a large mirror, a sofa, and a window with curtains.

A hotel reception area with a counter, a framed picture, and a coffee station.

11. Hampton Inn & Suites Mahwah

Mahwah

Jagdeo

Rp2.114.640

Rp2.423.906 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a high ceiling, a reception desk, a seating area with blue sofas and armchairs, and a visible Pepsi refrigerator.

A modern breakfast bar with a wooden wall, a coffee machine, and a juice dispenser.

An indoor swimming pool with a stone wall, blue chairs, and a lifeguard chair.

A hotel room with a sofa, ottoman, a bed with a red blanket, a chair, and framed pictures on the wall.

12. Comfort Suites Fishkill near Interstate 84

Fishkill

Daniel

Rp1.904.566

Rp2.202.154 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with a stone fire pit, seating, and a Marriott sign in the background.

A modern hotel room with a large bed, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a mirror.

A spacious lobby with a fireplace, comfortable seating, and a high ceiling with skylights.

A hotel with multiple buildings, a parking lot, and a body of water in the foreground.

13. SpringHill Suites by Marriott Fishkill

Fishkill

Aleksandar

Rp3.189.422

Rp3.687.791 total

includes taxes & fees

12 Oct - 13 Oct

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

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

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.

14. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Sheila

Rp1.763.982

Rp2.171.903 total

includes taxes & fees

27 Sept - 28 Sept

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 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.

A rack of black hexagonal dumbbells with visible weight markings, arranged on a metal stand in a gym setting.

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

Fishkill

Israel

Rp2.019.670

Rp2.335.245 total

includes taxes & fees

25 Oct - 26 Oct

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 reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

16. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Michael

Rp2.615.326

Rp3.089.355 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with a stone fire pit surrounded by wicker chairs and a table.

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.

A spacious lobby with a fireplace, seating area, and a reception desk.

17. Residence Inn by Marriott Fishkill

Fishkill

Jianjun

Rp2.860.680

Rp3.307.661 total

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a red sofa, green armchairs, a fireplace, and a staircase leading to an upper level.

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

A spacious restaurant with high tables and stools, a bar area, and a television screen displaying a sports game.

An outdoor patio area with tables and chairs, red umbrellas, and flower planters.

18. Hotel MTK Mount Kisco

Mount Kisco

Patricia

Rp2.615.326

Rp2.991.279 total

includes taxes & fees

11 Oct - 12 Oct

A checkered floor, a potted plant, and two metal ladders in a room with large windows.

A modern building with a glass facade, surrounded by a landscaped garden with various plants and a classical-style urn.

A modern office space with a large desk, multiple printers, and comfortable seating.

A hotel lobby with a sofa, armchairs, a glass table, and lamps.

19. West Gate Inn Nyack

Nyack

Wendell

Rp2.066.710

Rp2.363.736 total

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with dark cabinets, a stainless steel microwave, and a white countertop.

A restaurant with wooden beams, stone pillars, and teal chairs.

A bar area with wooden cabinets, a flat-screen TV, and blue upholstered chairs.

A spacious lobby with a reception desk, seating area, and a chandelier.

20. HYATT house Fishkill/Poughkeepsie

Fishkill

Taleah

Rp2.180.923

Rp2.521.692 total

includes taxes & fees

27 Sept - 28 Sept

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Learn more about Fort Montgomery

Hike the scenic trails of Fort Montgomery Historic Site where Revolutionary War history comes alive through preserved ruins and engaging exhibits. Bear Mountain State Park nearby offers panoramic Hudson River views, family-friendly picnic areas, and a charming carousel for weekend adventures.

See all hotels in Fort Montgomery

A calm lake with a forested hillside and rocky shoreline.

Top Fort Montgomery Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"I felt right at home! A quiet, very clean room with plenty of parking. Hotel is conveniently close to the highway entrance. I enjoyed my stay and the breakfast."

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

8/10 Good

"Hotel was clean and the property was well maintained. Having 24 hour coffee and tea available was a game changer. Love that they have this. Breakfast had a good variety. Front desk personnel could have a little more enthusiasm when checking in guests or speaking with them. Everyone at the front desk seemed like they didn’t want to be there. Other than that, would stay here again."

Hilton Garden Inn Nanuet

10/10 Excellent

"All"

Overlook Lodge at Bear Mountain

8/10 Good

"The property is a bit dated and its a bit odd to have to drive to the Inn to check in but it was mostly OK. Very rustic at the lodge and no staff onsite"

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent

"All great"

West Gate Inn Nyack

8/10 Good

"👍"

Holiday Inn Express West Point by IHG

8/10 Good

"Breakfast is wonderful. Decent variety and great coffee. We stayed on the top floor, on a busy weekend and our room was quiet. Housekeeping staff was very patient in accommodating our late sleeping habits. Unfortunately it required 2 calls to the front desk and 2 in person visits to the front desk to have a leak in the bathroom fixed. I know a leak causing water to pool on the bathroom floor is rare but I would like to think that fixing a leak on the upper floor, which could potentially cause problems on lower floors, would be a priority."

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Non"

More cheap stays in Fort Montgomery

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

Rp1.425.440

Rp1.683.802 total

29 Sept - 30 Sept

includes taxes & fees

4.8/10 (1,003 reviews)

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

915 Union Ave New Windsor NY

Rp1.587.406

Rp1.874.810 total

25 Oct - 26 Oct

includes taxes & fees

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

Rp1.763.982

Rp2.171.903 total

27 Sept - 28 Sept

includes taxes & fees

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

Rp1.904.566

Rp2.202.154 total

25 Oct - 26 Oct

includes taxes & fees

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

Rp2.032.588

Rp2.502.625 total

27 Sept - 28 Sept

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

20 Saw Mill River Rd. Hawthorne NY

Rp3.029.060

Rp3.464.487 total

25 Oct - 26 Oct

includes taxes & fees

9/10 Wonderful! (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Fort Montgomery?

Holiday Inn Express West Point by IHG is one of the top choices for your stay based on our traveller data. This hotel is a short 3-minute walk from Bear Mountain State Park, and it offers free breakfast and an indoor pool. Other good choices for your visit to the area are West Gate Inn Nyack and Overlook Lodge at Bear Mountain. See all available top hotels, or vacation rentals in Fort Montgomery.

If I need to cancel my hotel reservation in Fort Montgomery, will I receive a refund?

Yes! The majority of hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Fort Montgomery.

What is the favourite LGBTQ-friendly accommodation in Fort Montgomery?

Holiday Inn Express West Point by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. See all available hotels listed as LGBTQ-friendly in Fort Montgomery.

What are some accommodation options with pools in Fort Montgomery?

Holiday Inn Express West Point by IHG: Hotel, 3-minute walk from Bear Mountain State Park. Features a sauna, an indoor pool and full. Overlook Lodge at Bear Mountain and Hotel Nyack, a JdV by Hyatt Hotel are two additional hotels that offer an on-site pool. View all hotels with pools in Fort Montgomery.

What's it like to stay in Fort Montgomery?

Visitors to Fort Montgomery will definitely enjoy the mountain views. Tourists can also enjoy the city's shopping, riverfront and ski areas. A top sight in the area is Woodbury Common Premium Outlets. In Fort Montgomery, there are 5 hotels and other accommodation options to choose from. Find out more about Fort Montgomery.

What should I see while I'm in Fort Montgomery?

Favourite places to visit include Bear Mountain State Park, United States Military Academy and Fort Montgomery State Historic Site. Additionally, you'll find Woodbury Common Premium Outlets in the area. Take a look at what more there is to see and do in Expedia's Fort Montgomery guide.

What's the weather like in Fort Montgomery?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Fort Montgomery are January, February, December and March, with each month seeing an average of 14 cm of snowfall.

Explore a world of travel with Expedia

Book Hotels in Fort Montgomery on Expedia.com

Find hotels in Fort Montgomery, NY from Rp1.683.802

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Fort Montgomery

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Fort Montgomery hotels

1. Holiday Inn Express West Point by IHG

2. Overlook Lodge at Bear Mountain

3. Sleep Inn & Suites Monroe - Woodbury

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

5. Hampton Inn Harriman Woodbury

6. Inn on the Hudson

7. West Point Motel

8. FairBridge Inn & Suites at West Point

9. The Thayer Hotel at West Point

10. Crowne Plaza Suffern - Mahwah by IHG

11. Hampton Inn & Suites Mahwah

12. Comfort Suites Fishkill near Interstate 84

13. SpringHill Suites by Marriott Fishkill

14. Holiday Inn Express Hotel & Suites Chester by IHG

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

16. Hampton Inn & Suites Newburgh Stewart Airport

17. Residence Inn by Marriott Fishkill

18. Hotel MTK Mount Kisco

19. West Gate Inn Nyack

20. HYATT house Fishkill/Poughkeepsie

Learn more about Fort Montgomery

Top Fort Montgomery Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hilton Garden Inn Nanuet

Overlook Lodge at Bear Mountain

Crowne Plaza Suffern - Mahwah by IHG

West Gate Inn Nyack

Holiday Inn Express West Point by IHG

Ramada by Wyndham Newburgh/West Point

More cheap stays in Fort Montgomery

Ramada by Wyndham Newburgh/West Point

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

Holiday Inn Express Hotel & Suites Chester by IHG

Comfort Suites Fishkill near Interstate 84

Overlook Lodge at Bear Mountain

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Frequently asked questions

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