Fort Montgomery Holiday Rentals, New York: Private House Rentals

A mountainous landscape with a bridge in the distance.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Fort Montgomery

Pet friendly

Apartment

Pool

Condo

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Fort Montgomery hotels

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

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

A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

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

1. Holiday Inn Express West Point by IHG

Fort Montgomery

Jonathan

฿3,944

฿4,659 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 wooden reception desk with a man standing behind it, a staircase, and a wooden interior.

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

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

2. Overlook Lodge at Bear Mountain

Bear Mountain

randall

฿3,778

฿4,652 total

includes taxes & fees

4 Oct - 5 Oct

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

A hotel room with a patterned sofa, a small ottoman, a desk with two chairs, a microwave, a wine bottle, and a framed picture on the wall.

A coffee station with multiple coffee dispensers, a hot water station, and various coffee products on shelves.

A coffee station with two coffee machines and a variety of coffee pods and cups.

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

Peekskill

Dexter

฿5,465

฿6,251 total

includes taxes & fees

7 Oct - 8 Oct

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

A hotel room with a large bed, a sofa, a desk, and a bathroom.

An outdoor patio with brick flooring, round tables, and blue umbrellas.

A hotel lobby with a sofa, table, chairs, and a large window offering a view of greenery.

4. Hampton Inn Harriman Woodbury

Central Valley

John

฿4,047

฿4,983 total

includes taxes & fees

5 Oct - 6 Oct

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 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.

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

5. Sleep Inn & Suites Monroe - Woodbury

Monroe

John

฿3,577

฿4,047 total

includes taxes & fees

1 Oct - 2 Oct

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

A stone building with a flag, a paved entrance, and potted plants.

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.

6. The Thayer Hotel at West Point

West Point

franco

฿7,850

฿10,133 total

includes taxes & fees

27 Sept - 28 Sept

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 cozy living room with blue patterned sofas, a coffee table with a red vase, and a television.

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

7. FairBridge Inn & Suites at West Point

Highland Falls

Robert

฿3,478

฿4,447 total

includes taxes & fees

28 Sept - 29 Sept

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

A view from a covered porch overlooking a lake, with a white fence and trees in the foreground.

8. Inn on the Hudson

Peekskill

Ryan

฿3,610

฿4,129 total

includes taxes & fees

4 Oct - 5 Oct

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.

9. Comfort Suites Central Valley - Woodbury

Central Valley

Jennie

฿3,727

฿4,589 total

includes taxes & fees

25 Oct - 26 Oct

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 two beds, a desk, a television, and a bathroom visible through an open door.

10. West Point Motel

Highland Falls

Michael

฿3,312

฿4,078 total

includes taxes & fees

7 Oct - 8 Oct

A stone building with a tower, surrounded by a garden with large rocks and various plants.

A stone fire pit with flames, surrounded by benches and a building with large windows in the background.

A dining area with large windows, wooden tables, and chairs.

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.

11. The Abbey Inn & Spa

Peekskill

Michael

฿12,919

฿16,305 total

includes taxes & fees

29 Sept - 30 Sept

A hotel lobby with two sofas, a coffee machine, and a view of the parking lot.

A reception desk with a blue wall and the text "Americas Best Value Inn".

A hotel room with two beds, a nightstand, a lamp, and artwork on the walls.

A lobby with a reception desk, a sofa, a coffee table, and a dining area with chairs and a table.

12. Americas Best Value Inn at Central Valley-Woodbury

Central Valley

Marlon

฿3,279

฿4,037 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

A modern hotel lobby with a self-service beverage station, a small refrigerator, and a reception desk.

13. Crowne Plaza Suffern - Mahwah by IHG

Suffern

mary

฿3,908

฿4,548 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

฿3,376

฿4,157 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a large bed, two bedside lamps, a nightstand, a blue chair, and a view of greenery through the window.

A modern interior with seating areas, tables, and artwork on the walls.

A stone fireplace with a fire, surrounded by outdoor seating.

A conference room with a large screen displaying a building image, a whiteboard, and a table with laptops, papers, and coffee cups.

15. Windrose On Hudson

Ossining

Rachel

฿7,116

฿7,926 total

includes taxes & fees

27 Sept - 28 Sept

A hotel lobby with a reception desk, bar area, and a television displaying news.

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

A snack display area with various packaged snacks and a sign indicating 'TREATS'.

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

16. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Michael

฿4,906

฿5,795 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel lobby with a reception desk, seating area, and a bar.

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

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

17. Homewood Suites Stewart Airport

New Windsor

Tonia

฿7,044

฿8,321 total

includes taxes & fees

18 Oct - 19 Oct

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.

18. Budget Motor Inn - Stony Point

Stony Point

William

฿2,453

฿2,732 total

includes taxes & fees

5 Oct - 6 Oct

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

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.

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

19. SpringHill Suites by Marriott Fishkill

Fishkill

Aleksandar

฿5,983

฿6,918 total

includes taxes & fees

12 Oct - 13 Oct

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

A modern hotel with a covered entrance, multiple parking spaces, and a well-maintained lawn.

A spacious lobby with a fireplace, comfortable seating, and a large TV screen.

20. Residence Inn by Marriott Fishkill

Fishkill

Jianjun

฿5,366

฿6,205 total

includes taxes & fees

27 Sept - 28 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

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

฿2,650

฿3,130 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

฿2,978

฿3,517 total

18 Oct - 19 Oct

includes taxes & fees

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

฿3,573

฿4,131 total

25 Oct - 26 Oct

includes taxes & fees

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

฿3,376

฿4,157 total

28 Sept - 29 Sept

includes taxes & fees

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

฿3,778

฿4,652 total

4 Oct - 5 Oct

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

฿5,682

฿6,499 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

More ways to book

Book Hotels in Fort Montgomery on Expedia.com

Find hotels in Fort Montgomery, NY from ฿3,130

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

4. Hampton Inn Harriman Woodbury

5. Sleep Inn & Suites Monroe - Woodbury

6. The Thayer Hotel at West Point

7. FairBridge Inn & Suites at West Point

8. Inn on the Hudson

9. Comfort Suites Central Valley - Woodbury

10. West Point Motel

11. The Abbey Inn & Spa

12. Americas Best Value Inn at Central Valley-Woodbury

13. Crowne Plaza Suffern - Mahwah by IHG

14. Holiday Inn Express Hotel & Suites Chester by IHG

15. Windrose On Hudson

16. Hampton Inn & Suites Newburgh Stewart Airport

17. Homewood Suites Stewart Airport

18. Budget Motor Inn - Stony Point

19. SpringHill Suites by Marriott Fishkill

20. Residence Inn by Marriott Fishkill

Learn more about Fort Montgomery

Top Fort Montgomery Hotel Reviews

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

Comfort Suites Fishkill near Interstate 84

Holiday Inn Express Hotel & Suites Chester by IHG

Overlook Lodge at Bear Mountain

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app