Philipstown Holiday Rentals, New York: Private House Rentals

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Our top choices for Philipstown hotels

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 kitchen with wooden cabinets, a white refrigerator, a microwave, a sink, and a ceiling fan.

A hotel room with a large bed, a bathroom with a bathtub, and a shower.

1. Countryside Motel

Cold Spring

Marc

฿3,172

฿3,438 total

includes taxes & fees

29 Sept - 30 Sept

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 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.

2. The Thayer Hotel at West Point

West Point

franco

฿7,162

฿9,327 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 spacious lobby with a fireplace, seating area, and a reception desk.

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

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.

3. SpringHill Suites by Marriott Fishkill

Fishkill

Aleksandar

฿5,976

฿6,910 total

includes taxes & fees

12 Oct - 13 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 covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.

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

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

4. Sleep Inn & Suites Monroe - Woodbury

Monroe

John

฿3,661

฿4,141 total

includes taxes & fees

18 Oct - 19 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.

A snack and beverage display in a store with various snacks, drinks, and a 'Welcome to Harriman Woodbury' sign.

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

5. Hampton Inn Harriman Woodbury

Central Valley

Oleg

฿4,079

฿5,023 total

includes taxes & fees

5 Oct - 6 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 multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.

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

6. Homewood Suites Stewart Airport

New Windsor

Tonia

฿6,954

฿8,214 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

7. Comfort Suites Fishkill near Interstate 84

Fishkill

Daniel

฿3,591

฿4,153 total

includes taxes & fees

18 Oct - 19 Oct

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

A stone fireplace with a fire, a painting above it, and a sofa with a plant in front.

8. HYATT house Fishkill/Poughkeepsie

Fishkill

Taleah

฿4,374

฿5,057 total

includes taxes & fees

4 Oct - 5 Oct

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

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

9. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Michael

฿4,627

฿5,465 total

includes taxes & fees

28 Oct - 29 Oct

A modern hotel entrance with a covered walkway, potted plants, and a well-maintained lawn.

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

A hotel room with a large bed, a bathroom with a sink and mirror, and a door leading to another room.

A modern indoor swimming pool with clear water, a lifeguard chair, and a pool rule sign indicating a depth of 3 feet and 9 inches.

10. Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Fishkill

Evelyn

฿5,142

฿5,945 total

includes taxes & fees

4 Oct - 5 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 outdoor swimming pool surrounded by trees and a covered pavilion.

11. Overlook Lodge at Bear Mountain

Bear Mountain

randall

฿3,809

฿4,689 total

includes taxes & fees

29 Sept - 30 Sept

A patio area with outdoor seating and a fire pit, surrounded by buildings with a brick facade and a covered seating area.

A spacious living area with a dining table and chairs, a sofa, and a kitchen in the background.

A Best Western hotel with a parking lot and a rainbow in the background.

A hotel room with a flat-screen TV, a sofa, a small table, a lamp, a cabinet, and a door.

12. Best Western Fishkill Inn & Suites

Fishkill

Taedmary

฿4,478

฿5,177 total

includes taxes & fees

4 Oct - 5 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.

13. Residence Inn by Marriott Fishkill

Fishkill

Jianjun

฿5,809

฿6,717 total

includes taxes & fees

18 Oct - 19 Oct

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 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.

A hotel with a covered entrance, multiple windows, and a sign that reads "Gold Award Winner."

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

Fishkill

Israel

฿3,828

฿4,427 total

includes taxes & fees

25 Oct - 26 Oct

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.

15. Courtyard by Marriott Newburgh Stewart Airport

Newburgh

John

฿4,641

฿5,482 total

includes taxes & fees

4 Oct - 5 Oct

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

A hotel room with a patterned carpet, two armchairs, a sofa, a large mirror, and a framed abstract painting on the wall.

A conference room with rows of chairs, a long table, and a large window.

A hotel room with a bed, a desk, a television, a microwave, and an air conditioning unit.

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

New Windsor

Guilande

฿2,974

฿3,513 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a wooden desk, a television, and a dining area.

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

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

A room with a wooden desk, a chair, a television, and a microwave.

17. FairBridge Inn & Suites at West Point

Highland Falls

Robert

฿3,506

฿4,483 total

includes taxes & fees

29 Sept - 30 Sept

A hotel entrance with a modern design, featuring a prominent sign, stone pillars, and a covered walkway.

A hotel lobby with vending machines, a mini-fridge, and a small refrigerator.

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

A hotel room with a large bed, a desk with a computer, a chair, a nightstand with a lamp, and a window with a view of the outside.

18. Hampton Inn Fishkill

Fishkill

Shamaya

฿4,354

฿5,034 total

includes taxes & fees

5 Oct - 6 Oct

A spacious lobby with a high ceiling, large potted plants, and a central reception area.

A spacious lobby with high ceilings, modern furniture, and large windows offering views of the outdoors.

An indoor swimming pool with clear water, tiled floor, and a 'No Diving' sign.

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

19. Hilton Garden Inn Fishkill

Fishkill

Joel

฿3,751

฿4,337 total

includes taxes & fees

4 Oct - 5 Oct

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.

20. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Sheila

฿3,973

฿4,892 total

includes taxes & fees

29 Sept - 30 Sept

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Stay near popular Philipstown attractions

A river winding through a green landscape with hills in the background.

Boscobel House and Gardens

8.8/10 (5 reviews)

You can spend time browsing the exhibits at Boscobel House and Gardens in Philipstown. Stroll along the riverfront or discover the area's mountain views.

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A calm lake with a rocky shoreline, surrounded by dense green trees and mountains in the background.

Little Stony Point Park

8.0/10 (3 reviews)

Enjoy the mountain views and explore Little Stony Point Park, a lovely green space in Philipstown. Amble around the area's riverfront or attend a sporting event.

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A house with a glass conservatory by a pond surrounded by trees.

Stonecrop Gardens

4.0/10 (1 review)

Enjoy the mountain views and explore Stonecrop Gardens, a lovely green space in Philipstown. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

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Graymoor - The Holy Mountain

Learn about the local history of Philipstown when you spend time at Graymoor - The Holy Mountain. While you're in the area, stroll along the riverfront.

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Manitoga The Russel Wright Design Center

You can spend an afternoon browsing the exhibits at Manitoga The Russel Wright Design Center during your travels in Philipstown. While you're in the area, stroll along the lakeside.

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West Point Foundry Preserve

9.6/10 (7 reviews)

Learn about the local history of Philipstown when you take a trip to West Point Foundry Preserve. Stroll along the riverfront or attend a sporting event in the area.

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Garrison Art Center

8.0/10 (1 review)

Enjoy an outing to Garrison Art Center during your stay in Philipstown. Stroll along the riverfront or attend a sporting event in the area.

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Constitution Marsh Audubon Center and Sanctuary

7.0/10 (2 reviews)

Explore the campus of Constitution Marsh Audubon Center and Sanctuary during your travels in Philipstown. Stroll along the riverfront or attend a sporting event in the area.

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Learn more about Philipstown

Check out the local area in Philipstown—home to attractions like Little Stony Point Park and Boscobel House and Gardens.

See all hotels in Philipstown

A serene lake surrounded by autumn foliage and trees.

Top Philipstown Hotel Reviews

Ramada by Wyndham Newburgh/West Point

10/10 Excellent

"Was a pleasant overnight stay"

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"The hotel has a amazing breakfast and it's clean, the rooms were comfortable"

Baymont by Wyndham White Plains - Elmsford

8/10 Good

"Loud. Very loud. Loud events when we arrived and loud guests."

Hilton Garden Inn Nanuet

8/10 Good

"Everything was fine in the room, but the beds were too cranky and a little uncomfortable."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

8/10 Good

"This is a cost-effective option for the region. The rooms are clean, but the motel has a run-down feel to it. When we arrived, the card-key generator wasn't working. Staff let us in to our room, and we got working keys the next morning, but I haven't run into that problem anywhere else. Likewise, the card-reader on a side entrance, which would have been very useful for accessing our room, was broken, necessitating a longer walk around to the front of the motel. In the shower, the plate behind the dial had come away from the wall. It didn't affect the quality of the shower (which was fine in terms of heat and pressure), but it's not a good look. Breakfast was good and plentiful (I had scrambled eggs and sausages, but there's also cereal, various breads, and a waffle-maker, with orange and apple juice). My wife and I would come back, and thus the "Good" overall rating."

Overlook Lodge at Bear Mountain

8/10 Good

"Beautiful and relaxing. Something I’d do different next time, I’d definitely stay at the Inn. As a solo female traveler, the Overlook was too secluded - it broke some of the solo traveling rules I’ve set for myself. Also, was a little bummed the next morning. Upon check in I was told about their Fall Foliage Buffet. I opted to do this instead of brunch the next day. Turns out that morning was a Princess Brunch, which canceled out the buffet and I had shown up after brunch hours. But the cafe was open and I was able to get a little something there."

Inn on the Hudson

8/10 Good

"Clean room, nice staff. Nice breakfast area added since I was last there. Very close to Paramount Theater and train station. Room had great view of the Hudson. Overall, a good overnight stay."

More cheap stays in Philipstown

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

฿2,671

฿3,155 total

29 Sept - 30 Sept

includes taxes & fees

4.8/10 (1,011 reviews)

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

฿2,838

฿3,296 total

26 Oct - 27 Oct

includes taxes & fees

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

915 Union Ave New Windsor NY

฿2,974

฿3,513 total

18 Oct - 19 Oct

includes taxes & fees

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

฿3,235

฿3,757 total

21 Oct - 22 Oct

includes taxes & fees

7.6/10 Good! (593 reviews)

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY

฿3,809

฿4,689 total

29 Sept - 30 Sept

includes taxes & fees

8.4/10 Very good! (1,008 reviews)

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY

฿4,796

฿5,485 total

4 Oct - 5 Oct

includes taxes & fees

8.4/10 Very good! (1,865 reviews)

Frequently asked questions

What's the best place for a stay in Philipstown?

Located 22.8 mi (36.7 km) from the heart of Philipstown, West Gate Inn Nyack is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Overlook Lodge at Bear Mountain and Hotel Nyack, a JdV by Hyatt Hotel. See all available top hotels, or vacation rentals in Philipstown.

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

Yes! Most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. 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 Philipstown.

What's the best dog-friendly place to stay in Philipstown?

Cold Spring Hotel is a top hotel for people travelling with their pets and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Philipstown.

What are some hotels with pools in Philipstown?

Overlook Lodge at Bear Mountain: Hotel, 1-minute walk from Bear Mountain State Park. Offers a full-service spa, a seasonal outdoor pool and a snack bar/deli. Hotel Nyack, a JdV by Hyatt Hotel and Quality Inn Poughkeepsie are a couple of other choices with an on-site pool. View all hotels with pools in Philipstown.

How is it to stay in Philipstown?

Those travelling to Philipstown will definitely enjoy the sights to see and things to do. A top sight in the area is Woodbury Common Premium Outlets. In Philipstown, there are 33 hotels and other accommodation options to choose from. Find out more about Philipstown.

What should I do while I'm visiting Philipstown?

Cultural venues include Boscobel House and Gardens, Manitoga The Russel Wright Design Center and Putnam History Museum. Landmarks like West Point Foundry Preserve, Graymoor - The Holy Mountain and Chapel Restoration might be worth a visit. Natural beauty is on display at Little Stony Point Park, Hudson Highlands State Park and Hudson River. Take a look at what more there is to see and do in Expedia's Philipstown guide.

What's the seasonal weather in Philipstown?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. The snowiest months in Philipstown are January, February, December and March, with each month seeing an average of 14 cm of snowfall.

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Book Hotels in Philipstown on Expedia.com

Find hotels in Philipstown, NY from ฿2,984

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Philipstown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Philipstown hotels

1. Countryside Motel

2. The Thayer Hotel at West Point

3. SpringHill Suites by Marriott Fishkill

4. Sleep Inn & Suites Monroe - Woodbury

5. Hampton Inn Harriman Woodbury

6. Homewood Suites Stewart Airport

7. Comfort Suites Fishkill near Interstate 84

8. HYATT house Fishkill/Poughkeepsie

9. Hampton Inn & Suites Newburgh Stewart Airport

10. Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

11. Overlook Lodge at Bear Mountain

12. Best Western Fishkill Inn & Suites

13. Residence Inn by Marriott Fishkill

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

15. Courtyard by Marriott Newburgh Stewart Airport

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

17. FairBridge Inn & Suites at West Point

18. Hampton Inn Fishkill

19. Hilton Garden Inn Fishkill

20. Holiday Inn Express Hotel & Suites Chester by IHG

Stay near popular Philipstown attractions

Boscobel House and Gardens

Little Stony Point Park

Stonecrop Gardens

Graymoor - The Holy Mountain

Manitoga The Russel Wright Design Center

West Point Foundry Preserve

Garrison Art Center

Constitution Marsh Audubon Center and Sanctuary

Learn more about Philipstown

Top Philipstown Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Hyatt Place Poughkeepsie / Hudson Valley

Baymont by Wyndham White Plains - Elmsford

Hilton Garden Inn Nanuet

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Overlook Lodge at Bear Mountain

Inn on the Hudson

More cheap stays in Philipstown

Ramada by Wyndham Newburgh/West Point

Holiday Inn Express Poughkeepsie by IHG

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

Quality Inn Poughkeepsie

Overlook Lodge at Bear Mountain

Baymont by Wyndham White Plains - Elmsford

Frequently asked questions

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