A river with hills in the background.

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Oct 16 - Oct 17
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Oct 17 - Oct 18
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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 bedroom with a bed, a chair, a dresser, a mirror, and a window with blinds.
A motel sign with a tree logo, a green and yellow color scheme, and the number 3577.

1. Countryside Motel

Countryside Motel
Cold Spring
United States
Dawn
CA $135
CA $146 total
includes taxes & fees
Oct 18 - Oct 19
Countryside Motel
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.
An outdoor seating area with tables and chairs, a black carpet with text, and potted plants.
A spacious lobby with a high ceiling, wooden beams, chandeliers, a fireplace, and a flag.

2. The Thayer Hotel at West Point

The Thayer Hotel at West Point
West Point
United States
Michael
CA $230
CA $309 total
includes taxes & fees
Oct 25 - Oct 26
The Thayer Hotel at West Point
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 modern hotel room with a blue sofa, a white table, and a kitchenette.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.

3. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
United States
Jonathan
CA $128
CA $151 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express West Point by IHG
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.
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.

4. Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
Fishkill
United States
Daniel
CA $139
CA $160 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Fishkill near Interstate 84
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.
A motel with a covered parking area, a small lawn, and a view of a mountainous landscape.

5. West Point Motel

West Point Motel
Highland Falls
United States
James
CA $142
CA $175 total
includes taxes & fees
Oct 29 - Oct 30
West Point Motel
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 hotel with a covered entrance, multiple windows, and a sign that reads "Gold Award Winner."
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.

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

Quality Inn & Suites Fishkill South near I-84
Fishkill
United States
Laura
CA $150
CA $173 total
includes taxes & fees
Nov 12 - Nov 13
Quality Inn & Suites Fishkill South near I-84
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 large, multi-story stone building with a prominent arched entrance and multiple windows.

7. Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
Bear Mountain
United States
Lawrence
CA $148
CA $174 total
includes taxes & fees
Nov 9 - Nov 10
Overlook Lodge at Bear Mountain
A breakfast bar with a sign reading "Delight in the day," a yogurt dispenser, fruit bowls, and a coffee machine.
A modern hotel room with a grey sofa, a small table, a TV on a wooden cabinet, and a blue door in the background.
A vending area with a variety of snacks, drinks, and packaged foods.
A modern waiting area with a green carpet, yellow chairs, a wooden bench, and a TV on the wall.

8. Spark by Hilton Fishkill

Spark by Hilton Fishkill
Fishkill
United States
Scott
CA $142
CA $165 total
includes taxes & fees
Nov 15 - Nov 16
Spark by Hilton Fishkill
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.
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.

9. Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
Central Valley
United States
John
CA $168
CA $206 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Harriman Woodbury
A Red Roof Inn & Suites building with a two-story structure, a balcony, and an American flag.
A hotel room with a sofa, a small table, a TV, a desk with a chair, and a bed.
A hotel room with two beds, a desk, a chair, a television, and a door.
An indoor swimming pool with a tiled floor, surrounded by lounge chairs and a high, sloped ceiling.

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
New Windsor
United States
Guilande
CA $126
CA $149 total
includes taxes & fees
Nov 15 - Nov 16
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
A patio area with outdoor seating and a fire pit, surrounded by buildings with a brick facade and a covered seating area.
A hotel room with a large bed, a nightstand, a wall-mounted lamp, and a window with curtains.
A hotel room with a flat-screen TV, a sofa, a small table, a lamp, a cabinet, and a door.
A Best Western hotel with a parking lot and a rainbow in the background.

11. Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites
Fishkill
United States
Taedmary
CA $152
CA $176 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Fishkill Inn & Suites
A Hampton Inn & Suites by Hilton hotel with a large illuminated sign, modern architecture, and a well-lit facade.
A hotel room with a large bed, two bedside tables, a chair, and a nightstand with a lamp.
A reception desk with a large poster on the wall and a person seated behind it.
A bar area with a long counter, multiple bar stools, and a variety of bottles.

12. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
United States
Manus
CA $204
CA $241 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
A modern kitchen with dark cabinets, a stainless steel microwave, and a white countertop.
A spacious lobby with a reception desk, seating area, and a chandelier.
A restaurant with wooden beams, stone pillars, and teal chairs.
A bar area with wooden cabinets, a flat-screen TV, and blue upholstered chairs.

13. HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie
Fishkill
United States
Taleah
CA $189
CA $218 total
includes taxes & fees
Nov 16 - Nov 17
HYATT house Fishkill/Poughkeepsie
Lobby
A hotel with a brick facade, a covered entrance, and a sign indicating it is a Comfort Suites hotel.
Breakfast area
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.

14. Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
Central Valley
United States
Vu andyvu
CA $159
CA $195 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Suites Central Valley - Woodbury
A courtyard with a stone fire pit surrounded by wicker furniture, a pathway, and a building with balconies.
A tree with pink blossoms in a landscaped area with a building in the background.
A modern bar area with a curved counter, seating, and a coffee machine.
A modern bar area with a curved counter, bar stools, a digital menu display, and a well-stocked liquor shelf.

15. Courtyard by Marriott Fishkill

Courtyard by Marriott Fishkill
Fishkill
United States
Jason
CA $172
CA $194 total
includes taxes & fees
Nov 9 - Nov 10
Courtyard by Marriott Fishkill
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 covered outdoor area with a fire pit, wooden chairs, and a view of a building with multiple windows.
A hotel entrance with stone pillars, a covered walkway, and a bench.

16. Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
Monroe
United States
Maureen
CA $160
CA $181 total
includes taxes & fees
Nov 1 - Nov 2
Sleep Inn & Suites Monroe - Woodbury
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 hotel lobby with multiple seating areas, large windows offering views of the outdoors, and a modern interior design.

17. Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
Fishkill
United States
Joel
CA $157
CA $182 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Garden Inn Fishkill
A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.
A reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.
A modern bar area with round tables and patterned chairs, a bar counter with a TV, and shelves with bottles.
A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

18. Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
Crown Heights
United States
sacha
CA $133
CA $155 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place Poughkeepsie / Hudson Valley
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.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A hotel lobby with a checkered floor, seating area, and a reception desk.

19. Hampton Inn Fishkill

Hampton Inn Fishkill
Fishkill
United States
Janet
CA $144
CA $166 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Fishkill
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 hotel lobby with a large dining table, comfortable seating, and ceiling fans.

20. Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
New Windsor
United States
Tonia
CA $216
CA $256 total
includes taxes & fees
Nov 1 - Nov 2
Homewood Suites Stewart Airport
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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 exploring the galleries in Boscobel House and Gardens during your trip to 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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Manitoga The Russel Wright Design Center

You can spend an afternoon exploring the galleries in Manitoga The Russel Wright Design Center during your trip to Philipstown. While you're in the area, stroll along the lakeside.
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Constitution Marsh Audubon Center and Sanctuary

7.0/10 (2 reviews)
Enjoy the collegiate vibe when you visit 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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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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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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Putnam History Museum

4.0/10 (1 review)
You can study the exhibits at Putnam History Museum, a museum with a story of its own, during your travels to Philipstown. Wander the riverfront or discover the area's mountain views.
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Chapel Restoration

8.0/10 (2 reviews)
You can learn about the history of Philipstown with a visit to Chapel Restoration. Stroll along the riverfront or discover the area's mountain views.
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Learn more about Philipstown

Head to sights like Boscobel House and Gardens and Hudson Highlands State Park as you discover Philipstown.

See all hotels in Philipstown
A serene lake surrounded by autumn foliage and trees.
Photo by Praw Newberry

Top Philipstown Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"The place is like new, I highly recommend"
KURT 1-night trip
Posted 9 hours ago
Sleep Inn & Suites Monroe - Woodbury
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Nice hotel. Decent size room and comfortable beds."
Brittney 1-night trip
Posted 13 hours ago
Crowne Plaza Suffern - Mahwah by IHG
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

8/10 Good
"good location"
Harry 1-night trip
Posted 1 day ago
Comfort Suites Fishkill near Interstate 84
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent
"Parking was convenient. Hotel was clean."
Jane 1-night trip
Posted 4 days ago
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Common balcony was nice but it was a surprise."
joyce 1-night trip
Posted 4 days ago
Inn on the Hudson
Countryside Motel

Countryside Motel

10/10 Excellent
"All expectations were met. Good value for money"
Bryan 1-night trip
Posted 12 days ago
Countryside Motel

More cheap stays in Philipstown

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
CA $91
CA $107 total
Oct 19 - Oct 20
includes taxes & fees
4.8/10 (1,001 reviews)
Ramada by Wyndham Newburgh/West Point
Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY
CA $112
CA $130 total
Nov 15 - Nov 16
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
Holiday Inn Express Poughkeepsie by IHG
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

915 Union Ave New Windsor NY
CA $126
CA $149 total
Nov 15 - Nov 16
includes taxes & fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Quality Inn Poughkeepsie

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY
CA $131
CA $153 total
Nov 9 - Nov 10
includes taxes & fees
Quality Inn Poughkeepsie
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

55 Hessian Drive Bear Mountain NY
CA $148
CA $174 total
Nov 9 - Nov 10
includes taxes & fees
Overlook Lodge at Bear Mountain
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY
CA $194
CA $222 total
Nov 1 - Nov 2
includes taxes & fees
Baymont by Wyndham White Plains - Elmsford

Hotels in Philipstown with star rating

Frequently asked questions

What is the best area to stay in Philipstown?
The best area to stay in Philipstown is Cold Spring, a historic village along the Hudson River.Cold Spring is the most popular spot for visitors, known for its charming Main Street, which is lined with antique shops, art galleries, and independent boutiques, all within walking distance of the Metro-North train station. The village offers stunning views of the Hudson Highlands and is a gateway to numerous outdoor activities.Couples often find Cold Spring great for a romantic getaway. You can enjoy strolling hand-in-hand along the waterfront, browsing the unique shops, and dining at one of the village's acclaimed restaurants. Many accommodations offer cosy settings and easy access to scenic walks along the river or up to spots like Little Stony Point.For travellers looking for a base to explore the region's natural beauty, Cold Spring is ideal. It provides convenient access to hiking trails in Clarence Fahnestock State Park and the Hudson Highlands State Park Preserve, including the popular Breakneck Ridge.
When is the best time to go to Philipstown?
The best time to visit Philipstown is during the autumn months, particularly from late September to late October, when the foliage is at its peak.During this period, the Hudson Valley transforms with vibrant red, orange, and gold leaves, making it an ideal time for scenic drives, hiking, and outdoor activities. The weather is typically crisp and pleasant, great for exploring the area's natural beauty and historic sites.Couples looking for a romantic getaway will particularly enjoy the autumn. They can take scenic walks through places like Boscobel House and Gardens, enjoy wine tastings at local vineyards, or simply relax and take in the stunning views of the Hudson River surrounded by colourful trees.Families also find autumn a great time to visit. There are often apple-picking opportunities at local orchards, pumpkin patches, and harvest festivals that provide activities for all ages. The cooler temperatures make outdoor adventures like exploring Breakneck Ridge more comfortable.While autumn is spectacular, the summer months (June to August) also offer warm weather suitable for boating on the Hudson River and enjoying outdoor dining.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Philipstown.
How much is the nightly rate at a Philipstown hotel?
Prices for hotels in Philipstown often vary, but you can find a great deal from CA $107 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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