Photo by Lynette Geisinger

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Our top choices for Philipstown hotels

Porch
Cold Spring Hotel

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155)
Charming hotel near Putnam History Museum and West Point Foundry Preserve. Enjoy complimentary WiFi while exploring this historic area. A snack bar keeps you fuelled between adventures, and the attentive staff ensures a memorable stay.
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
Cold Spring Hotel
Apartment, 2 Double Beds (Ground Floor) | Living area
Countryside Motel

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (264)
This countryside retreat offers free WiFi and parking near Fishkill Ridge. Just 21 minutes from Peekskill and close to popular golf courses, the motel provides daily housekeeping for a comfortable, hassle-free stay.
"the location and the price was reasonable for a place we needed for a quick stop - 11 pm arrival 6:30 am departure"
United States
Donald
The price is NZ$176
includes taxes & fees
14 Jan - 15 Jan 2026
Countryside Motel
Seasonal outdoor pool, pool umbrellas, pool loungers
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
Immerse in family fun at this colourful hotel featuring an outdoor pool and restaurant near LEGOLAND® New York. Free breakfast energises morning adventures, while themed rooms create magical memories. Charles J. Everett Memorial attraction is located nearby.
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is NZ$596
includes taxes & fees
2 Jan - 3 Jan 2026
LEGOLAND Hotel NEW York
Blackout curtains, iron/ironing board, free cots/infant beds, free WiFi
Homewood Suites Stewart Airport

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1003)
This extended-stay hotel offers an indoor pool and 24-hour fitness centre just minutes from Stewart Airport. Enjoy free breakfast, WiFi, and parking with easy access to Hamilton Fish Bridge and National Purple Heart Hall of Honour. The helpful staff receives high praise from guests.
"Very pleasant staff for check-in and checkout. Comfortable suite, quiet, easy parking, convenient for Beacon, Cornwall, Newburgh area."
United States
Daniel
The price is NZ$254
includes taxes & fees
25 Jan - 26 Jan 2026
Homewood Suites Stewart Airport
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1000)
This charming riverside hotel offers complimentary Wi-Fi, parking, and on-the-go breakfast. Located near the train station and just a 15-minute walk to Peekskill, with kayaking and mountain biking nearby. Rooms include refrigerators and microwaves.
"yes but the beds were not comfortable"
United States
Gene
The price is NZ$174
includes taxes & fees
18 Jan - 19 Jan 2026
Inn on the Hudson
Exterior
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1008)
Perfectly positioned for family adventures, this Chester hotel offers free breakfast, WiFi and parking. Take a refreshing swim in the indoor pool after exploring nearby LEGOLAND® or shopping at Woodbury Common Premium Outlets. Clean rooms and attentive staff ensure a comfortable stay.
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is NZ$170
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1005)
Located just minutes from Stewart Airport, this welcoming hotel offers a refreshing indoor pool and convenient fitness centre. Enjoy free WiFi and parking while exploring nearby Resorts World Hudson Valley and Hamilton Fish Bridge.
"Love it, everytime we come this is the place to stay"
United States
William
The price is NZ$196
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Superior Double Room, Ensuite (Primrose) | Miscellaneous
The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
Set in Chester with an inviting outdoor pool, this B&B offers free breakfast and parking. Explore nearby hiking trails or take a short drive to LEGOLAND® New York and Woodbury Common Premium Outlets. The garden and terrace create a peaceful countryside retreat.
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is NZ$417
includes taxes & fees
26 Jan - 27 Jan 2026
The Dominion House Bed & Breakfast
Front of property – evening/night
Bedford Post Inn

Bedford Post Inn

Bedford Post Inn
3.5 star property
Bedford
9.4 out of 10, Exceptional, (52)
Enjoy free WiFi, parking, and continental breakfast at this charming inn. Explore nearby hiking and biking trails, or relax in the garden and terrace. Just minutes from Caramoor Centre for Music and the Arts and Pound Ridge Town Park.
"The restaurant, service, and rooms were amazing! "
United States
Stephen
Bedford Post Inn
Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
This Montgomery Victorian B&B offers a tranquil garden and terrace, with luxury facial treatments available. Located near City Winery Hudson Valley, the inn provides free breakfast, WiFi, and parking for a comfortable getaway.
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Restaurant
The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (153)
Stylish comfort awaits at this Goshen hotel with 6 coffee shops and a welcoming bar. Guests love the helpful staff and prime location near LEGOLAND® New York and Goshen Historic Track. Enjoy free WiFi and parking while exploring nearby restaurants and attractions.
"Great room and layout. It was perfect for my stay with my friend! "
United States
Wendy
The price is NZ$509
includes taxes & fees
31 Dec - 1 Jan 2026
The Orange Inn Boutique Hotel
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1004)
Historic lodge near Bear Mountain State Park offers deep-tissue massages and body wraps at the on-site spa. Enjoy drinks at the bar, meals at the café, and rooms with refrigerators and microwaves. Free WiFi and parking add convenience for exploring nearby attractions.
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is NZ$201
includes taxes & fees
1 Jan - 2 Jan 2026
Overlook Lodge at Bear Mountain
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (231)
Situated in Peekskill, this hotel offers a full-service spa where you can unwind with massages and facials. Dine at Apropos Restaurant, enjoy the seasonal outdoor pool, or exercise in the fitness centre. Bear Mountain State Park and Dramatic Hall are just minutes away.
"We had a very short stay but what i can say is that rooms were extremely clean, the staff was beyond courteous extremely helpful restaurants was not only beautiful but food services once again amazing.. We look foward to coming back for a longer stay and try the spa out as well.."
United States
Paul
The price is NZ$604
includes taxes & fees
28 Jan - 29 Jan 2026
The Abbey Inn & Spa
Exterior
Cadet Motel

Cadet Motel

Cadet Motel
2.0 star property
Cornwall
6.4 out of 10, (305)
"Easy to spot on the road and helpful friendly staff"
United States
Alex
The price is NZ$161
includes taxes & fees
31 Dec - 1 Jan 2026
Cadet Motel
Free daily continental breakfast
Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84

Quality Inn & Suites Fishkill South near I-84
2.5 star property
Fishkill
9.0 out of 10, Wonderful, (1006)
Conveniently located near a train station, this Fishkill hotel offers complimentary continental breakfast, WiFi, and parking. Work out in the fitness centre before exploring nearby Fishkill Golf Course and Fishkill Ridge. Guests praise the clean rooms and helpful staff.
"Always stay here on my way through NY."
United States
Kathleen
The price is NZ$173
includes taxes & fees
5 Jan - 6 Jan 2026
Quality Inn & Suites Fishkill South near I-84
Exterior
Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
2.5 star property
Montgomery
8.8 out of 10, Excellent, (801)
Located near the train station, this welcoming hotel offers a 24-hour health club and coffee shop. Just minutes from City Winery Hudson Valley and Orange County Farmers Museum, guests appreciate the helpful staff, clean rooms, and free parking.
"Clean quiet and nice reception "
United States
Nick
The price is NZ$160
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG
Restaurant
Stagecoach Inn

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
Set in Goshen, this inviting B&B offers a peaceful garden retreat with terrace. Just 5 minutes from LEGOLAND® New York and near the Harness Racing Museum. Enjoy room service, free breakfast, and unwind with drinks at the cosy bar.
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is NZ$496
includes taxes & fees
4 Jan - 5 Jan 2026
Stagecoach Inn
In-room safe, desk, iron/ironing board, free cots/infant beds
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1002)
This Montgomery motel offers a complimentary buffet breakfast and free WiFi near City Winery Hudson Valley. Guests praise the attentive staff. With convenient parking and proximity to Orange County Farmers Museum, it's an ideal base for exploring the region.
"Nice place"
United States
Jason
The price is NZ$149
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Montgomery Maybrook
Room, 2 Queen Beds
Spark by Hilton Fishkill

Spark by Hilton Fishkill

Spark by Hilton Fishkill
3.0 star property
Fishkill
7.0 out of 10, Good, (19)
"Good place to rest your head for a night "
United States
Dennis J
The price is NZ$173
includes taxes & fees
9 Jan - 10 Jan 2026
Spark by Hilton Fishkill
Exterior
The Millbrook Inn

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
Experience refined comfort in Millbrook with free Wi-Fi and parking. Enjoy garden and terrace views while dining at the restaurant, or unwind at the bar. Convenient to Appalachian Trail and Dover Plains Stone Church.
"Love it! beautiful inn and amazing food!"
United States
Yasmin
The Millbrook Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Philipstown attractions

Garrison, New York, USA: View of the Hudson River from the grounds of Boscobel, an historic 19th-century house.

Boscobel House and Gardens

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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Magical tranquil garden🌳🌺🌼 #Patterns
Photo by Lynette Geisinger
Open Photo by Lynette Geisinger

Stonecrop Gardens

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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Learn more about Philipstown

Check out the local area in Philipstown—home to attractions like Hudson Highlands State Park and Clarence Fahnestock State Park.

See all hotels in Philipstown
Magical tranquil garden🌳🌺🌼 #Patterns
Photo by Lynette Geisinger
Open Photo by Lynette Geisinger

Top Philipstown Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Comfortable bed and nice room. Well maintained and friendly staff"
Lucas 1-night trip
Posted 1 day ago
Crowne Plaza Suffern - Mahwah by IHG

More cheap accommodation in Philipstown

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

160 State Route 17 South Mahwah NJ
The price is NZ$148 per night from 4 Jan to 5 Jan
NZ$148
4 Jan - 5 Jan 2026
includes taxes & fees
7.2/10 Good! (1,002 reviews)

Frequently asked questions

What's the best place for a stay in Philipstown?
Cold Spring Hotel is ranked highly by Expedia customers. This hotel offers a snack bar/deli and free WiFi. Another favourite option for your stay based on reviews is Countryside Motel. See all available top hotels, or vacation rentals in Philipstown.
What are some of the best holiday rentals that Philipstown has to offer?
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Philipstown offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and kitchenware, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all 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?
DoubleTree by Hilton Hotel Nanuet: Provides a snack bar/deli, a pool and free self parking. Baymont by Wyndham White Plains - Elmsford and Hotel Nyack, a JdV by Hyatt Hotel 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. In Philipstown, there are 37 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 Graymoor - The Holy Mountain, West Point Foundry Preserve and Chapel Restoration might be worth a visit. The picturesque setting of Hudson Highlands State Park and Hudson River exemplify the area's natural beauty. 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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