Photo by Lynette Geisinger

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Our top choices for Philipstown hotels

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155)
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
Cold Spring Hotel

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (264)
"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 AU$154
includes taxes & fees
31 Dec - 1 Jan 2026
Countryside Motel

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (33)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is AU$517
includes taxes & fees
2 Jan - 3 Jan 2026
LEGOLAND Hotel NEW York

Homewood Suites Stewart Airport

Homewood Suites Stewart Airport
3.0 star property
New Windsor
9.2 out of 10, Wonderful, (1003)
"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 AU$220
includes taxes & fees
25 Jan - 26 Jan 2026
Homewood Suites Stewart Airport

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1001)
"yes but the beds were not comfortable"
United States
Gene
The price is AU$152
includes taxes & fees
4 Jan - 5 Jan 2026
Inn on the Hudson

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, (1000)
"timely & courteous check-in; clean rooms; quiet environment; perfect location for our needs "
United States
Orlando
The price is AU$220
includes taxes & fees
30 Jan - 31 Jan 2026
Holiday Inn Express Hotel & Suites Chester by IHG

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)
"Love it, everytime we come this is the place to stay"
United States
William
The price is AU$171
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233)
"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 AU$362
includes taxes & fees
22 Jan - 23 Jan 2026
The Dominion House Bed & Breakfast

Bedford Post Inn

Bedford Post Inn
3.5 star property
Bedford
9.4 out of 10, Exceptional, (52)
"The restaurant, service, and rooms were amazing! "
United States
Stephen
Bedford Post Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"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

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
Goshen
9.8 out of 10, Exceptional, (153)
"Great room and layout. It was perfect for my stay with my friend! "
United States
Wendy
The price is AU$441
includes taxes & fees
31 Dec - 1 Jan 2026
The Orange Inn Boutique Hotel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1004)
"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 AU$174
includes taxes & fees
15 Jan - 16 Jan 2026
Overlook Lodge at Bear Mountain

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (231)
"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 AU$525
includes taxes & fees
22 Jan - 23 Jan 2026
The Abbey Inn & Spa

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 AU$139
includes taxes & fees
22 Jan - 23 Jan 2026
Cadet Motel

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)
"Always stay here on my way through NY."
United States
Kathleen
The price is AU$150
includes taxes & fees
30 Jan - 31 Jan 2026
Quality Inn & Suites Fishkill South near I-84

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)
"Clean quiet and nice reception "
United States
Nick
The price is AU$139
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG

Stagecoach Inn

Stagecoach Inn
3.5 star property
Goshen
9.6 out of 10, Exceptional, (78)
"We only stayed one night, but it was very comfortable and the staff was friendly. "
United States
Kathryn
The price is AU$431
includes taxes & fees
22 Jan - 23 Jan 2026
Stagecoach Inn

Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook
2.5 star property
Montgomery
6.4 out of 10, (1002)
"Nice place"
United States
Jason
The price is AU$129
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Montgomery Maybrook

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 AU$151
includes taxes & fees
30 Jan - 31 Jan 2026
Spark by Hilton Fishkill

The Millbrook Inn

The Millbrook Inn
4.0 star property
Millbrook
10.0 out of 10, Exceptional, (5)
"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

Learn more about Philipstown

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

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

Top Philipstown Hotel Reviews

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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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