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Our top choices for Philipstown hotels

Countryside Motel

Countryside Motel
2.0 star property
Cold Spring
7.2 out of 10, Good, (277 reviews)
"Not a 5 star, but a decent motel for a good price. Lady at check in was very nice, friendly, and helpful."
United States
Richard
The price is NZ$181
includes taxes & fees
7 July - 8 July
Countryside Motel

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (64 reviews)
"Family trip with 3 kids and we love it"
Canada
Pheng Theam
The price is NZ$224
includes taxes & fees
19 July - 20 July
Comfort Suites Central Valley - Woodbury

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, (1,001 reviews)
"great stay"
United States
Annette
The price is NZ$259
includes taxes & fees
2 July - 3 July
Holiday Inn Express Hotel & Suites Chester by IHG

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1,094 reviews)
"The room was pristine, breakfast great, ample and easy parking, very warm staff!"
United States
Akunna
The price is NZ$242
includes taxes & fees
26 July - 27 July
Sleep Inn & Suites Monroe - Woodbury

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie
2.5 star property
Highland
7.8 out of 10, Good, (1,004 reviews)
"A good spot for a good price"
United States
Brittany
The price is NZ$166
includes taxes & fees
2 July - 3 July
SureStay Plus Hotel by Best Western Highland Poughkeepsie

Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
3.0 star property
Walden
9.4 out of 10, Exceptional, (123 reviews)
"Very nice accommodations & staff."
United States
Laurie
The price is NZ$274
includes taxes & fees
7 July - 8 July
Tin Brook Bed & Breakfast

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (862 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is NZ$282
includes taxes & fees
9 July - 10 July
Heidi's Inn

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,009 reviews)
"It was a beautiful stay."
United States
Shayla
The price is NZ$320
includes taxes & fees
9 July - 10 July
Overlook Lodge at Bear Mountain

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (169 reviews)
"Did you ever want to experience what it would be like to stay at a bed in breakfast? Well this is the place to go! So quaint and cute! Located right in the heart of the town of Montgomery. Plenty of things to walk to and see in the area. Brianna the manager was wonderful. Very helpful and informative. The breakfast choices were delicious. Would definitely stay here again and recommend it to others."
United States
roxanne
The price is NZ$245
includes taxes & fees
2 July - 3 July
Borland House Inn

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,116 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is NZ$283
includes taxes & fees
26 July - 27 July
Hampton Inn Harriman Woodbury

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (177 reviews)
"Ev chargers on site. Lovely grounds and facilities. Will definitely stay here next time i am in the area."
United States
Andrew
The price is NZ$404
includes taxes & fees
19 July - 20 July
Windrose On Hudson

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (578 reviews)
"Nice hotel clean comfortable & easy off highway ."
United States
CIRA
The price is NZ$290
includes taxes & fees
8 July - 9 July
Comfort Inn Brewster

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (389 reviews)
"Great place to stay."
United States
Sai
The price is NZ$248
includes taxes & fees
5 July - 6 July
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1,012 reviews)
"This was a great location, the staff were very helpful and friendly, and the breakfast was great."
United States
Shannon
The price is NZ$238
includes taxes & fees
13 July - 14 July
Hyatt Place Poughkeepsie / Hudson Valley

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York
3.0 star property
Goshen
8.8 out of 10, Excellent, (61 reviews)
"It’s was a great hotel 10/10"
United States
Naijah
The price is NZ$955
includes taxes & fees
7 July - 8 July
LEGOLAND Hotel NEW York

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott
3.0 star property
Hyde Park
9.6 out of 10, Exceptional, (538 reviews)
"Great location nice hotel"
United States
Payam
The price is NZ$406
includes taxes & fees
12 July - 13 July
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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, (1,003 reviews)
"Our room was clean and comfortable. It was just what we wanted for a short overnight stay. The staff were very friendly and accommodating. I would definitely stay there again."
United States
ANNE
The price is NZ$203
includes taxes & fees
30 July - 31 July
Quality Inn & Suites Fishkill South near I-84

Best Western Plus The Inn & Suites At The Falls

Best Western Plus The Inn & Suites At The Falls
2.5 star property
Red Oaks Mill
7.6 out of 10, Good, (481 reviews)
"This place was excellent, especially for the price. Lovely setting and unique."
United States
Randall
The price is NZ$226
includes taxes & fees
6 July - 7 July
Best Western Plus The Inn & Suites At The Falls

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,003 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
The price is NZ$184
includes taxes & fees
2 July - 3 July
Americas Best Value Inn at Central Valley-Woodbury

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, (1,006 reviews)
"We stopped here for the night and it was perfect. Clean room and courteous staff."
United States
Kathleen
The price is NZ$205
includes taxes & fees
19 July - 20 July
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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 Boscobel House and Gardens and Hudson Highlands State Park.

A house with a glass conservatory over a pond with lily pads and water lilies.
Photo by Lynette Geisinger
Open Photo by Lynette Geisinger

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Frequently asked questions

What's the best place for a stay in Philipstown?
Based on Expedia's traveller preferences, Countryside Motel is a top place to stay in Philipstown. Other good choices for your stay in the area are Baymont by Wyndham White Plains - Elmsford and West Gate Inn Nyack. See all available top hotels, or vacation rentals in Philipstown.
What are some of the best holiday rentals that Philipstown has to offer?
Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town: This highly rated holiday home rental in Philipstown offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and 1 hot tub. 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?
Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Hotel Nyack, a JdV by Hyatt Hotel and Overlook Lodge at Bear Mountain 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 35 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, Chapel Restoration and Graymoor - The Holy Mountain might be worth a visit. Natural beauty is on display at Hudson Highlands State Park, Hudson River and Constitution Island. 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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