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Find hotels in New Windsor, NY from ฿2,604

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24 Dec - 25 Dec
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Our top choices for New Windsor hotels

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, (1006)
"Love it, everytime we come this is the place to stay"
United States
William
The price is ฿3,141
฿3,554 total
includes taxes & fees
1 Jan - 2 Jan 2026
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
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, (1000)
"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 ฿4,058
฿4,591 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites Stewart Airport
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1000)
"Room was clean and staff was great!"
United States
Annemarie
The price is ฿2,485
฿2,936 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Middletown
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1004)
"A nice, clean hotel perfect for a quick business/recreational trip"
United States
Sharonda
The price is ฿2,829
฿3,201 total
includes taxes & fees
26 Dec - 27 Dec
Courtyard by Marriott Poughkeepsie
Room, 1 King Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board
Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury
2.5 star property
Monroe
9.4 out of 10, Exceptional, (1004)
"The room was very clean, comfortable bed, good service and at a reasonable price."
Canada
DIMITRIOS
The price is ฿2,679
฿3,030 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sleep Inn & Suites Monroe - Woodbury
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
8.4 out of 10, Very good, (1001)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is ฿2,955
฿3,491 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Hotel & Suites Chester by IHG
Pillow-top beds, desk, blackout curtains, iron/ironing board
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
2.0 star property
New Paltz
9.0 out of 10, Wonderful, (1002)
"The rooms were very clean and comfortable, staff was very nice and welcoming"
United States
Jordan
The price is ฿2,684
฿3,006 total
includes taxes & fees
8 Jan - 9 Jan 2026
Americas Best Value Inn New Paltz
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)
"We are having a great time at the hotel!!!"
United States
Ziwei
The price is ฿5,924
฿10,780 total
includes taxes & fees
2 Jan - 3 Jan 2026
LEGOLAND Hotel NEW York
Reception
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (959)
"Staff both during check in and out were great . Great stay ."
United States
david
The price is ฿2,780
฿3,284 total
includes taxes & fees
1 Jan - 2 Jan 2026
Tru by Hilton Middletown
Restaurant
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

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, (434)
"Beautiful Inn with a spacious and lovely room."
United States
Stacy
The price is ฿5,008
฿5,665 total
includes taxes & fees
11 Jan - 12 Jan 2026
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Indoor pool
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
2.5 star property
New Paltz
9.4 out of 10, Exceptional, (1000)
"The hotel is quiet and clean and had a very comfortable bed."
United States
Carolyn
The price is ฿3,801
฿4,257 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hampton Inn by Hilton New Paltz
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)
"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 ฿3,702
฿4,187 total
includes taxes & fees
27 Dec - 28 Dec
Overlook Lodge at Bear Mountain
Room, 2 Queen Beds, Accessible, Non Smoking | Premium bedding, pillow-top beds, in-room safe, desk
Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie

Hampton Inn & Suites Poughkeepsie
2.5 star property
Crown Heights
9.0 out of 10, Wonderful, (1000)
"Great stay with many breakfast options! "
United States
Sara
The price is ฿3,163
฿3,673 total
includes taxes & fees
9 Jan - 10 Jan 2026
Hampton Inn & Suites Poughkeepsie
Free daily buffet breakfast
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84
2.5 star property
Fishkill
9.2 out of 10, Wonderful, (999)
"Yes stay was pleasant "
United States
henry
The price is ฿2,908
฿3,290 total
includes taxes & fees
31 Dec - 1 Jan 2026
Comfort Suites Fishkill near Interstate 84
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1001)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is ฿3,142
฿3,868 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fairfield Inn & Suites by Marriott Goshen Middletown
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)
"Clean quiet and nice reception "
United States
Nick
The price is ฿2,800
฿3,167 total
includes taxes & fees
7 Jan - 8 Jan 2026
Holiday Inn Express & Suites Montgomery by IHG
Terrace/patio
Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Home2 Suites By Hilton Poughkeepsie
3.0 star property
Poughkeepsie
9.4 out of 10, Exceptional, (395)
"Beautiful room and great staff! Would stay here again. "
United States
Christina
The price is ฿3,374
฿3,919 total
includes taxes & fees
30 Dec - 31 Dec
Home2 Suites By Hilton Poughkeepsie
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
8.8 out of 10, Excellent, (1001)
"Always stay here on my way through NY."
United States
Kathleen
The price is ฿2,776
฿3,141 total
includes taxes & fees
7 Jan - 8 Jan 2026
Quality Inn & Suites Fishkill South near I-84
Bar (on property)
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center
4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very good, (1000)
"Great place to stay a"
United States
Nicole
The price is ฿2,909
฿3,408 total
includes taxes & fees
29 Dec - 30 Dec
DoubleTree by Hilton Poughkeepsie Convention Center
Exterior
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
Crown Heights
9.0 out of 10, Wonderful, (1013)
"very clean and would stay again "
United States
Alvin
The price is ฿3,671
฿4,262 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hyatt Place Poughkeepsie / Hudson Valley
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 New Windsor attractions

National Purple Heart Hall of Honor

4.0/5 (5 reviews)
This solemn museum honours Purple Heart recipients with interactive exhibits telling their stories of sacrifice. Explore the "Roll of Honour" database to discover personal narratives through artefacts.
See properties

New Windsor Cantonment State Historic Site

3.8/5 (4 reviews)
Step back in time at the Continental Army's final Revolutionary War encampment. Costumed interpreters bring history to life through military drills and craftsmanship demonstrations in reconstructed log huts.
See properties

Learn more about New Windsor

Nestled along the Hudson River, this historic town boasts the captivating Storm King Art Centre, where massive sculptures dot rolling hills. Nearby, outdoor enthusiasts can hike the trails of Bear Mountain State Park or explore West Point's prestigious military academy.

See all hotels in New Windsor
Gloomy cloud over Storm King sunset. Landscape architecture juxtaposed in the Northeast's Autumn. #GoldenHour
Photo by Wanderlustfemale
Open Photo by Wanderlustfemale

Top New Windsor Hotel Reviews

Windrose On Hudson

Windrose On Hudson

10/10 Excellent
"Great "
Justin 1-night trip
Posted 4 days ago
Windrose On Hudson
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

10/10 Excellent
"Second stay. Just as special. Room, breakfast, vibe. "
Susanna 1-night trip
Posted 6 days ago
Inn at Bellefield / Hyde Park, Residence Inn by Marriott

More cheap stays in New Windsor

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

3423 US Highway 9W Highland NY
The price is ฿2,486 per night from 7 Jan to 8 Jan
฿2,486
฿2,784 total
7 Jan - 8 Jan 2026
includes taxes & fees
7.6/10 Good! (949 reviews)

Frequently asked questions

Where is the best place for a stay in New Windsor?
Homewood Suites Stewart Airport is a favourite with Expedia customers. This hotel offers free breakfast and an indoor pool. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is another favourite option for your trip based on traveller reviews. See all available top hotels, or vacation rentals in New Windsor.
If I need to cancel my hotel reservation in New Windsor, will I receive a refund?
Yes, most room reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in New Windsor.
What's the best family accommodation in New Windsor?
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Countryside Inn & Suites is another good option for your child-friendly holiday. Also, attractions in the area such as Ice Time Sports Complex and SplashDown Beach are fun for children of all ages. Find more child-friendly accommodations in New Windsor.
What is the favourite LGBTQ-friendly hotel in New Windsor?
Homewood Suites Stewart Airport is a top LGBTQ-friendly hotel, and features free breakfast and in-room kitchens. Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is another good option for your stay. See all available hotels listed as LGBTQ-friendly in New Windsor.
What's the best dog-friendly accommodation option in New Windsor?
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point is a top hotel for people travelling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good choices to stay with your pet include Homewood Suites Stewart Airport and Countryside Inn & Suites. See more pet-friendly hotel accommodations in New Windsor.
What are some accommodation options with pools in New Windsor?
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Features free self parking, an indoor pool and complimentary wireless Internet access. Homewood Suites Stewart Airport and Hampton Inn Harriman Woodbury are a couple of other choices with an on-site pool. View all hotels with pools in New Windsor.
What is staying in New Windsor like?
Families will find child-friendly activities in New Windsor, and visitors give high marks for the top-notch restaurants. Welcoming and scenic, this city will delight tourists with its shopping, lakeside setting and cafes. In New Windsor, there are 11 hotels and other accommodation options to choose from. Find out more about New Windsor.
What is there to see in New Windsor?
Cultural venues include National Purple Heart Hall of Honor and Knox's Headquarters State Historic Site. A couple of additional sights to add to your itinerary are New Windsor Cantonment State Historic Site and Schunnemunk State Park. Take a look at what more there is to see and do in Expedia's New Windsor guide.
What's the seasonal weather like in New Windsor?
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 0°C. The snowiest months in New Windsor are January, February, December and March, with each month seeing an average of 14 cm of snowfall.