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Find Hotels with Bars in New Windsor, NY

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Check availability on New Windsor Hotels with Bars

Our top choices for New Windsor hotels with a bar

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, (1001)
"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 AED 389
AED 440 total
includes taxes & fees
17 Dec - 18 Dec
Overlook Lodge at Bear Mountain
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, (1000)
"Lovely property, wonderful staff will definitely return back."
United States
Dennis
The price is AED 371
AED 431 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Poughkeepsie / Hudson Valley
Terrace/patio
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.0 out of 10, Very Good, (98)
"Clean room, staff were very welcoming"
United States
Semaj
The price is AED 652
AED 726 total
includes taxes & fees
4 Jan - 5 January 2026
Windrose On Hudson
Outdoor pool
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 AED 699
AED 1,272 total
includes taxes & fees
22 Dec - 23 Dec
LEGOLAND Hotel NEW York
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, (429)
"Beautiful Inn with a spacious and lovely room."
United States
Stacy
The price is AED 591
AED 669 total
includes taxes & fees
21 Dec - 22 Dec
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is AED 340
AED 402 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
Exterior
Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie

Courtyard by Marriott Poughkeepsie
3.0 star property
Poughkeepsie
8.8 out of 10, Excellent, (1000)
"Clean room and friendly staff "
United States
Kelly
The price is AED 321
AED 363 total
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Poughkeepsie
Property amenity
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill
3.0 star property
Fishkill
9.4 out of 10, Exceptional, (403)
"Excellent stay!"
United States
Margaret
The price is AED 485
AED 549 total
includes taxes & fees
4 Jan - 5 January 2026
Residence Inn by Marriott Fishkill
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1006)
"Brayden was great"
United States
Will
The price is AED 337
AED 381 total
includes taxes & fees
7 Jan - 8 January 2026
Hilton Garden Inn Fishkill
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)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
The price is AED 358
AED 419 total
includes taxes & fees
18 Dec - 19 Dec
DoubleTree by Hilton Poughkeepsie Convention Center
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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Top New Windsor Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

10/10 Excellent
"The staff was excellent "
Kelley 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

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Frequently asked questions

Searching for hotels with bars in New Windsor?
Though you might not find a hotel in New Windsor well-known for its bar, you will find 11 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after a day out and about. While you're here, consider a visit to New Windsor Cantonment State Historic Site and Knox's Headquarters State Historic Site.
What are the best hotels with bars in New Windsor?
Here are some top hotels with bars in and around New Windsor: Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Homewood Suites Stewart Airport: Resort with restaurant. Enjoy the 3 bars, free WiFi, and free parking. Overlook Lodge at Bear Mountain: Enjoy the bar, free WiFi, and free parking. Quality Inn Poughkeepsie: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hampton Inn Harriman Woodbury: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in New Windsor?
If you have time to explore, consider visiting Dia Beacon, Algonquin Park, and Resorts World Hudson Valley, and then find a cozy spot for a nightcap. Other places to see include New Windsor Cantonment State Historic Site and Knox's Headquarters State Historic Site. New Windsor is widely-known for its top-notch restaurants.
When is the best time to visit New Windsor?
Visiting local bars in New Windsor is more fun when you know what the weather holds. These temperatures and rainfall averages can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. The snowiest months in New Windsor are January, February, December, and March, with each month seeing an average of 6 inches of snowfall.
How can I get to New Windsor and around the area?
Here are some of your transportation choices in and around New Windsor: Fly into Stewart Intl. Airport (SWF), which is located 3.6 mi (5.8 km) from the heart of the city. You can also search for flights into Danbury, CT (DXR-Danbury Municipal), which is 28.8 mi (46.3 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.