Title: Book the Best Hotels with BARS in New Windsor in 2025 | Expedia.ca [Hotels in New Windsor](https://expedia.ca/New-Windsor-Hotels.d10021.Travel-Guide-Hotels)[Vacation Rentals in New Windsor](https://expedia.ca/New-Windsor-Vacation-Rentals.d10021.Travel-Guide-VacationRentals)[Things to do in New Windsor](https://expedia.ca/Things-To-Do-In-New-Windsor.d10021.Travel-Guide-Activities)[New Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-New-Windsor.d10021.Car-Rental-Guide)[New Windsor Vacation Packages](https://expedia.ca/New-Windsor.d10021.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/6747dae34f8ec5459e58210202f4caed.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Wanderlustfemale # Find Hotels with Bar in New Windsor, NY from CA $160 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on New Windsor Hotels with Bar ## Top New Windsor Hotels with Bar ![Restaurant](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/w4000h2662x0y0-e2ffacae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/634879ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/1ee75d40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/100000000/99860000/99850800/99850733/3846b7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Bellefield / Hyde Park, Residence Inn by Marriott Hyde Park 9.6/10 Exceptional (415) "Nice rooms, a good restaurant on site " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $225 CA $255 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Hyde-Park-Hotels-Inn-At-Bellefield-Hyde-Park.h99850733.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/990080f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/a90c96fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/2b66e26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/1000000/10000/6000/5910/dc93786c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Poughkeepsie Poughkeepsie 8.8/10 Excellent (1013) "Clean room, staff is friendly especially at the cafe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $147 CA $166 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Poughkeepsie-Hotels-Courtyard-By-Marriott-Poughkeepsie.h5910.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/9bb388bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/f1893b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/c1f101cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/38000000/37970000/37960500/37960419/ff481e56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Poughkeepsie / Hudson Valley Crown Heights 8.8/10 Excellent (1005) "we stayed 2 nights midweek, very comfortable, quiet and everything was top notch!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) GARY CA $165 CA $192 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hyatt-Place-Poughkeepsie.h37960419.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking (Stone Cottages at Bear Mountain)](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/42067525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain Bear Mountain 8.4/10 Very good (1005) "Clean room, easy parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $145 CA $165 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/71000000/70420000/70415100/70415091/2396df2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/71000000/70420000/70415100/70415091/a7704166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/71000000/70420000/70415100/70415091/6da85435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - indoor](https://images.trvl-media.com/lodging/71000000/70420000/70415100/70415091/9834d0ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LEGOLAND Hotel NEW York Goshen 8.2/10 Very good (13) "We loved everything from the staff to the stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arnassia CA $363 CA $486 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Goshen-Hotels-LEGOLAND-Hotel-NEW-York.h70415091.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/589f9bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/1b1bee23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Mobility Accessible](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/30d2fd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windrose On Hudson Ossining 7.8/10 Good (57) "Nice place to stay, very quiet and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariano CA $195 CA $217 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/e1e7e350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/459515b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/2f2f704a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served](https://images.trvl-media.com/lodging/1000000/900000/890500/890436/239951b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Fishkill Fishkill 8.6/10 Excellent (1017) "It was a great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $150 CA $169 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Poughkeepsie-Hotels-Hilton-Garden-Inn-Fishkill.h890436.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/33000000/32060000/32056600/32056555/4541cbc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32060000/32056600/32056555/8f1c0919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/33000000/32060000/32056600/32056555/4b7eb0fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32060000/32056600/32056555/175340a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Poughkeepsie by IHG Poughkeepsie 7.8/10 Good (793) "Room was clean and quiet. Staff very pleasant. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine CA $154 CA $179 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Poughkeepsie-Hotels-Holiday-Inn-Poughkeepsie.h32056555.Hotel-Information) ![Premium bedding, down comforters, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/105000000/104100000/104096900/104096853/8d195da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/105000000/104100000/104096900/104096853/8ab8e144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104100000/104096900/104096853/d33e8a7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Heartwood)](https://images.trvl-media.com/lodging/105000000/104100000/104096900/104096853/b95154c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Heartwood Arlington 9.8/10 Exceptional (210) "Thanks this place is amazing we loved it. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $227 CA $263 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Poughkeepsie-Hotels-The-Heartwood.h104096853.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/5eeeba71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/046baaca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/bacb5b9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/930000/921500/921424/60661c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Middletown Goshen Middletown 8.6/10 Excellent (1008) "Clean and modern rooms, friendly staff, very convenient highway access and reasonable rates. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Naomi CA $136 CA $160 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Newburgh-Hotels-Courtyard-By-Marriott-Middletown-Goshen.h921424.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10®ionId=10021&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top New Windsor Hotel Reviews ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Clean room" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Hampton Inn & Suites Poughkeepsie](//images.trvl-media.com/lodging/2000000/1930000/1927100/1927088/47fa2e85_y.jpg) ### Hampton Inn & Suites Poughkeepsie 10/10 Excellent "Hampton inn newly refurbished " [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information) ![Quality Inn Poughkeepsie](//images.trvl-media.com/lodging/1000000/10000/6500/6465/a647c710_y.jpg) ### Quality Inn Poughkeepsie 10/10 Excellent "x" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Poughkeepsie.h6465.Hotel-Information) ![Hampton Inn by Hilton New Paltz](//images.trvl-media.com/lodging/16000000/15790000/15783300/15783222/bd59d6cb_y.jpg) ### Hampton Inn by Hilton New Paltz 10/10 Excellent "Clean room and facility. Excellent staff. Breakfast foods were a bit off - they should keep to basic, straight forward foods for breakfast (waffle batter doesn't need to be vanilla malt flavored). And use quality coffee......" [](https://expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-By-Hilton-New-Paltz.h15783222.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "We had two minor issues. The TV was set to the wrong mode making viewing impossible and the lighting was poor in the corner near the coffee table. The staff handled these issues quickly and efficiently by adjusting the back of the TV and by providing a standing floor lamp. We appreciated the service and the comfort of the rooms." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point](//images.trvl-media.com/lodging/1000000/880000/875700/875625/e8f6eb1b_y.jpg) ### Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point 10/10 Excellent "The view of the river from the front is beautiful. I would stay here again. " [](https://expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information) ![The Crossroads Hotel, Newburgh](//images.trvl-media.com/lodging/1000000/20000/14500/14410/5440914b_y.jpg) ### The Crossroads Hotel, Newburgh 10/10 Excellent "The perfect place for what we were asking. My brother and I stayed for one night as a stop on our travels further North. The staff was very pleasant, the room was clean, and parking was a breeze. We were able to grab dinner at the diner next door and we even went ice skating for an hour at the IceTime Sports Complex (a one minute drive) after dinner. We didn’t know what we’d be walking in to but it was an all around pleasant experience. " [](https://expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information) ![DoubleTree by Hilton Poughkeepsie Convention Center](//images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg) ### DoubleTree by Hilton Poughkeepsie Convention Center 10/10 Excellent " I wouldn’t consider it a unique venue, but the staff was efficient and hospitable and the hotel was clean and comfortable. We appreciated the free parking. The parking lot to hotel elevators was a bit convoluted. " [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Inn on the Hudson](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg) ### Inn on the Hudson 10/10 Excellent "The view and the staff were wonderful. The only criticism is that the whole place could use a face lift! " [](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ## 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 12 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 in the area, you can check out Woodbury Common Premium Outlets and LEGOLAND® New York. ### 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](https://www.expedia.ca/Newburgh-Hotels-Red-Roof-Inn-Suites-Newburgh-Stewart-Airport.h875625.Hotel-Information): Resort with restaurant. Enjoy the 3 bars, free WiFi, and free parking. [Homewood Suites Stewart Airport](https://www.expedia.ca/Newburgh-Hotels-Homewood-Suites-Stewart-Airport.h1764709.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. [The Crossroads Hotel, Newburgh](https://www.expedia.ca/Newburgh-Hotels-The-Crossroads-Hotel.h14410.Hotel-Information): Enjoy the bar, free WiFi, and free parking. [Hampton Inn & Suites Poughkeepsie](https://www.expedia.ca/Poughkeepsie-Hotels-Hampton-Inn-Suites-Poughkeepsie.h1927088.Hotel-Information): 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 Woodbury Common Premium Outlets, LEGOLAND® New York, and Dia Beacon, 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. 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