Find Hotels with Bars in Chester, NY

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Top Chester Hotels with Bars

Outdoor pool
LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

3.0 star property
Goshen
8.8 out of 10, Excellent, (32)
"We loved everything from the staff to the stay "
United States
Arnassia
The price is SAR 714
SAR 1,300 total
includes taxes & fees
22 Dec - 23 Dec
LEGOLAND Hotel NEW York
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1004)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is SAR 366
SAR 426 total
includes taxes & fees
4 Jan - 5 January 2026
DoubleTree by Hilton Hotel Nanuet
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1003)
"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 SAR 366
SAR 414 total
includes taxes & fees
14 Dec - 15 Dec
Overlook Lodge at Bear Mountain
Interior
Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property
Suffern
8.8 out of 10, Excellent, (1004)
"The staff, the cleanliness of the room, the food and overall it was a good stay. Will stay again."
United States
Cynthia
The price is SAR 413
SAR 480 total
includes taxes & fees
1 Jan - 2 January 2026
Crowne Plaza Suffern - Mahwah by IHG
Lobby
Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
8.6 out of 10, Excellent, (1002)
"It was a great place to stay "
United States
Amanda
The price is SAR 344
SAR 389 total
includes taxes & fees
13 Dec - 14 Dec
Hilton Garden Inn Fishkill
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

3.0 star property
Middletown
8.6 out of 10, Excellent, (1000)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is SAR 348
SAR 411 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
Exterior
Courtyard by Marriott Newburgh Stewart Airport

Courtyard by Marriott Newburgh Stewart Airport

3.0 star property
Newburgh
8.2 out of 10, Very Good, (692)
"Property clean rooms clean front desk the Best "
United States
Dirwin
The price is SAR 379
SAR 448 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Newburgh Stewart Airport
Lobby
Best Western The Inn At Ramsey

Best Western The Inn At Ramsey

3.0 star property
Ramsey
7.2 out of 10, Good, (1001)
"The room was clean and the staff was attentive."
United States
David
The price is SAR 319
SAR 366 total
includes taxes & fees
14 Dec - 15 Dec
Best Western The Inn At Ramsey
Property amenity
Residence Inn by Marriott Fishkill

Residence Inn by Marriott Fishkill

3.0 star property
Fishkill
9.4 out of 10, Exceptional, (402)
"Excellent stay!"
United States
Margaret
The price is SAR 478
SAR 540 total
includes taxes & fees
6 Jan - 7 January 2026
Residence Inn by Marriott Fishkill
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3.0 star property
Fishkill
8.8 out of 10, Excellent, (1003)
"Centrally located to all Bethel locationswith many dining options nearby. Always felt safe and breakfast was delicious."
United States
Mireyma
The price is SAR 436
SAR 493 total
includes taxes & fees
13 Dec - 14 Dec
HYATT house Fishkill/Poughkeepsie
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 Chester Hotel Reviews

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

10/10 Excellent
"Everything was great. The lady at the front desk was so nice. Our room was clean and very comfortable. I strongly recommend this hotel for a nice and quiet vacation. "
Salwa 1-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel Nanuet

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Frequently asked questions

Searching for hotels with bars in Chester?
Though you might not find a hotel in Chester well-known for its bar, you will find 18 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after sightseeing. While you're here, consider a visit to Castle Fun Center and The Rock Sports Complex.
What are the best hotels with bars in Chester?
Here are a few of the top hotels with bars in and around Chester: Holiday Inn Express Hotel & Suites Chester by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Sonesta Simply Suites Nanuet: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. DoubleTree by Hilton Hotel Nanuet: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Overlook Lodge at Bear Mountain: Hotel with restaurant. Enjoy the bar, free WiFi, and 24-hour fitness center. Hampton Inn & Suites Mahwah: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Chester?
If you have time to explore, consider visiting Castle Fun Center, The Rock Sports Complex, and LEGOLAND® New York, and then find a cozy spot for a nightcap. Other places to see include Goosepond Mountain State Park and Museum Village. Chester is appreciated for its shops and restaurants.
When is the best time to visit Chester?
Visiting local bars in Chester is more fun when you know what the weather holds. These rainfall averages and temperatures can help you choose the best time for bar hopping. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Chester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
How can I get to Chester and around the area?
You might want to make the most of these transportation choices in and around Chester: Fly into Stewart Intl. Airport (SWF), which is located 13.5 mi (21.7 km) away from the heart of the city. You can also search for flights into Caldwell, NJ (CDW-Essex County), which is 33.6 mi (54.1 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.