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Find Hotels with Bars in Chester, NY

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Check availability on Chester Hotels with Bars

This weekend
Jul 3 - Jul 5
Next weekend
Jul 10 - Jul 12

Our top choices for Chester hotels with a bar

Restaurant

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,000 reviews)
"It was a beautiful stay."
United States
Shayla
The price is NT$5,382
NT$6,627 total
includes taxes & fees
Jul 5 - Jul 6
Overlook Lodge at Bear Mountain
Individually decorated, individually furnished, desk, iron/ironing board

Columbus Hotel

Columbus Hotel
3.0 star property
Middletown
6.0 out of 10, (6 reviews)
"21 minutes ago on Google It's a family owned and operated hotel. Norman was kind, communicative and thorough. Keyless entry made checking in super easy. We had a business suite, which is basically a studio apartment. Kitchen , bathroom, bed/living space was clean and neat having a really nice modern clean aesthetic. There was even a candle left for us to enjoy. Overall was a very pleasant stay! Very grateful. "
United States
Diane
The price is NT$3,153
NT$3,927 total
includes taxes & fees
Jul 6 - Jul 7
Columbus Hotel
Property amenity

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.4 out of 10, Very Good, (1,003 reviews)
"I spoiled myself and had a room with a little balcony that overlooked very well landscaped garden/outdoor seating areas. This was definitely an escape from home restful stay!"
United States
Diane
The price is NT$3,496
NT$4,130 total
includes taxes & fees
Jul 26 - Jul 27
Courtyard by Marriott Middletown Goshen
Lobby

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,008 reviews)
"Had a pleasant stay very clean and alot of options for the breakfast."
United States
IMRAN
The price is NT$3,248
NT$3,723 total
includes taxes & fees
Jul 7 - Jul 8
Best Western The Inn at Ramsey-Mahwah
Seasonal outdoor pool, pool umbrellas, sun loungers

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 NT$8,520
NT$13,939 total
includes taxes & fees
Jul 15 - Jul 16
LEGOLAND Hotel NEW York
Reception

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
"I have stayed here many times during visits to West Point Military Academy. Very nice hotel. Across the street from the Red Line Diner, the best diner in a fifty-mile radius!"
United States
Jennifer Gorman
The price is NT$3,891
NT$4,499 total
includes taxes & fees
Jul 8 - Jul 9
Hilton Garden Inn Fishkill
Front of property

Villa Verde BB Greenwood Lake NY

Villa Verde BB Greenwood Lake NY
4.0 star property
Monroe
10.0 out of 10, Exceptional, (21 reviews)
"Very nice B&B, with a very gracious host who served us a wonderful breakfast."
United States
Peter
The price is NT$7,739
NT$8,755 total
includes taxes & fees
Jul 6 - Jul 7
Villa Verde BB Greenwood Lake NY
Property entrance

Mountain Creek

Mountain Creek
3.0 star property
Vernon
8.2 out of 10, Very Good, (741 reviews)
"Amazing location, beautiful scenery, Many activities located at and around the resort. And very peaceful"
United States
Andre
The price is NT$8,583
NT$10,381 total
includes taxes & fees
Jul 7 - Jul 8
Mountain Creek
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,161 reviews)
"Well maintained property. Comfortable bed. Staff was very friendly. Location is great"
United States
Norman
The price is NT$4,252
NT$4,948 total
includes taxes & fees
Jul 15 - Jul 16
DoubleTree by Hilton Hotel Nanuet
Exterior

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
9.0 out of 10, Wonderful, (1,000 reviews)
"Would stay again 100/100"
United States
Darlyn
The price is NT$3,758
NT$4,373 total
includes taxes & fees
Jul 9 - Jul 10
Crowne Plaza Suffern - Mahwah by IHG
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

Top Chester Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

8/10 Good
"The facility was VERY clean, and some renovation work has taken place. However, I reserved an accessible room, which I did not receive. Luckily, I am not a wheelchair user, as you had to literally straddle the toilet to close the bathroom door. While there was no soundproofing around the door, luckily the bed was MOST comfortable, and I got a great night's sleep."
Allison 1-night trip
Posted 2 hours ago
The Crossroads Hotel, Newburgh

Frequently asked questions

Searching for hotels with bars in Chester?
Chester offers 22 properties to choose from, and likely many will have a bar where you can enjoy an evening cocktail after sightseeing. While you're in the area, consider visiting LEGOLAND® New York.
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. Overlook Lodge at Bear Mountain: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Sleep Inn & Suites Middletown - Goshen: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. DoubleTree by Hilton Hotel Nanuet: 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 LEGOLAND® New York, Castle Fun Center, and The Rock Sports Complex, and then find a cozy spot for a nightcap. Other places to see include Museum Village and Goosepond Mountain State Park. 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.

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