Find Hotels with Bars in Cheshire, CT

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Check availability on Cheshire Hotels with Bars

Our top choices for Cheshire hotels with a bar

Lobby
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1083)
"The room vas spacious and clean. Staff were very helpful and cordial."
United States
Ivan
The price is NT$2,798
NT$3,217 total
includes taxes & fees
Jan 4 - 2026/1/5
Courtyard by Marriott Waterbury Downtown
View from property
Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1002)
"Very lovely hotel "
United States
Nancy M
The price is NT$3,325
NT$4,366 total
includes taxes & fees
Dec 30 - Dec 31
Heritage Hotel, Golf, Spa & Conference Center
Bar (on property)
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1205)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is NT$3,244
NT$3,731 total
includes taxes & fees
Dec 30 - Dec 31
Hyatt Place Milford / New Haven
Exterior
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (174)
"Breakfast was easy and good options. "
United States
jessica
The price is NT$3,961
NT$4,555 total
includes taxes & fees
Jan 4 - 2026/1/5
Home2 Suites by Hilton Bristol
Lobby
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1006)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is NT$3,067
NT$3,527 total
includes taxes & fees
Jan 9 - 2026/1/10
Hilton Garden Inn Milford
Exterior
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (1004)
"Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food."
United States
James
The price is NT$3,269
NT$3,760 total
includes taxes & fees
Jan 25 - 2026/1/26
Cambria Hotel New Haven University Area
Staircase
The Farmington Inn & Suites

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1006)
"Love the inn"
United States
Donna
The price is NT$3,112
NT$4,121 total
includes taxes & fees
Dec 30 - Dec 31
The Farmington Inn & Suites
Courtyard
Sheraton Hartford South Hotel

Sheraton Hartford South Hotel

Sheraton Hartford South Hotel
3.5 star property
Rocky Hill
8.4 out of 10, Very Good, (1000)
"Very clean room, inviting lobby, and very nice employees at check in and checkout "
United States
Caroline
The price is NT$3,301
NT$3,796 total
includes taxes & fees
Jan 3 - 2026/1/4
Sheraton Hartford South Hotel
Exterior
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1002)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is NT$3,649
NT$4,197 total
includes taxes & fees
Jan 2 - 2026/1/3
Hyatt House Shelton
Interior
Avon Old Farms Hotel

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1001)
"Very nice place to stay"
United States
Alvero
The price is NT$3,112
NT$4,266 total
includes taxes & fees
Dec 30 - Dec 31
Avon Old Farms Hotel
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 Cheshire Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Spotless, lovely room. Attentive staff. "
Jeremy 1-night trip
Posted 2 days ago
Omni New Haven Hotel at Yale

Frequently asked questions

Searching for hotels with bars in Cheshire?
Let Expedia help you find the perfect hotel in Cheshire or in the larger area that has a bar where you can unwind with a refreshing drink. While you're here, consider a visit to Barker Character, Comic and Cartoon Museum and Roaring Brook Park.
What are the best hotels with bars in Cheshire?
Below are some of top hotels with bars in and around Cheshire: Cheshire Welcome Inn: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. New Haven Hotel: Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and rooftop terrace. The Capitol Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and breakfast. Cambria Hotel New Haven University Area: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Hampton Inn & Suites Hartford/East Hartford: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Cheshire?
Consider a visit to Mount Southington Ski Area, Hubbard Park, and Toyota Oakdale Theatre, and then find a cozy spot for a nightcap. Other places to see include Barker Character, Comic and Cartoon Museum and Roaring Brook Park. Cheshire is appreciated for its restaurants.
When is the best time to visit Cheshire?
Visiting local bars in Cheshire is better 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 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches.
How can I get to Cheshire and around the area?
You might want to make the most of these transportation options in and around Cheshire: Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 12 mi (19.3 km) from the heart of the city. You can also search for flights into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

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