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Hotels in Cheshire

Choose from 1307 Cheshire Hotel Deals

Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St. Cheshire CT
  • 10 min drive from Barker Character
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (811 reviews)
"I have stayed here many times and it’s a great value."

Reviewed on May 18, 2026

Cheshire Welcome Inn
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
  • 38 min drive from Barker Character
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (2,139 reviews)
"Ver nice oroperty"

Reviewed on May 19, 2026

New Haven Hotel
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
  • 46 min drive from Barker Character
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.4/10 Good! (1,309 reviews)
"The only positive of this place would be the view of the capitol building. The building and rooms are out-dated, but the worst part was the maintenance. The hotel has a lot of issues with hotel card readers on the room doors, which do not work or reset after a day. I had to get a new room the first ..."

Reviewed on May 19, 2026

The Capitol Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
  • 38 min drive from Barker Character
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,007 reviews)
"Frequent traveler here. This is not a 4-star hotel. During my stay, housekeeping took my newly purchased mascara ($40+) and one of my organic face towels. I spoke with several people, but no one followed up and no compensation was offered. Disappointing experience."

Reviewed on May 17, 2026

Omni New Haven Hotel at Yale
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
  • 17 min drive from Barker Character
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,304 reviews)
"Staff was attentive and professional. Will go back again"

Reviewed on May 16, 2026

Holiday Inn Express Southington by IHG
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
  • 40 min drive from Barker Character
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
6/10 (1,262 reviews)
"This place was dirty and disgusting. The pullout couch mattress was filthy and stained. Nasty. The laminate floors were so dirty, I stepped out of the shower, walked across the room, got dressed and went to put my socks on and the bottom of my feet were literally black. Elevators were disgusting ..."

Reviewed on May 18, 2026

La Quinta Inn & Suites by Wyndham New Haven
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
  • 38 min drive from Barker Character
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,135 reviews)
"Na"

Reviewed on May 18, 2026

Motel 6 Wethersfield, CT - Hartford
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
  • 54 min drive from Barker Character
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,306 reviews)
"Clean room! Friendly Staff. Good breakfast. Fresh coffee! We would stay here again most happily!!!"

Reviewed on May 17, 2026

Hyatt Place Milford / New Haven
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
  • 45 min drive from Barker Character
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,608 reviews)
"AMAZIN PLACE CLEAN SAFE PARKING !"

Reviewed on May 19, 2026

Best Western Executive Hotel Of New Haven - West Haven
Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South

2.5 out of 5
712 Cedar Street Newington CT
  • 32 min drive from Barker Character
Stay at this hotel in Newington. Enjoy free WiFi and free parking. Popular attractions Iwo Jima Survivors Memorial Park and Copernican Observatory & Planetarium ...
7.6/10 Good! (347 reviews)
"Everything was very clean and well maintained and the staff was very nice. The bed was a bit lacking - it was oddly short and the springs were very squeaky and also I think there was plastic on it. For a budget hotel not bad though! I do wish they provided conditioner and lotion vs just shampoo and ..."

Reviewed on May 17, 2026

Woodspring Suites Newington - Hartford South
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
  • 53 min drive from Barker Character
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,127 reviews)
"unfortunately, we had some issues with the room that the staff did not seem to care or have any sense of urgency. will be choosing a different hotel when I go back to the area."

Reviewed on May 18, 2026

Hilton Garden Inn Shelton
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
136 Marsh Hill Rd Orange CT
  • 48 min drive from Barker Character
Book a stay at this business-friendly hotel in Orange. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Courtyard by Marriott New Haven Orange-Milford
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.

Find cheap hotels in Cheshire

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Cheshire.

Choosing the right hotel in Connecticut has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Cheshire’s 1,307 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $92. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Cheshire hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Cheshire. No matter your reason for visiting Cheshire, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Cheshire hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Cheshire for as low as $92.

How many hotels are there in Cheshire?

With over 1,307 hotels in Cheshire, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $92.

How to find cheap car rentals in Cheshire?

Finding a cheap car rental deal in Cheshire is as easy as scoring cheap hotels in Cheshire. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.