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Find Extended Stay Hotels in Cheshire, CT

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Top Cheshire Extended Stay Hotels | Reserve now, pay later

Our top choices for Cheshire hotels with a kitchen

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.4 out of 10, Exceptional, (13)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
$145 nightly
The price is $163
Dec 15 - Dec 16
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1003)
"great stay."
United States
John
$87 nightly
The price is $100
Jan 2 - Jan 3, 2026
Total with taxes and fees
Best Western Plus New England Inn & Suites

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (165)
"I would stay here again! "
United States
Jael
$119 nightly
The price is $137
Dec 21 - Dec 22
Total with taxes and fees
Home2 Suites by Hilton Bristol

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (233)
"Clean, convenient, quiet place run by nice folks. We’d stay here again."
United States
Lisa
$89 nightly
The price is $103
Dec 12 - Dec 13
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1002)
"Always a pleasure to stay here 1s a year keep coming back!!"
United States
Mark
$110 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Hyatt House Shelton

The Blue Back Bungalow

The Blue Back Bungalow
2.0 star property
West Hartford
9.4 out of 10, Exceptional, (17)
"The stay was good. The house is located in a great area and very close to my family member we were visiting. I will stay again and make sure everything is in order. "
United States
Vanessia P.
$294 nightly
The price is $311
Dec 14 - Dec 15
Total with taxes and fees
The Blue Back Bungalow

Red Roof Inn PLUS+ & Suites Guilford

Red Roof Inn PLUS+ & Suites Guilford
2.5 star property
Guilford
7.0 out of 10, Good, (429)
"Great staff lovely stay "
United States
Jennifer
$100 nightly
The price is $115
Dec 12 - Dec 13
Total with taxes and fees
Red Roof Inn PLUS+ & Suites Guilford

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.6 out of 10, Exceptional, (10)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
$243 nightly
The price is $252
Dec 17 - Dec 18
Total with taxes and fees
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven
Dwight
10.0 out of 10, Exceptional, (2)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
$180 nightly
The price is $204
Dec 13 - Dec 14
Total with taxes and fees
One bedroom apartment in United States of America, New Haven

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1002)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
$102 nightly
The price is $117
Jan 10 - Jan 11, 2026
Total with taxes and fees
Homewood Suites by Hilton Stratford
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 out more about Cheshire

Discover top Cheshire attractions

Cheshire, Connecticut, offers a delightful mix of outdoor activities and cultural experiences for the discerning traveler. Start your exploration at the picturesque Cheshire Park, where families can enjoy expansive playgrounds, peaceful walking trails, and scenic picnic spots surrounded by lush greenery. History buffs will appreciate the beautifully preserved Cheshire Historical Society, which showcases the town's rich heritage through engaging exhibits and community events. For a taste of local craftsmanship, visit the nearby Roaring Brook Nature Center, where you can enjoy hands-on nature programs and explore serene trails while watching for local wildlife. If you're looking for a unique dining experience, check out the charming downtown area, where you'll find a variety of restaurants that prioritize fresh, local ingredients. After a day of adventure, retreat to one of the upscale hotels in the area, such as the Homewood Suites by Hilton, which offers spacious rooms and exceptional service, ensuring you feel pampered throughout your stay. Nestled conveniently near attractions, this area provides a perfect base to explore Cheshire's hidden gems while enjoying the comfort and quality you expect from your travel experiences.

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Most booked related extended stays in Cheshire in 2026

Frequently asked questions

What are the best extended stay hotels in Cheshire?
If you're looking for a long-term rental in Cheshire, there are 2 for you to choose from. Check out Cheshire Welcome Inn. It has useful amenities such as a washing machine and a barbecue grill. Another favorite is Holiday Inn Cheshire - Southington, an IHG Hotel, which comes with a swimming pool and a snack bar. Expedia's range of Cheshire hotel stays have a total average guest rating of 8.7. One of the best things about them? They come with a kitchen, so you can make delicious meals at your leisure.
Why book an extended stay hotel in Cheshire through Expedia?
From our awesome deals to our members and rewards programs, you'll save big when you book your extended stay in Cheshire with Expedia. Add in your travel dates to see our long-term rentals, then refine your search using our filters to find your ideal pad. Our extended stay hotels in Cheshire come with conveniences like kitchens, laundries and recreational facilities to help make your long-term stay comfortable. Whether you're on the hunt for a room for a night or somewhere with cheaper weekly rates, Expedia can help you find the right match.
What can I expect from an extended stay hotel?
Featuring amenities such as kitchens, dining spaces and laundries, extended stay hotels in Cheshire can be a comfortable and less expensive alternative to a standard hotel room. Make your own meals and wash your own clothes. Sometimes offering discounted weekly rates, extended stay hotels range from studios to luxurious and large options with several bedrooms. They also have many of the same amenities you'd find in a standard hotel, like recreational facilities and 24/7 guest services. If you're seeking flexibility, privacy and a comfortable retreat for a few weeks or more, an extended stay hotel is an awesome choice.

Top Cheshire Hotel Reviews

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