Search Hotels with Connecting Rooms in Cheshire

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Check availability on Cheshire Hotels with Connecting Rooms

Our top choices for Cheshire hotels with connecting rooms

Library
The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (81)
"The staff was super friendly and welcoming. The house was beautiful and the grounds full of things to explore. The breakfast was presently with panache and tasted great. We swam in the pool, ate at local restaurants, pet a turkey, and visited the local winery. I would highly recommend this establishment. "
United States
Juliette
The price is 6.416.475 ₫
7.122.221 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Bevin House Bed & Breakfast
Lunch and dinner served
Delamar West Hartford

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1000)
"very good coffee bar in the lobby; clean and quiet room. spacious bathroom; good hot water pressure in the shower"
United States
Janet
The price is 7.688.652 ₫
9.236.915 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Delamar West Hartford
Terrace/patio
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (444)
"Clean, spacious and the staff is great! Second time there in the last 6 months and will continue to stay there every time I go to CT. "
United States
Frances
The price is 3.000.410 ₫
3.450.471 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Home2 Suites by Hilton East Haven New Haven
Exterior
Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1000)
"Great place to stay"
United States
Craig
The price is 2.554.107 ₫
2.937.223 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Branford-New Haven by IHG
Indoor pool
Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
8.8 out of 10, Excellent, (999)
"Clean room and staff wonderful "
United States
Liliana
The price is 3.020.153 ₫
3.473.176 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Wallingford/Meriden
Breakfast and brunch served
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
Downtown New Haven
8.6 out of 10, Excellent, (1007)
"Great traditional New Haven Hotel. From check in to check out staff was very professional and welcoming. Great job for all of your staff."
United States
Christopher
The price is 4.452.928 ₫
5.120.867 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Omni New Haven Hotel at Yale
Property amenity
Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (705)
"Convenient location. The restaurants around the property were great. "
United States
Stephen
The price is 3.290.500 ₫
3.784.075 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Courtyard by Marriott Hartford Cromwell
Library
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (962)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is 7.499.708 ₫
8.624.796 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Litchfield Inn
Exterior
Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1001)
"The hotel is so clean. Staff at front desk was very nice. The room itself was amazing "
United States
Celeste
The price is 3.432.123 ₫
3.946.942 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Homewood Suites by Hilton Southington, CT
Breakfast, lunch and dinner served
DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown
4.0 star property
Downtown Hartford
7.6 out of 10, Good, (1001)
"Awesome place "
United States
Vijayakumar
The price is 4.079.694 ₫
4.691.648 ₫ total
includes taxes & fees
25 Dec - 26 Dec
DoubleTree by Hilton Hartford Downtown
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

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"Clean room -comfortable bed. no complaints "
Kelly 2-night trip
Posted 2 days ago
Hamden Hotel and Suites – Hamden New Haven

Frequently asked questions

How much do hotels with connecting rooms in Cheshire cost?
The price range for hotels with connecting rooms in Cheshire is 2.542.899 ₫ to 9.236.915 ₫ per night. No matter your budget, you're sure to find a place that makes your wallet happy — as well as your whole crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Cheshire?
Cheshire has multiple hotels with connecting rooms with a total average guest review rating of 8.8. Homewood Suites by Hilton Southington, CT comes highly rated if you're holidaying with the kids or as a group. Travellers staying at this 3-star hotel can enjoy conveniences such as a firepit and a swimming pool. Hilton Garden Inn Wallingford/Meriden is another popular choice. This 3-star hotel offers connecting rooms plus a swimming pool and a restaurant.
How many hotels with adjoining rooms are there in Cheshire?
Cheshire has 1 hotels with adjoining rooms. To help you locate a place that's perfect, make use of our filters to search for other must-have hotel amenities.
What are the best cheap hotels with connecting rooms in Cheshire?
Holiday Inn Express & Suites Meriden, an IHG Hotel is one of the most affordable hotels with connecting rooms in Cheshire and includes a swimming pool and hypo-allergenic bedding. Another popular choice that's easy on the wallet is Holiday Inn Express Southington, an IHG Hotel. Amenities here include a swimming pool and premium bedding. Rates for hotels with connecting rooms start from 2.542.899 ₫ per night. Taking advantage of free attractions in Cheshire makes your holiday budget stretch even further. Bartlem Park and Drazen Orchards are visitor favourites. With the money you save, you can keep on exploring! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Cheshire?
Travelling with your group in Cheshire is a cinch at Homewood Suites by Hilton Wallingford-Meriden. Offering connecting rooms and conveniences like complimentary breakfast and a barbecue grill, your crew will enjoy their space at this 3-star stay. Courtyard New Haven Wallingford is another family-friendly hotel with connecting rooms. It has a 3-star rating and conveniences including WiFi and laundry facilities. Cheshire boasts loads of family-friendly attractions to explore that'll keep the kids entertained. Lake Compounce and Lake Beseck Beach guarantee fun for travellers young and old.
Why book your hotel with connecting rooms in Cheshire with Expedia?
Booking a hotel with connecting rooms in Cheshire is as easy as entering your travel dates and choosing a place suited to your needs. In search of something upscale or budget friendly, or a stay that also offers a pool and a hot tub? Use Expedia's search filters to narrow your results even further and find the ideal fit at the right price.
How can I find cheap hotels with connecting rooms in Cheshire?
An excellent way to locate cheap hotels with connecting rooms in Cheshire is with Expedia's filter tool. Narrow your search results by budget, star rating and amenities to nab excellent rates in a couple of clicks.
What is there to do in Cheshire near my hotel with connecting rooms?
If you want to discover the sights of Cheshire, check out Barker Character, Comic and Cartoon Museum. It's popular among locals and travellers alike.