Cheshire Connecticut Accommodations

Find hotels in Cheshire using the list and search tools below. Search for cheap and discounted hotel and motel rates in or near Cheshire, CT for your business or personal leisure travel. Discover the most popular Cheshire Connecticut hotel/motel rooms. Review the Cheshire hotel list below to find the perfect lodging. We also have a map of the Cheshire hotels. Booking 5+ Rooms? Find Cheshire Group Hotel Discounts

The Cheshire center point is around the area of Cheshire Academy and 2 miles south of Barker Animation Art Gallery.

Cheshire is a town within New Haven County, Connecticut. The population center of the state is located in Cheshire, which has nearly 30,000 residents. In the late 17th century, the area was settled as part of Wallingford, when it was referred to as New Cheshire Parish. Nearly a century later, it was granted independence from Wallingford and incorporated as Cheshire in 1780. The town sits about 25 miles from Hartford, the state capital, and borders Meriden, Wallingford, Hamden, Bethany, Prospect, Waterbury, and Wolcott. Cheshire is also known as the “Bedding Plant Capital of Connecticut.” More from this guide...

Cheshire Hotels/Accommodations

Cheshire Welcome Inn : 1106 South Main St. 1106 South Main St., Cheshire, CT 06410 Call
  • Inexpensive hotel
  • 25 sleeping rooms in hotel
From£44
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Southington Chesire Ct in Cheshire 64 Knotter Dr., Cheshire, CT 06410 Call
  • Mid-scale Highway hotel
  • Check in: 3:00PM
From£58
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge Milldale - Southington - Plantsville 1845 Meriden Waterbury Turnpike, Plantsville, CT 06467 Call ~4.57 miles north of Cheshire
  • Two-star Highway property
  • Hotel has 3 floors
From£32
Average 3.0 /5 Recent Reviews Call BookMore Details
Whitney Inn & Suites : 3400 Whitney Ave. 3400 Whitney Ave., Hamden, CT 06518 Call ~5.42 miles south of Cheshire
  • Low Cost Suburban property
  • Check in time: 3.00
From£31
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Waterbury East 95 Scott Rd., Waterbury, CT 06705 Website Call ~5.51 miles northwest of Cheshire
  • Two-star Resort hotel
  • Check in time: 03:00 pm
From£50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~6.89 miles east of Cheshire
  • 3-star Suburban property
  • Comp. Breakfast
From£77
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Fairfield Wallingford Meriden 100 Miles Dr., Wallingford, CT 06492 Call ~6.95 miles east of Cheshire
  • Inexpensive Suburban property
  • Hotel has 116 rooms
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard New Haven Wallingford in Wallingford 600 Northrop Rd., Wallingford, CT 06492 Call ~6.97 miles east of Cheshire
  • Affordable Suburban property
  • Hotel has 3 floors
From£44
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Meriden East 900 East Main St., Meriden, CT 06450 Call ~7.11 miles east of Cheshire
  • Mid-scale Downtown property
  • Check in time: 11:00
From£58
Very good 4.0 /5 Recent Reviews Call BookMore Details
Encore Apartments 275 Research Pkwy., Meriden, CT 06450 Call ~7.15 miles east of Cheshire
  • Affordable Suburban hotel
  • Hotel has 6 floors
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 Call ~7.22 miles southeast of Cheshire
  • Mid-scale Suburban hotel
  • 141 rooms in hotel
From£58
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden in Wallingford 1181 Barnes Rd., Wallingford, CT 06492 Call ~7.24 miles east of Cheshire
  • 3-star Suburban hotel
  • 139 rooms in property
From£46
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn Meriden 10 Bee St., Meriden, CT 06450 Call ~7.31 miles east of Cheshire
  • Midscale Suburban hotel
  • Check in time: 3:00PM
From£58
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Naugatuck-Shelton, CT in Naugatuck 716 New Haven Rd., Naugatuck, CT 06770 Website Call ~7.39 miles west of Cheshire
  • Low priced Rural property
  • Comp. Breakfast
From£44
Average 3.5 /5 Guest Reviews Call BookMore Details
Mainstay Suites by Choice Hartford Meriden Closed 1151 East Main St., Meriden, CT 06450 Call ~7.43 miles east of Cheshire
  • Cheap Suburban property
  • 3 floors in hotel
From£44
Average 3.0 /5 Reviews Call BookMore Details
Extended Stay America Suites Hartford Meriden in Meriden 366 Bee St., Meriden, CT 06450 Call ~7.61 miles east of Cheshire
  • Low Cost property
  • 104 rooms in property
From£50
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn Southington : 778 West St. 778 West St., Southington, CT 06489 Website Call ~7.63 miles north of Cheshire
  • Affordable Rural property
  • 94 sleeping rooms in hotel
From£58
Very good 4.0 /5 Read Reviews Call BookMore Details
AmeriVu Inn & Suites : 1273 Wolcott Rd. 1273 Wolcott Rd., Wolcott, CT 06716 Call ~8.01 miles northwest of Cheshire
  • Two-star property
  • Check-in time: 15:00
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott New Haven Hamden : 2312 Whitney Ave. 2312 Whitney Ave., Hamden, CT 06518 Call ~8.01 miles south of Cheshire
  • Midscale property
  • 124 rooms in hotel
From£58
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown 63 Grand St., Waterbury, CT 06702 Call ~8.01 miles west of Cheshire
  • 3 star Downtown hotel
  • 8 meeting rooms in property
From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
Hamden Hotel & Suites – Hamden New Haven : 2260 Whitney Ave. 2260 Whitney Ave., Hamden, CT 06518 Call ~8.13 miles south of Cheshire
  • 3-star Suburban hotel
  • Hotel has 4 floors
From£33
Average 3.0 /5 Review Score Call BookMore Details
La Bella Vista 380 Farmwood Rd., Waterbury, CT 06704 Call ~8.25 miles northwest of Cheshire
  • Low priced property
Homewood Suites by Hilton Southington, CT - Southington 1096 West St., Southington, CT 06489 Call ~8.29 miles north of Cheshire
  • Mid-scale Golf Course hotel
  • 4 floors in property
From£58
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Southington - Southington 1081 West St., Southington, CT 06489 Call ~8.30 miles north of Cheshire
  • 3-star Suburban property
  • 2 suites in hotel
From£55
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Suites 2090 North Broad St., Meriden, CT 06450 Call ~8.64 miles northeast of Cheshire
  • 3-star Suburban property
  • Comp. Breakfast
From£58
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Meriden by IHG in Meriden 2104 North Broad St., Meriden, CT 06450 Call ~8.66 miles northeast of Cheshire
  • Affordable Suburban hotel
  • Free breakfast
From£56
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Southington : 30 Laning St. 30 Laning St., Southington, CT 06489 Call ~9.22 miles north of Cheshire
  • Low priced Downtown hotel
  • Free breakfast available
From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Waterbury : 777 Chase Pkwy. 777 Chase Pkwy., Waterbury, CT 06708 Call ~9.37 miles west of Cheshire
  • 3 star Suburban hotel
  • Gym is available on property
From£58
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel 120 Laning St., Southington, CT 06489 Call ~9.38 miles north of Cheshire
  • Affordable Suburban property
  • Hotel has an eco-friendly policy Read more
From£44
Very good 4.0 /5 Review Score Call BookMore Details
Motel 6 Southington, CT - Hartford 625 Queen St., Southington, CT 06489 Call ~9.49 miles north of Cheshire
  • 2-star property
  • 124 rooms in hotel
From£44
Average 3.0 /5 Review Score Call BookMore Details
Days Inn by Wyndham Berlin Meriden in Berlin 2387 Berlin Turnpike, Berlin, CT 06037 Call ~9.73 miles northeast of Cheshire
  • 2 star property
  • Free breakfast available
From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Way Inn in Rockfall 31 Meriden Rd., Rockfall, CT 06455 Call ~9.80 miles east of Cheshire
  • Economy Highway property
  • Check in: 12:00 PM
From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus New England Inn & Suites 2253 Berlin Turnpike, Berlin, CT 06037 Call ~9.93 miles northeast of Cheshire
  • Three Star Suburban hotel
  • Gym is available on property
From£49
Very good 4.0 /5 Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr., Bristol, CT 06010 Call ~10.73 miles north of Cheshire
  • Three Star Suburban property
  • 7 meeting rooms in hotel
From£109
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Conference Center - New Haven 100 Pond Lily Ave., New Haven, CT 06525 Call ~11.47 miles south of Cheshire
  • Low Cost property
  • Check in time: 15:00
From£47
Very good 4.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham New Haven : 270 Foxon Blvd. 270 Foxon Blvd., New Haven, CT 06513 Call ~12.21 miles south of Cheshire
  • 2 star property
  • Check in: 15:00
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott - Plainville 400 New Britain Ave., Plainville, CT 06062 Call ~12.51 miles north of Cheshire
  • Midscale Highway property
  • Hotel has 2 meeting rooms
From£58
Average 3.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Cromwell/Middletown : 1 Industrial Park Rd. Cromwell 1 Industrial Park Rd. Cromwell, Cromwell, CT 06416 Call ~12.59 miles northeast of Cheshire
  • 2 star Highway property
  • 90 rooms in property
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell 4 Sebethe Dr., Cromwell, CT 06416 Call ~12.70 miles northeast of Cheshire
  • Affordable Suburban hotel
  • 3 floors in hotel
From£58
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Cromwell - Middletown in Cromwell 111 Berlin Rd., Cromwell, CT 06416 Website Call ~12.80 miles northeast of Cheshire
  • Two star Highway hotel
  • 4 floors in property
From£40
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Lion Hotel Cromwell - Cromwell 100 Berlin Rd., Cromwell, CT 06416 Call ~12.83 miles northeast of Cheshire
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
From£50
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott at Yale - New Haven 30 Whalley Ave., New Haven, CT 06511 Call ~12.83 miles south of Cheshire
  • Mid-scale Downtown property
  • Check-in: 3:00pm
From£87
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell 76 Berlin Rd., Cromwell, CT 06416 Call ~13.07 miles northeast of Cheshire
  • Three Star Highway property
  • 4 floors in hotel
From£58
Very good 4.0 /5 Latest Reviews Call BookMore Details
Graduate by Hilton New Haven in New Haven 1151 Chapel St., New Haven, CT 06511 Call ~13.12 miles south of Cheshire
  • 4-star Downtown hotel
  • 5 floors in property
From£55
Average 3.0 /5 Hotel Reviews Call BookMore Details
Omni New Haven Hotel at Yale 155 Temple St., New Haven, CT 06510 Call ~13.24 miles south of Cheshire
  • 4 star Downtown hotel
  • Fitness + Health Center
From£102
Very good 4.0 /5 Reviews Call BookMore Details
Wyndham Southbury in Southbury 1284 Strongtown Rd., Southbury, CT 06488 Call ~13.27 miles west of Cheshire
  • Three Star Mountain property
  • Check in time: 3:00pm
From£58
Average 3.5 /5 Guest Reviews Call BookMore Details
Cambria Hotel 20 Dwight St., New Haven, CT 06511 Website Call ~13.30 miles south of Cheshire
  • Three Star Downtown property
  • Check in time: 3:00 PM
From£58
Average 3.0 /5 Read Reviews Call BookMore Details
The Blake Hotel : 9 High St. 9 High St., New Haven, CT 06510 Call ~13.30 miles south of Cheshire
  • Expensive Downtown property
  • 9 suites in hotel
From£91
Average 3.0 /5 Recent Reviews Call BookMore Details
New Haven Hotel 229 George St., New Haven, CT 06510 Call ~13.36 miles south of Cheshire
  • Midscale Downtown hotel
  • Hotel has 135 rooms
From£58
Average 3.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Hartford - New Britain in New Britain 65 Columbus Blvd., New Britain, CT 06051 Call ~13.37 miles northeast of Cheshire
  • Cheap Suburban property
  • 6 floors in property
From£34
Very good 4.0 /5 Read Reviews Call BookMore Details

Next: See My Cheshire Hotels with Pricing

What time of year is best to visit Cheshire, CT?

The climate in Cheshire is fairly moderate throughout the spring, summer, and fall seasons. During the winter, it does get fairly cold, with lows in the teens and 20s. If you visit during this time of the year, make sure to bring plenty of warm gear. You may be able to get a lower hotel rate, as some people take vacations to warmer locations during the winter months.

Cheshire doesn't host any major events, so you won't see dramatic spikes in hotel rates at specific times of the year. Around the holidays, the prices do tend to go up to accommodate higher rates of travel. Certain events in nearby larger cities could also impact the hotel availability and pricing in Cheshire.

What are the best hotels in Cheshire, CT that offer discounts?

You can score discounted rates at several hotels in the area if you're a member of AAA. Hotels offering AAA discounts include Quality Inn, Comfort Inn Naugatuck, Four Points by Sheraton Meriden, Residence Inn by Marriott Southington, Clarion Hotel & Suites Hamden New Haven, and Quality Inn & Suites. Senior discounts are provided at properties like Extended Stay Hartford Meriden, Courtyard by Marriott Waterbury Downtown, Holiday Inn Express Hotel & Suites Meriden, and Homewood Suites by Hilton Southington, CT.

Many of the hotels in this area also provide discounts for groups of travelers. If you book several rooms together, you may qualify for a group rate, depending on how many people are traveling with you. If you're a member of the military or a government employee, you may also qualify for a discount at Doubletree by Hilton Hotel Bristol, Red Lion Hotel Cromwell, La Quinta Inn & Suites New Haven, and Courtyard New Haven Wallingford.

Where are the best budget hotels around Cheshire, CT?

One of the hotels offering the best value in the area is Residence Inn by Marriott Southington, located about 8 miles from Cheshire. This all-suite property has a fitness center, an indoor swimming pool, a fireplace in the lobby, and barbecue grills for guest use. You can also start your day at the free breakfast buffet, which includes eggs, bread and baked goods, meat, fresh waffles, juice, and coffee. The deli also serves guests for other meals. Every room features a sofa bed, a pillowtop mattress, wireless and wired internet access, a desk, a separate sitting area, a fully equipped kitchen with a fridge, stovetop, and microwave, and free daily newspapers.

Homewood Suites by Hilton Wallingford-Meriden also delivers a home-inspired atmosphere, with full-sized refrigerators, stovetops, down comforters, double sofa beds, 37-inch flat-screen TVs with cable programming, and complimentary newspapers on weekdays in each of the rooms. The hotel has a 24-hour fitness center, free Wi-Fi, a lobby fireplace, a gift shop, a lounge, and a free breakfast buffet each morning with hot and cold food items. If you're in the area to play some golf, this property is about 6 miles from the Tradition Golf Club at Wallingford.

At Fairfield Inn by Marriott Wallingford, you can enjoy a high-value stay within a few miles of Cheshire. Every room has a refrigerator, a flat-screen TV, free wireless internet access, a microwave, a desk, and complimentary toiletries in the private bathroom. Take advantage of the amenities, which include a complimentary shuttle with stops at attractions in the area, a picnic spot on the property, a free breakfast buffet each day, free parking, and a 24-hour business center.

What are the things to see and do in Cheshire, CT?

If you're up for exploring the natural surroundings, Cheshire is a great spot to visit. The Farmington Canal Heritage Trail is a paved, accessible trail that is perfect for adventurers of all skill levels. When the weather is pleasant, head to Hubbard Park, a large green space with a lake in the center. You can also check out Brooksvale Park, which is especially appealing for travelers with kids. If you're visiting with young children, Whippersnapper's Play Gym is always a popular attraction.

Sleeping Giant State Park is about 6 miles from Cheshire, and it's certainly worth the trip. This breathtaking natural area is especially impressive during the fall season when the leaves change color and provide spectacular backdrops for photos. If you'd like to learn more about the area, check out the Cheshire Historical Society, a historical museum with exhibits and artifacts from the early days of this town.

Enjoy the relaxation and small-town atmosphere in Cheshire, where you can truly get away and reconnect with your loved ones. With a number of hotel options in the area, it's easy to find the perfect spot to stay for your vacation.

Verified reviews of the city of Cheshire

Below are reviews of the city of Cheshire, CT from an actual visitor's perspective.

"Great Location"
Score 5.0 / 5

Small, central location of the very clean town,

Richard S., from 25-Aug-2025
"Clean place with lots of shops and friendly people."
Score 4.0 / 5

Clean place with lots of shops and friendly people.

Bobbie H., from 15-Jul-2025
Back to Top