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

Graduate by Hilton New Haven 1151 Chapel Street, New Haven, CT 06511 +1-888-389-4121 ~13.12 miles south of Cheshire
  • High end property
  • Check in: 4:00 PM - anytime
Call to Book
Add your dates for price
Excellent 9.2 /10 Hotel Reviews Call BookMore Details
The Blake Hotel 9 High Street, New Haven, CT 06510 +1-888-675-2083 ~13.31 miles south of Cheshire
  • High-end hotel
  • 108 rooms in property
Call to Book
Add your dates for price
Excellent 9.4 /10 Review Score Call BookMore Details
Omni New Haven Hotel at Yale 155 Temple St, New Haven, CT 06510 +1-800-716-8490 ~13.28 miles south of Cheshire
  • High end property
  • Check in: 4:00 PM - anytime
Call to Book
Add your dates for price
Very Good 8.6 /10 Hotel Reviews Call BookMore Details
New Haven Hotel 229 George Street, New Haven, CT 06510 +1-800-805-5223 ~13.39 miles south of Cheshire
  • Mid-scale hotel
  • Check-in time: 3:00 PM - midnight
Call to Book
Add your dates for price
Very Good 8.4 /10 Latest Reviews Call BookMore Details
The Study at Yale 1157 Chapel Street, New Haven, CT 06511 +1-888-965-1860 ~13.12 miles south of Cheshire
  • 3-star hotel
  • Check in: 3:00 PM - 1:00 AM
Call to Book
Add your dates for price
Very Good 8.9 /10 Recent Reviews Call BookMore Details
Hotel Marcel New Haven Tapestry Collection by Hilton 500 Sargent Drive, New Haven, CT 06511 +1-888-788-5576 ~13.91 miles south of Cheshire
  • 4 star hotel
  • 165 sleeping rooms in hotel
Call to Book
Add your dates for price
Excellent 9.4 /10 Hotel Reviews Call BookMore Details
Courtyard New Haven at Yale 30 Whalley Ave, New Haven, CT 06511 +1-888-897-9207 ~12.84 miles south of Cheshire
  • 3-star hotel
  • Check in: 3:00 PM - midnight
Call to Book
Add your dates for price
Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Hilton Garden Inn Stony Brook 1 Circle Road, Stony Brook, NY 11794 +1-888-311-4278 ~41.82 miles south of Cheshire
  • 3-star hotel
  • Gym / Fitness Center Available
Call to Book
Add your dates for price
Excellent 9.0 /10 Latest Reviews Call BookMore Details
The Stamford Hotel 700 East Main Street, Stamford, CT 06901 +1-888-469-4795 ~44.77 miles southwest of Cheshire
  • Affordable hotel
  • Pets are OK
Call to Book
Add your dates for price
Average 7.9 /10 Recent Reviews Call BookMore Details
Mohegan Sun 1 Mohegan Sun Boulevard, Montville, CT 06382 +1-888-734-9421 ~41.93 miles east of Cheshire
  • Resort hotel
  • 176 suites in property
Call to Book
Add your dates for price
Very Good 8.8 /10 Reviews Call BookMore Details
EVEN Hotel Norwalk by IHG 426 Main Ave. Route 7, Norwalk, CT 06851 +1-888-841-5292 ~36.37 miles southwest of Cheshire
  • Mid-scale hotel
  • 4 floors in property
Call to Book
Add your dates for price
Very Good 8.4 /10 Review Score Call BookMore Details
MGM Springfield One MGM Way, Springfield, MA 01103 +1-888-455-5160 ~44.60 miles north of Cheshire
  • 4-star hotel
  • Hotel has 28 suites
Call to Book
Add your dates for price
Excellent 9.0 /10 Reviews Call BookMore Details
Cambria Hotel New Haven University Area 20 Dwight Street, New Haven, CT 06511 +1-888-965-8297 ~13.31 miles south of Cheshire
  • 3-star property
  • Check in time: 3:00 PM - anytime
Call to Book
Add your dates for price
Very Good 8.5 /10 Read Reviews Call BookMore Details
Norwalk Inn & Conference Center 99 East Avenue, Norwalk, CT 06851 +1-888-906-6358 ~37.08 miles southwest of Cheshire
  • High-end property
  • 3 floors in property
Call to Book
Add your dates for price
Very Good 8.9 /10 Recent Reviews Call BookMore Details
Hotel Zero Degrees Danbury 15 Milestone Road, Danbury, CT 06810 +1-888-749-6785 ~32.83 miles west of Cheshire
  • 4-star hotel
  • Check in: 3:00 PM - 2:00 AM
Call to Book
Add your dates for price
Excellent 9.4 /10 Read Reviews Call BookMore Details
Homewood Suites by Hilton Orange New Haven 99 Marsh Hill Road, Orange, CT 06477 +1-888-878-9982 ~17.64 miles south of Cheshire
  • 3-star hotel
  • 121 rooms in hotel
Call to Book
Add your dates for price
Excellent 9.2 /10 Recent Reviews Call BookMore Details
The Goodwin Hotel 1 Haynes St, Hartford, CT 06103 +1-888-389-4485 ~21.97 miles northeast of Cheshire
  • 3-star property
  • Check-in time: 3:00 PM - 3:00 AM
Call to Book
Add your dates for price
Excellent 9.0 /10 Guest Reviews Call BookMore Details
Marriott Hartford Downtown 200 Columbus Boulevard, Hartford, CT 06103 +1-888-389-4121 ~22.03 miles northeast of Cheshire
  • Four star property
  • 409 rooms in hotel
Call to Book
Add your dates for price
Very Good 8.8 /10 Latest Reviews Call BookMore Details
Delamar West Hartford 1 Memorial Road, West Hartford, CT 06107 +1-888-675-2083 ~20.01 miles northeast of Cheshire
  • Four-star property
  • Pets Welcome
Call to Book
Add your dates for price
Excellent 9.8 /10 Reviews Call BookMore Details
The Circle Hotel Fairfield 417 Post Road, Fairfield, CT 06430 +1-800-716-8490 ~29.79 miles southwest of Cheshire
  • Midscale hotel
  • Pets are OK
Call to Book
Add your dates for price
Excellent 9.0 /10 Read Reviews Call BookMore Details
Amsterdam Hotel 19 Clarks Hill Ave, Stamford, CT 06902 +1-800-805-5223 ~44.67 miles southwest of Cheshire
  • Low Cost property
  • 6 floors in hotel
Call to Book
Add your dates for price
Very Good 8.6 /10 Review Score Call BookMore Details
Trumbull Marriott Shelton 180 Hawley Ln, Trumbull, CT 06611 +1-888-965-1860 ~22.14 miles southwest of Cheshire
  • 3 star property
  • Hotel has 5 floors
Call to Book
Add your dates for price
Very Good 8.0 /10 Latest Reviews Call BookMore Details
Inn at Middletown 70 Main Street, Middletown, CT 06457 +1-888-788-5576 ~13.93 miles east of Cheshire
  • Affordable hotel
  • Check in time: 3:00 PM - 5:30 AM
Call to Book
Add your dates for price
Excellent 9.0 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Hartford Downtown 942 Main St, Hartford, CT 06103 +1-888-897-9207 ~22.16 miles northeast of Cheshire
  • 3-star property
  • Hotel has 8 floors
Call to Book
Add your dates for price
Very Good 8.6 /10 Reviews Call BookMore Details
The Armon Stamford Hotel & Conference 2701 Summer St, Stamford, CT 06905 +1-888-311-4278 ~44.67 miles southwest of Cheshire
  • 3 star hotel
  • Hotel has 5 floors
Call to Book
Add your dates for price
Average 7.5 /10 Latest Reviews Call BookMore Details
Danfords Hotel and Marina 25 East Broadway, Port Jefferson, NY 11777 +1-888-469-4795 ~38.91 miles south of Cheshire
  • 3-star hotel
  • 89 rooms in hotel
Call to Book
Add your dates for price
Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Hyatt Place Uncasville - Casino Area 2049 Norwich, Montville, CT 06382 +1-888-734-9421 ~41.80 miles east of Cheshire
  • 3 star hotel
  • Pets Welcome
Call to Book
Add your dates for price
Very Good 8.7 /10 Recent Reviews Call BookMore Details
The Watershed 353 Main Ave, Norwalk, CT 06851 +1-888-841-5292 ~36.69 miles southwest of Cheshire
  • 3-star property
  • Pets are Welcome
Call to Book
Add your dates for price
Excellent 9.2 /10 Guest Reviews Call BookMore Details
Residence Inn by Marriott Norwalk 45 South Main Street, Norwalk, CT 06854 +1-888-455-5160 ~38.47 miles southwest of Cheshire
  • 3-star hotel
  • Free comp. breakfast
Call to Book
Add your dates for price
Very Good 8.8 /10 Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford 136 Marsh Hill Rd, Orange, CT 06477 +1-888-965-8297 ~17.40 miles south of Cheshire
  • Midscale hotel
  • Check-in: 3:00 PM - midnight
Call to Book
Add your dates for price
Very Good 8.4 /10 Recent Reviews Call BookMore Details
Graduate by Hilton Storrs 855 Bolton Rd, Storrs, CT 06268 +1-888-906-6358 ~39.94 miles northeast of Cheshire
  • Four-star hotel
  • 5 floors in hotel
Call to Book
Add your dates for price
Excellent 9.6 /10 Reviews Call BookMore Details
Delamar Southport 275 Old Post Rd, Southport, CT 06890 +1-888-749-6785 ~31.84 miles southwest of Cheshire
  • High end hotel
  • Hotel has an eco-friendly policy See policy
Call to Book
Add your dates for price
Excellent 9.6 /10 Read Reviews Call BookMore Details
DoubleTree by Hilton Hartford Downtown 315 Trumbull St, Hartford, CT 06103 +1-888-878-9982 ~22.15 miles northeast of Cheshire
  • High end hotel
  • 2 suites in hotel
Call to Book
Add your dates for price
Average 7.8 /10 Recent Reviews Call BookMore Details
Heritage Hotel Golf & Conference Center 522 Heritage Road, Southbury, CT 06488 +1-888-389-4485 ~16.62 miles west of Cheshire
  • Three Star property
  • 163 sleeping rooms in hotel
Call to Book
Add your dates for price
Very Good 8.4 /10 Review Score Call BookMore Details
Hyatt House Shelton 830 Bridgeport Ave, Shelton, CT 06484 +1-888-389-4121 ~19.63 miles southwest of Cheshire
  • Midscale hotel
  • 127 rooms in property
Call to Book
Add your dates for price
Very Good 8.6 /10 Guest Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden 1181 Barnes Rd, Wallingford, CT 06492 +1-888-675-2083 ~7.30 miles east of Cheshire
  • Mid-scale property
  • Hotel has 13 suites
Call to Book
Add your dates for price
Excellent 9.0 /10 Review Score Call BookMore Details
Courtyard New Haven Wallingford 600 Northrop Rd, Wallingford, CT 06492 +1-800-716-8490 ~6.94 miles east of Cheshire
  • Three Star property
  • Pets/Animals Allowed
Call to Book
Add your dates for price
Very Good 8.8 /10 Guest Reviews Call BookMore Details
Sheraton Hartford Hotel at Bradley Airport 1 Bradley International Airport, Windsor Locks, CT 06096 +1-800-805-5223 ~31.91 miles north of Cheshire
  • Three Star property
  • Pets Welcome
Call to Book
Add your dates for price
Excellent 9.2 /10 Reviews Call BookMore Details
Homewood Suites by Hilton Stratford 6905 Main St, Stratford, CT 06614 +1-888-965-1860 ~20.13 miles southwest of Cheshire
  • Midscale property
  • Has environment-friendly policy See more
Call to Book
Add your dates for price
Very Good 8.8 /10 Read Reviews Call BookMore Details
Home2 Suites by Hilton Long Island Brookhaven 101 Blvd. East, Yaphank, NY 11980 +1-888-788-5576 ~44.98 miles south of Cheshire
  • 3-star hotel
  • 146 rooms in hotel
Call to Book
Add your dates for price
Very Good 8.9 /10 Latest Reviews Call BookMore Details
Courtyard by Marriott Shelton 780 Bridgeport Ave, Shelton, CT 06484 +1-888-897-9207 ~19.43 miles southwest of Cheshire
  • Midscale hotel
  • Fitness + Health Center
Call to Book
Add your dates for price
Very Good 8.6 /10 Guest Reviews Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd, Shelton, CT 06484 +1-888-311-4278 ~18.96 miles southwest of Cheshire
  • Midscale property
  • Hotel has 3 suites
Call to Book
Add your dates for price
Very Good 8.0 /10 Review Score Call BookMore Details
The Spa at Norwich Inn 607 West Thames St, Norwich, CT 06360 +1-888-469-4795 ~41.99 miles east of Cheshire
  • 3-star property
  • Check in: 4:00 PM - 3:00 AM
Call to Book
Add your dates for price
Excellent 9.0 /10 Read Reviews Call BookMore Details
Hyatt Place Milford / New Haven 190 Old Gate Lane, Milford, CT 06460 +1-888-734-9421 ~19.52 miles south of Cheshire
  • Three Star property
  • 86 rooms in property
Call to Book
Add your dates for price
Very Good 8.6 /10 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford-Meriden 90 Miles Drive, Wallingford, CT 06492 +1-888-841-5292 ~6.94 miles east of Cheshire
  • Affordable property
  • Pet Friendly
Call to Book
Add your dates for price
Excellent 9.0 /10 Recent Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol Connecticut 42 Century Dr, Bristol, CT 06010 +1-888-455-5160 ~10.73 miles north of Cheshire
  • Expensive hotel
  • 19 suites in hotel
Call to Book
Add your dates for price
Excellent 9.0 /10 Review Score Call BookMore Details
Avon Old Farms Hotel 279 Avon Mountain Rd, Avon, CT 06001 +1-888-965-8297 ~21.74 miles north of Cheshire
  • Three Star property
  • Comp. Breakfast
Call to Book
Add your dates for price
Very Good 8.4 /10 Guest Reviews Call BookMore Details
Holiday Inn Cheshire - Southington by IHG 64 Knotter Drive, Southington, CT 06410 +1-888-906-6358 ~4.43 miles north of Cheshire
  • Affordable hotel
  • 3 floors in property
Call to Book
Add your dates for price
Very Good 8.2 /10 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton-Hartford South-Glastonbury CT 65 Glastonbury Blvd, Glastonbury, CT 06033 +1-888-749-6785 ~21.54 miles northeast of Cheshire
  • 3-star hotel
  • Fitness center on property
Call to Book
Add your dates for price
Very Good 8.8 /10 Reviews Call BookMore Details
Residence Inn by Marriott Milford 62 Rowe Avenue, Milford, CT 06460 +1-888-878-9982 ~22.05 miles southwest of Cheshire
  • Affordable hotel
  • Pets are Allowed
Call to Book
Add your dates for price
Excellent 9.2 /10 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.

"Very pretty area"
Score 4.0 / 5

Sharon M., from 25-Oct-2026
"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