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.
+1-888-389-4121
1106 South Main St., Cheshire, CT 06410 +1-888-389-4121
  • Two-star property
  • Check in: 14:00
From£47
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Cheshire Southington
+1-888-675-2083
64 Knotter Dr., Cheshire, CT 06410 +1-888-675-2083
  • 3 star Highway hotel
  • Fitness center on property
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
Econo Lodge Milldale - Southington - Plantsville
+1-800-716-8490
1845 Meriden Waterbury Turnpike, Plantsville, CT 06467 +1-800-716-8490 ~4.58 miles north of Cheshire
  • Economical Highway hotel
  • 58 sleeping rooms in hotel
From£34
Average 3.0 /5 Recent Reviews Call BookMore Details
Whitney Inn & Suites : 3400 Whitney Ave.
+1-800-805-5223
3400 Whitney Ave., Hamden, CT 06518 +1-800-805-5223 ~5.43 miles south of Cheshire
  • 2 star Suburban hotel
  • Fitness center on property
From£34
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn
+1-888-965-1860
95 Scott Rd., Waterbury, CT 06705 Website +1-888-965-1860 ~5.51 miles northwest of Cheshire
  • 2 star Resort property
  • Check in time: 03:00 pm
From£54
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+1-888-788-5576
90 Miles Dr., Wallingford, CT 06492 +1-888-788-5576 ~6.90 miles east of Cheshire
  • Three Star Suburban hotel
  • 104 suites in hotel
From£83
Very good 4.5 /5 Latest Reviews Call BookMore Details
Fairfield Wallingford Meriden : 100 Miles Dr.
+1-888-897-9207
100 Miles Dr., Wallingford, CT 06492 +1-888-897-9207 ~6.96 miles east of Cheshire
  • Two-star Suburban property
  • 4 floors in hotel
From£47
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard New Haven Wallingford
+1-888-311-4278
600 Northrop Rd., Wallingford, CT 06492 +1-888-311-4278 ~6.98 miles east of Cheshire
  • Midscale Suburban hotel
  • Check in: 3:00pm
From£47
Very good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites
+1-888-469-4795
900 East Main St., Meriden, CT 06450 +1-888-469-4795 ~7.12 miles east of Cheshire
  • 3-star Downtown property
  • 102 sleeping rooms in hotel
From£63
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Encore Apartments : 275 Research Pkwy.
+1-888-734-9421
275 Research Pkwy., Meriden, CT 06450 +1-888-734-9421 ~7.16 miles east of Cheshire
  • 3-star Suburban property
  • 150 suites in hotel
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus North Haven Hotel
+1-888-841-5292
201 Washington Ave., North Haven, CT 06473 +1-888-841-5292 ~7.24 miles southeast of Cheshire
  • 3 star Suburban hotel
  • 141 rooms in property
From£62
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden : 1181 Barnes Rd.
+1-888-455-5160
1181 Barnes Rd., Wallingford, CT 06492 +1-888-455-5160 ~7.25 miles east of Cheshire
  • Three Star Suburban property
  • 13 suites in hotel
From£49
Very good 4.0 /5 Read Reviews Call BookMore Details
Red Roof Inn Meriden in Meriden
+1-888-965-8297
10 Bee St., Meriden, CT 06450 +1-888-965-8297 ~7.32 miles east of Cheshire
  • Affordable Suburban property
  • Check-in time: 3:00PM
From£62
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn Naugatuck-Shelton, CT
+1-888-906-6358
716 New Haven Rd., Naugatuck, CT 06770 +1-888-906-6358 ~7.41 miles west of Cheshire
  • Two star Rural hotel
  • Has environment-friendly policy See policy
From£48
Average 3.5 /5 Reviews Call BookMore Details
Mainstay Suites by Choice Hartford Meriden Closed : 1151 East Main St.
+1-888-749-6785
1151 East Main St., Meriden, CT 06450 +1-888-749-6785 ~7.44 miles east of Cheshire
  • Economy Suburban hotel
  • Check-in: 03:00 PM
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Hartford Meriden : 366 Bee St.
+1-888-878-9982
366 Bee St., Meriden, CT 06450 +1-888-878-9982 ~7.62 miles east of Cheshire
  • Low priced hotel
  • Check-in time: 3:00pm
From£54
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Southington in Southington
+1-888-389-4485
778 West St., Southington, CT 06489 Website +1-888-389-4485 ~7.64 miles north of Cheshire
  • Midscale Rural hotel
  • 94 sleeping rooms in hotel
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
AmeriVu Inn & Suites in Wolcott
+1-888-389-4121
1273 Wolcott Rd., Wolcott, CT 06716 +1-888-389-4121 ~8.02 miles northwest of Cheshire
  • 2-star property
  • 40 sleeping rooms in hotel
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown
+1-888-675-2083
63 Grand St., Waterbury, CT 06702 +1-888-675-2083 ~8.02 miles west of Cheshire
  • Mid-scale Downtown property
  • 11 floors in hotel
From£68
Very good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott New Haven Hamden : 2312 Whitney Ave.
+1-800-716-8490
2312 Whitney Ave., Hamden, CT 06518 +1-800-716-8490 ~8.02 miles south of Cheshire
  • Three Star property
  • Check in time: 4:00pm
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven
+1-800-805-5223
2260 Whitney Ave., Hamden, CT 06518 +1-800-805-5223 ~8.14 miles south of Cheshire
  • Three Star Suburban property
  • Has environment-friendly policy Read more
From£35
Average 3.0 /5 Review Score Call BookMore Details
La Bella Vista : 380 Farmwood Rd.
+1-888-965-1860
380 Farmwood Rd., Waterbury, CT 06704 +1-888-965-1860 ~8.26 miles northwest of Cheshire
  • Inexpensive property
Homewood Suites Southington Ct : 1096 West St.
+1-888-788-5576
1096 West St., Southington, CT 06489 +1-888-788-5576 ~8.31 miles north of Cheshire
  • Mid-scale Golf Course hotel
  • Hotel has an eco-friendly policy See more
From£63
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Southington
+1-888-897-9207
1081 West St., Southington, CT 06489 +1-888-897-9207 ~8.32 miles north of Cheshire
  • Midscale Suburban hotel
  • Check in time: 3:00 PM
From£59
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Suites : 2090 North Broad St.
+1-888-311-4278
2090 North Broad St., Meriden, CT 06450 +1-888-311-4278 ~8.65 miles northeast of Cheshire
  • Midscale Suburban hotel
  • Gym / Fitness Center Available
From£63
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Meriden, an IHG Hotel
+1-888-469-4795
2104 North Broad St., Meriden, CT 06450 +1-888-469-4795 ~8.67 miles northeast of Cheshire
  • Three Star Suburban property
  • Hotel has a green policy See more
From£61
Average 3.0 /5 Recent Reviews Call BookMore Details
Days Inn by Wyndham Southington : 30 Laning St.
+1-888-734-9421
30 Laning St., Southington, CT 06489 +1-888-734-9421 ~9.24 miles north of Cheshire
  • 2-star Downtown property
  • Check-in: 12:00 PM
From£47
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Waterbury - Waterbury
+1-888-841-5292
777 Chase Pkwy., Waterbury, CT 06708 +1-888-841-5292 ~9.38 miles west of Cheshire
  • Mid-scale Suburban hotel
  • 4 floors in hotel
From£62
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel in Southington
+1-888-455-5160
120 Laning St., Southington, CT 06489 +1-888-455-5160 ~9.39 miles north of Cheshire
  • Midscale Suburban property
  • Check in: 3pm
From£47
Very good 4.0 /5 Read Reviews Call BookMore Details
Motel 6 Southington, CT - Hartford
+1-888-965-8297
625 Queen St., Southington, CT 06489 +1-888-965-8297 ~9.51 miles north of Cheshire
  • Low Cost hotel
  • 2 floors in hotel
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Berlin Meriden : 2387 Berlin Turnpike
+1-888-906-6358
2387 Berlin Turnpike, Berlin, CT 06037 +1-888-906-6358 ~9.74 miles northeast of Cheshire
  • Two star hotel
  • Gym / Fitness Center Available
From£47
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Way Inn
+1-888-749-6785
31 Meriden Rd., Rockfall, CT 06455 +1-888-749-6785 ~9.82 miles east of Cheshire
  • Cheap Highway hotel
From£47
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus New England Inn & Suites
+1-888-878-9982
2253 Berlin Turnpike, Berlin, CT 06037 +1-888-878-9982 ~9.94 miles northeast of Cheshire
  • Mid-scale Suburban property
  • Gym is available on property
From£53
Very good 4.0 /5 Latest Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut - Bristol
+1-888-389-4485
42 Century Dr., Bristol, CT 06010 +1-888-389-4485 ~10.75 miles north of Cheshire
  • Affordable Suburban property
  • 141 rooms in hotel
From£118
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Conference Center
+1-888-389-4121
100 Pond Lily Ave., New Haven, CT 06525 +1-888-389-4121 ~11.49 miles south of Cheshire
  • 2 star property
  • Check-in time: 15:00
From£51
Very good 4.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham New Haven : 270 Foxon Blvd.
+1-888-675-2083
270 Foxon Blvd., New Haven, CT 06513 +1-888-675-2083 ~12.23 miles south of Cheshire
  • Economical property
  • Check in time: 15:00
From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Plainville : 400 New Britain Ave.
+1-800-716-8490
400 New Britain Ave., Plainville, CT 06062 +1-800-716-8490 ~12.52 miles north of Cheshire
  • Three Star Highway property
  • 18 suites in property
From£72
Very good 4.0 /5 Review Score Call BookMore Details
Super 8 by Wyndham Cromwell/Middletown
+1-800-805-5223
1 Industrial Park Rd. Cromwell, Cromwell, CT 06416 +1-800-805-5223 ~12.60 miles northeast of Cheshire
  • Low priced Highway hotel
  • 18 suites in hotel
From£47
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell - Cromwell
+1-888-965-1860
4 Sebethe Dr., Cromwell, CT 06416 +1-888-965-1860 ~12.71 miles northeast of Cheshire
  • 3 star Suburban hotel
  • Gym is available on property
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Inn Cromwell - Middletown : 111 Berlin Rd.
+1-888-788-5576
111 Berlin Rd., Cromwell, CT 06416 Website +1-888-788-5576 ~12.81 miles northeast of Cheshire
  • Economy Highway hotel
  • 4 floors in property
From£43
Average 3.0 /5 Review Score Call BookMore Details
Red Lion Hotel Cromwell in Cromwell
+1-888-897-9207
100 Berlin Rd., Cromwell, CT 06416 +1-888-897-9207 ~12.85 miles northeast of Cheshire
  • Affordable Suburban property
  • 5 floors in property
From£54
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott at Yale
+1-888-311-4278
30 Whalley Ave., New Haven, CT 06511 Website +1-888-311-4278 ~12.85 miles south of Cheshire
  • Mid-scale Downtown property
  • Check-in time: 3:00pm
From£94
Very good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell
+1-888-469-4795
76 Berlin Rd., Cromwell, CT 06416 +1-888-469-4795 ~13.08 miles northeast of Cheshire
  • 3 star Highway property
  • 123 sleeping rooms in hotel
From£63
Very good 4.0 /5 Recent Reviews Call BookMore Details
Graduate New Haven - New Haven
+1-888-734-9421
1151 Chapel St., New Haven, CT 06511 +1-888-734-9421 ~13.13 miles south of Cheshire
  • High-end Downtown property
  • 5 floors in hotel
From£60
Average 3.0 /5 Review Score Call BookMore Details
Omni New Haven Hotel at Yale : 155 Temple St.
+1-888-841-5292
155 Temple St., New Haven, CT 06510 +1-888-841-5292 ~13.25 miles south of Cheshire
  • Four star Downtown hotel
  • 6 suites in hotel
From£110
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wyndham Southbury
+1-888-455-5160
1284 Strongtown Rd., Southbury, CT 06488 +1-888-455-5160 ~13.29 miles west of Cheshire
  • Three Star Mountain hotel
  • 3 floors in property
From£62
Average 3.5 /5 Recent Reviews Call BookMore Details
Cambria Hotel New Haven University Area in New Haven
+1-888-965-8297
20 Dwight St., New Haven, CT 06511 Website +1-888-965-8297 ~13.32 miles south of Cheshire
  • Mid-scale Downtown property
  • 2 meeting rooms in property
From£63
Average 3.0 /5 Read Reviews Call BookMore Details
The Blake Hotel - New Haven
+1-888-906-6358
9 High St., New Haven, CT 06510 +1-888-906-6358 ~13.32 miles south of Cheshire
  • High end Downtown hotel
  • 6 floors in property
From£99
Average 3.0 /5 Hotel Reviews Call BookMore Details
New Haven Hotel : 229 George St.
+1-888-749-6785
229 George St., New Haven, CT 06510 +1-888-749-6785 ~13.38 miles south of Cheshire
  • 3-star Downtown property
  • Check in time: 11:00 AM
From£63
Average 3.0 /5 Latest Reviews Call BookMore Details
Red Roof Inn Hartford - New Britain : 65 Columbus Blvd.
+1-888-878-9982
65 Columbus Blvd., New Britain, CT 06051 +1-888-878-9982 ~13.38 miles northeast of Cheshire
  • Cheap Suburban property
  • Hotel has 6 floors
From£37
Very good 4.0 /5 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.

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