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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, Motels & Accommodations

Americas Best Value Inn Cheshire / Meriden - Cheshire
1106 South Main St., Cheshire, CT 06410
  • Economical hotel
  • 25 rooms in property
Comfort Suites Southington Cheshire in Cheshire
64 Knotter Dr., Cheshire, CT 06410
  • Three Star Highway property
  • Gym is available on property
  • Quiet hotel overall
  • Easily accessible by car, said 100%
Very Good 4.5 /5Review Score CallBookMore Details
Coco Key Water Resort Hotel & Convention Waterbury : 3580 East Main St.
3580 East Main St., Waterbury, CT 06705 ~4.56 miles northwest of Cheshire
  • Midscale Suburban hotel
  • 4 floors in property
  • Most guests thought the tv was sub-standard
  • For 83%, the dining experience was not enjoyable
Econo Lodge Milldale Southington
1845 Meriden Waterbury Turnpike, Plantsville, CT 06467 ~4.58 miles north of Cheshire
  • Two star Highway property
  • Free breakfast available
  • Check in was quick and easy
  • Could use a good cleaning
Very Good 4.0 /5Read Reviews CallBookMore Details
Whitney Inn & Suites
3400 Whitney Ave., Hamden, CT 06518 ~5.43 miles south of Cheshire
  • Inexpensive Suburban hotel
  • Gym is available on property
  • TV needs to be updated
  • Entrance area is not particularly attractive
Quality Inn
95 Scott Rd., Waterbury, CT 06705 ~5.51 miles northwest of Cheshire
  • Economy Resort hotel
  • 2 suites in hotel
Fairfield Inn by Marriott Wallingford in Wallingford
100 Miles Dr., Wallingford, CT 06492 ~6.90 miles east of Cheshire
  • Two star Suburban hotel
  • 116 rooms in hotel
  • Very nice complimentary breakfast
  • Most guests thought, the hotel was modern
Very Good 4.5 /5Read Reviews CallBookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
90 Miles Dr., Wallingford, CT 06492 ~6.90 miles east of Cheshire
  • Affordable Suburban hotel
  • Hotel has 104 suites
  • Average comfort
  • Nice building
Very Good 4.5 /5Guest Reviews CallBookMore Details
The Courtyard by Marriott New Haven Wallingford
600 Northrop Rd., Wallingford, CT 06492 ~6.92 miles east of Cheshire
  • 3-star Suburban property
  • Hotel has 3 floors
  • Fantastic service
  • No breakfast meal
Comfort Inn - Meriden
900 East Main St., Meriden, CT 06450 ~7.12 miles east of Cheshire
  • Midscale Downtown property
  • 102 rooms in hotel
Hilton Garden Inn Wallingford / Meriden in Wallingford
1181 Barnes Rd., Wallingford, CT 06492 ~7.22 miles east of Cheshire
  • Affordable property
  • Hotel has 4 meeting rooms
Very Good 4.5 /5Reviews CallBookMore Details
Best Western Plus North Haven Hotel - North Haven
201 Washington Ave., North Haven, CT 06473 ~7.24 miles southeast of Cheshire
  • 3-star Suburban hotel
  • 143 rooms in property
  • Great parking, according to 85%
  • Entrance area is not particularly attractive
Very Good 4.0 /5Review Score CallBookMore Details
Red Roof Inn Meriden in Meriden
10 Bee St., Meriden, CT 06450 ~7.32 miles east of Cheshire
  • Mid-scale Suburban property
  • Gym / Fitness Center Available
  • Excellent staff
  • Popular among business travelers
Very Good 4.0 /5Read Reviews CallBookMore Details
Execustay at Town Walk at Hamden Hills
100 Town Walk Dr., Hamden, CT 06518 ~7.39 miles south of Cheshire
  • 3-star property
  • Hotel has 3 floors
Comfort Inn Naugatuck
716 New Haven Rd., Naugatuck, CT 06770 ~7.41 miles west of Cheshire
  • Two-star Rural property
  • Free breakfast available
Four Points by Sheraton Meriden
275 Research Pkwy., Meriden, CT 06450 Website ~7.42 miles east of Cheshire
  • Three Star Suburban property
  • 10 suites in hotel
  • Friendly staff
  • Average comfort
Average 3.5 /5Reviews CallBookMore Details
Hawthorn Suites by Wyndham Hartford Meriden
1151 East Main St., Meriden, CT 06450 ~7.43 miles east of Cheshire
  • Affordable Suburban hotel
  • 4 floors in hotel
  • Front desk staff 1st class
  • Good parking
Extended Stay Meriden - Meriden
366 Bee St., Meriden, CT 06450 ~7.62 miles east of Cheshire
  • Economical property
  • Hotel has 3 floors
  • Good service
  • Wifi quality could be improved
Average 3.5 /5Reviews CallBookMore Details
Residence Inn by Marriott Southington : 778 West St.
778 West St., Southington, CT 06489 ~7.62 miles north of Cheshire
  • Midscale Rural property
  • 94 sleeping rooms in hotel
Very Good 4.5 /5Reviews CallBookMore Details
Americas Best Value Inn & Suites in Wolcott
1273 Wolcott Rd., Wolcott, CT 06716 ~8.02 miles northwest of Cheshire
  • Economical hotel
  • 40 rooms in property
Courtyard by Marriott Waterbury Downtown in Waterbruy
63 Grand St., Waterbruy, CT 06702 ~8.03 miles west of Cheshire
  • Three Star Downtown property
  • 11 floors in property
  • Disappointing wellness & sports facilities
  • Most guests said the reception staff was great
Clarion Hotel & Suites Hamden New Haven : 2260 Whitney Ave.
2260 Whitney Ave., Hamden, CT 06518 ~8.14 miles south of Cheshire
  • Three Star Suburban property
  • 103 rooms in property
  • Room cleanliness is acceptable
  • Rooms are ok
Courtyard by Marriott Southington in Southington
1081 West St., Southington, CT 06489 ~8.32 miles north of Cheshire
  • Midscale Suburban hotel
  • 125 rooms in property
Homewood Suites Southington
1096 West St., Southington, CT 06489 ~8.32 miles north of Cheshire
  • 3 star Golf Course property
  • Check-in time: 3:00 pm
Very Good 4.5 /5Guest Reviews CallBookMore Details
Quality Inn & Suites
2090 North Broad St., Meriden, CT 06450 ~8.65 miles northeast of Cheshire
  • Midscale Suburban hotel
  • Comp. Breakfast
Next 25 Cheshire Hotels >  [1 - 25 of 50]    
Next: See My Cheshire Hotels with Pricing

Graph of Cheshire, CT Hotel Prices for Next 20 Days

Rates shown are nightly rates before taxes and do not necessarily reflect all Cheshire, CT discounts available. The chart reflects the cheapest Cheshire hotel for each day and each star rating category.

When 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.

Below is a chart of the current pricing seasonality of hotels and motels in Cheshire, CT:

seasonality of hotel rates in Cheshire

Averate Rates by Star Rating

Below are 3 charts displaying average rate trends by star rating class in Cheshire, CT. Analyze these charts to calculate the most cost effective time period to stay in Cheshire for any future trips.

Luxury Hotels Near Cheshire, CT

4 Star Average Prices: $139.91

Some of the most upscale hotels in the area are within 30-40 miles of Cheshire. For a relaxing stay, book a room at Delamar Southport, a four-star hotel near a country club in Fairfield. This boutique hotel is cozy and intimate, with 44 guest rooms that are each equipped with flat-screen TVs, minibars, private bathrooms with designer toiletries, and wired and wireless internet access. The hotel also has a full-service spa, offering facials, massages, and body treatments, as well as a fitness center, a steam room, and concierge service. The complimentary beach shuttle makes it easy to enjoy the surf and sand. This hotel also has a fusion restaurant with an outdoor seating area, a free breakfast buffet each morning, and room service.

Hotel Zero Degrees Danbury is located in a quieter part of the state, providing a true getaway to unplug and recharge. Every room has a comfortable bed with soft, upscale bedding, a refrigerator, an LED TV with digital channels, free Wi-Fi, a safe, and complimentary toiletries. Each morning, you can start the day at the complimentary breakfast buffet, which has a variety of hot and cold favorites. Other amenities include a state-of-the-art fitness center, local shuttle service during the day, a Grab & Go market, same-day laundry and dry-cleaning services, and a spacious outdoor recreation area.

Delamar Greenwich Harbor offers a luxurious experience for guests in the area. This four-star property is close to several of the top local attractions and sits on the waterfront, offering beautiful views. Every guest room has a minibar, an iPod docking station, a pillowtop bed with Egyptian cotton sheets and a down comforter, premium programming for entertainment, a deep soaking bathtub, and a rainfall showerhead. Enjoy on-site dining at the hotel restaurant or stay in and order room service, available during limited hours. The hotel also provides a free breakfast buffet each morning and has a lounge. Don't forget to rejuvenate at the hotel spa, which offers facials, massages, and body treatments.

Affordable Hotels in Cheshire, CT

3 Star Average Prices: $116.76

One of the most affordable hotels in the area is Econo Lodge Milldale - Southington. It's within a few miles of Cheshire and offers a variety of appealing amenities. Stay active in the fitness center or catch up on the latest events with the complimentary newspapers in the lobby. The hotel has a 24-hour business center, a TV in the lobby, and free on-site self parking. Within each guestroom, you'll find a refrigerator, a microwave, free wired and wireless internet access, a desk, a tea and coffee maker, and a phone that offers free local calls. Breakfast is served each morning in the lobby, as well, and includes baked goods, juice, and coffee.

Red Roof Inn Meriden is another budget-friendly location close to Cheshire. This hotel has a health club, a front desk staffed 24 hours a day, a business center, and free Wi-Fi throughout the lobby and guest rooms. Each of the spacious guest rooms has a flat-screen TV with cable programming, complimentary toiletries, a desk, and a tea and coffee maker. When you stay at this hotel, you'll be within 1.5 miles of Black Pond State Wildlife Area, which is a popular spot for nature lovers. Free parking is also available for guests.

At Extended Stay America - Hartford - Meriden, you can take advantage of a variety of in-room amenities designed to make you feel more at home. Each room has a kitchenette with a refrigerator, microwave, stovetop, and sink, making it easy for you to prepare meals or snacks. The rooms also have separate workspaces, phones with free local calls, and 32-inch flat-screen TVs. On the property, you can find laundry facilities, free self parking, barbecue grills for guest use, and a safe deposit box at the front desk. Guests are also welcome to use the nearby fitness facility for free.

3 Star Hotel Prices in Cheshire

2 Star Average Prices: $77.65

2 Star Hotel Prices in Cheshire

Where are the real discounts in Cheshire

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.

Best Value Hotels in 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 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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