A stone tower with a metal gate, surrounded by trees and a stone wall.

Cheshire Hotels

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Our top choices for Cheshire hotels

1. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (911 reviews)
"Great for one night stay as I attended a nearby concert."
United States
John
The price is P5,224
P6,007 total
includes taxes & fees
Nov 18 - Nov 19
Cheshire Welcome Inn

2. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very good, (1,003 reviews)
"Breakfast was delicious and breakfast staff was very nice and very friendly!"
United States
DAVID
The price is P5,990
P6,889 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Cheshire - Southington by IHG

3. Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,002 reviews)
"Hotel look like a truck stop"
United States
Ibrahim
The price is P5,363
P6,167 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Waterbury East

4. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.6 out of 10, Excellent, (1,003 reviews)
"The hotel was very nice, a comfortable room, nice staff, good breakfast, very convenient location (a minute from the highway) and a reasonable price."
United States
Susie
The price is P7,054
P8,113 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield by Marriott Inn & Suites Wallingford New Haven

5. Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay as always!"
United States
Katja
The price is P8,613
P9,904 total
includes taxes & fees
Nov 22 - Nov 23
Homewood Suites by Hilton Wallingford-Meriden

6. Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (850 reviews)
"Nice clean property. Pleasant staff"
United States
Tanisha
The price is P8,832
P10,157 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard New Haven Wallingford

7. Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,002 reviews)
"Overall happy with this location"
Canada
Andrew
The price is P7,786
P8,954 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Wallingford/Meriden

8. Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East
2.5 star property
Meriden
7.2 out of 10, Good, (1,003 reviews)
"You can exercise in their gym area, the breakfast is very good, the breakfast lady is very nice, and the reception staff are very attentive."
United States
Nidia
The price is P5,299
P6,094 total
includes taxes & fees
Dec 7 - Dec 8
Comfort Inn & Suites Meriden East

9. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,465 reviews)
"Good breakfast Clean room Perfect for a stay"
Canada
Guillaume
The price is P6,446
P7,413 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Express Southington by IHG

10. Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
Milldale
6.6 out of 10, (610 reviews)
"Parking"
United States
LUIS
The price is P4,063
P4,672 total
includes taxes & fees
Dec 6 - Dec 7
Econo Lodge Milldale - Southington

11. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
3.0 star property
Southington
8.6 out of 10, Excellent, (680 reviews)
"Very clean and friendly staff and great location"
United States
Lucie
The price is P8,539
P9,820 total
includes taxes & fees
Dec 6 - Dec 7
Residence Inn by Marriott Southington

12. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
3.0 star property
Hamden
9.4 out of 10, Exceptional, (528 reviews)
"The room was spacious and clean . Staff was helpful and pleasant"
United States
Stacy and Mo
The price is P9,177
P10,553 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott New Haven Hamden

13. Courtyard by Marriott Southington

Courtyard by Marriott Southington
3.0 star property
Southington
8.8 out of 10, Excellent, (514 reviews)
"Front desk staff was very friendly and knowledgable about the events for the wedding that I was staying at the hotel for."
United States
Barbara
The price is P9,154
P10,527 total
includes taxes & fees
Dec 4 - Dec 5
Courtyard by Marriott Southington

14. Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.4 out of 10, Good, (1,002 reviews)
"Staff were fantastic and friendly, shower was awesome and mini k cup coffee maker was addictive."
United States
Francesco
The price is P7,568
P8,703 total
includes taxes & fees
Nov 28 - Nov 29
Clarion Inn North Haven - New Haven North

15. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1,002 reviews)
"Clean room and staff friendliness"
United States
Gopal
The price is P8,244
P9,480 total
includes taxes & fees
Dec 13 - Dec 14
Homewood Suites by Hilton Southington, CT

16. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1,002 reviews)
"I loved this hotel it was centrally located, clean and the rooms was spacious"
United States
Jacqueline
The price is P6,673
P7,674 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Plus New England Inn & Suites

17. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.8 out of 10, Excellent, (798 reviews)
"Enjoyed my stay, I’ll be staying there again."
United States
David
The price is P9,495
P10,919 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites by Marriott Hartford Cromwell

18. Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (688 reviews)
"Excellent stay great place recommended for all stays"
United States
John
The price is P6,309
P7,255 total
includes taxes & fees
Nov 16 - Nov 17
Whitney Inn & Suites

19. Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.4 out of 10, Very good, (1,002 reviews)
"Hotel was clean, well appointed and friendly staff."
United States
John
The price is P6,054
P6,962 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express & Suites Meriden by IHG

20. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very good, (1,002 reviews)
"Clean room and great breakfast"
United States
James
The price is P6,717
P7,724 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Waterbury
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.
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Stay near popular Cheshire attractions

Learn more about Cheshire

Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm.

A stone tower with a metal gate, surrounded by trees and a stone wall.

Top Cheshire Hotel Reviews

More cheap stays in Cheshire

Find out more about Cheshire

Top reasons to visit Cheshire

  • Outdoor Activities: Cheshire boasts numerous parks and scenic areas perfect for leisurely strolls or adventurous outings.
  • Cultural Experiences: Immerse yourself in local theatre and explore historic colleges, showcasing the area’s rich heritage.
  • Charming Boutique Shopping: Discover unique local boutiques that offer a delightful shopping experience.
  • Picturesque Golf Courses: Enjoy a round of golf amidst beautiful landscapes that enhance your relaxation.
  • Diverse Accommodation Options: Choose from a variety of welcoming hotels and motels tailored to all travellers' needs.

Find great hotels near Cheshire

Explore a variety of delightful accommodation options in Cheshire, Connecticut, catering to both leisure and business travellers. From comfortable hotels to welcoming motels, you’ll find pet-friendly and LGBTQIA-friendly options to ensure a pleasant stay. Whether you seek the best hotels or simply want to read hotel reviews, Cheshire offers a range of choices to suit your needs and preferences for an unforgettable vacation experience.

  • Clarion Inn: Nestled 12.9km from Cheshire, the Clarion Inn is a welcoming 3-star hotel that caters to diverse travellers, including those identifying as LGBTQIA. Its pet-friendly policy invites guests to bring their furry companions along, making it an ideal choice for a family getaway. The hotel's modern amenities such as complimentary Wi-Fi, a business centre, and meeting rooms ensure that both leisure and business travellers are well catered for. With a commitment to inclusivity and comfort, this property stands out as a friendly base for your adventures in Connecticut.
  • Wyndham Southbury: Situated 20.9km from Cheshire, the Wyndham Southbury is a charming 3-star hotel that embraces a pet-friendly philosophy, perfect for those travelling with their pets. This establishment is well-equipped for business travellers, offering essential amenities like a business centre and meeting rooms. Guests can unwind in comfortable rooms featuring modern conveniences, ensuring a restful stay. The hotel's strategic location allows easy access to local attractions, making it a convenient choice for exploring the surrounding area while enjoying the comforts of home.
  • Courtyard by Marriott Waterbury Downtown: Located a mere 11.3km from Cheshire, the Courtyard by Marriott Waterbury Downtown is a sophisticated 3-star hotel that prioritises the needs of LGBTQIA travellers. With an array of modern amenities, including a state-of-the-art fitness centre and an inviting lounge area, guests can enjoy a blend of relaxation and convenience. The hotel’s contemporary dĆ©cor and comfortable accommodations create a stylish retreat for visitors. Its proximity to downtown Waterbury also provides easy access to dining, shopping, and local attractions, ensuring a fulfilling stay.

Where to stay near Cheshire

Cheshire, Connecticut, offers a delightful blend of outdoor adventures, romantic spots, and cultural experiences. Stroll through its charming streets, rich in heritage, or unwind in family-friendly attractions that cater to all ages. Nearby towns enhance your weekend getaway with scenic views and a welcoming atmosphere. Whether you're seeking a relaxing retreat or vibrant local culture, Cheshire and its surroundings promise an unforgettable travel experience filled with friendly faces and memorable moments.

  • Waterbury: Nestled approximately 11.3km from Cheshire, Waterbury offers a vibrant urban experience with a family-friendly atmosphere. The city attracts visitors year-round, particularly peaking in the spring and summer months. A range of outdoor activities, as well as city-themed attractions, make it an ideal destination for those seeking adventure and fun. Key highlights include exciting amusement parks and resorts, alongside educational venues. Notable landmarks such as a theme park and a waterpark ensure that families and thrill-seekers alike will find plenty to enjoy during their visit.
  • Meriden: Located around 9.7km from Cheshire, Meriden is a charming city that attracts a steady flow of visitors throughout the year, with peaks during spring and autumn. Known for its family-oriented activities and city-themed experiences, Meriden offers a variety of attractions, including amusement parks and music concerts. The city is home to historic colleges and universities, adding an educational twist to your journey. Don't miss the local event conference venues and theme parks, which promise engaging experiences for all ages.
  • Southington: Just 9.7km from Cheshire, Southington is a delightful city renowned for its outdoor adventures and family-friendly environment. Visitors flock here throughout the year, with peak times in spring and summer. The city’s inviting atmosphere is perfect for those looking to explore amusement parks, golf courses, and music concerts. With attractions such as a waterpark and event conference venues, Southington provides an ideal blend of leisure and excitement, making it a perfect stop for families and adventure enthusiasts.

Things to do in and around Cheshire

Cheshire offers a delightful blend of outdoor activities, romantic spots, and cultural experiences. Visitors can enjoy shopping at local boutiques, explore educational attractions, and immerse themselves in the theatre scene. The area also features picturesque golf courses, making it an ideal destination for those seeking leisure and culture in a charming setting.

Shopping

In Cheshire, you can explore the Maplecroft Plaza Shopping Center, which offers a vibrant mix of family and business vibes. If you're up for a drive, visit the Brass Mill Center, 11.3km away, or the Amity Village Shopping Center, 9.7km away, both providing great entertainment options.

Recreation

Hubbard Park, located 8.0km from Cheshire, offers a tranquil retreat with lush landscapes and serene pathways for relaxation. Cheshire Golf Course invites you to enjoy a round of golf amidst picturesque views, while Falcon Field, 12.9km away, provides a vibrant atmosphere for sports enthusiasts.

Adventure

Experience the thrill of skiing at Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, where you can enjoy the exhilarating sports atmosphere. For karting enthusiasts, Checkered Flag Raceway, 17.7km away, offers a fast-paced adventure. Explore the scenic trails at Shade Swamp Sanctuary, situated 22.5km from Cheshire.

Nightlife

Experience the charm of nightlife in Cheshire by visiting the Hole in the Wall Theater for a captivating show, or enjoy family fun at Crystal Bees, an exciting arcadeAdventureZone. For a cinematic experience, head to Cinemark North Haven for the latest films in a cosy atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Cheshire

For a budget-friendly trip to Cheshire, visit between December and February for lower accommodation rates, avoiding the pricier months of May to June and October. Aim to stay on a Monday for the best hotel deals and consider using Expedia to compare rates and find special promotions. Look for eco-certified hotels for sustainable options, and take advantage of package deals by booking your hotel, flights, and activities together. Additionally, explore free local attractions to enhance your experience without straining your finances.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Cheshire are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Cheshire is Monday. The most expensive day to stay in Cheshire is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will reveal sustainable and environmentally friendly hotels currently available. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Cheshire with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Cheshire

Cheshire offers a delightful blend of outdoor activities, romantic spots, and cultural experiences for tourists. Visitors can explore urban parks, historic colleges and universities, and national and state parks, catering to families and culture enthusiasts alike. With its scenic surroundings and rich history, Cheshire provides an ideal setting for memorable adventures and leisurely strolls through its charming attractions.

  • Quinnipiac University: This historic university, located 9.7km from Cheshire, offers a unique blend of academic excellence and cultural vibrancy. Explore its beautiful campus, rich history, and engaging events that foster a dynamic learning environment.
  • Bartlem Park: Situated within Cheshire, this urban park is perfect for families and outdoor enthusiasts. Enjoy picnicking, walking trails, and playgrounds, all set against a backdrop of lush greenery in a welcoming community atmosphere.
  • Peter's Rock Park: Located 19.3km from Cheshire, this eco-friendly park features scenic hiking trails and stunning vistas. It's an ideal spot for families to connect with nature while enjoying the outdoors and promoting environmental awareness.

Best time to go to Cheshire

The best time to visit Cheshire is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January29.1°F (-1.6°C)Light RainMostly SunnyAverageSlightly Low
February30.7°F (-0.7°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
April48.7°F (9.3°C)Light RainMostly SunnySlightly HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
July74.3°F (23.5°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October55.0°F (12.8°C)Light RainMostly SunnySlightly LowSlightly High
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Cheshire

Cheshire, Connecticut, is conveniently accessible from several major airports. Hartford, CT (BDL-Bradley International) is located 49.9km away, with excellent hotel options like the 4-star Simsbury 1820 House, 11.3km from the airport, and the Marriott Hartford Downtown, 19.3km away. White Plains, NY (HPN-Westchester County) is 82.1km distant, featuring 4-star accommodations such as The Opus Westchester and Sonesta White Plains Downtown, both 6.4km from the airport. Lastly, Islip, NY (ISP-MacArthur) is also 82.1km from Cheshire, offering hotels like Hyatt Regency Long Island and Jake's 58 Casino Hotel, both conveniently located 6.4km away. All hotels provide reliable transport services to their respective airports.

Frequently asked questions

What's the best place for a stay in Cheshire?
Based on Expedia's traveler preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good choices for your stay in the area are The Capitol Hotel and New Haven Hotel. See all available top hotels, or vacation rentals in Cheshire.
If I need to cancel my hotel reservation in Cheshire, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.
What is the top LGBTQ-friendly hotel in Cheshire?
Holiday Inn Cheshire - Southington by IHG is a top LGBTQ-friendly hotel, and features free WiFi and sofa beds. See all available hotels listed as LGBTQ-friendly in Cheshire.
What are some accommodations with pools in Cheshire?
Holiday Inn Express Southington by IHG: Features a snack bar/deli, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/East Hartford and Best Western Executive Hotel Of New Haven - West Haven are a couple of other choices with an onsite pool. View all hotels with pools in Cheshire.
How is it to stay in Cheshire?
Visitors to Cheshire are sure to enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 5 hotels and other accommodations to choose from. Find out more about Cheshire.
What is there to see in Cheshire?
Natural beauty is on display at Drazen Orchards, Bartlem Park, and Roaring Brook Park. A couple of additional sights to add to your agenda are Maplecroft Plaza Shopping Center and Cheshire Hollow Farm. Check out what more to see and do in Expedia's Cheshire guide.
What's the seasonal weather like in Cheshire?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches.

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