Cheshire Hotels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Cheshire hotels

Cheshire Welcome Inn
2.5 star property
8.4 out of 10, Very good, (745)
"Clean comfortable room. Easy check in and out. Good location. "
The price is €79
includes taxes & fees
19 Oct - 20 Oct
Cheshire Welcome Inn
Holiday Inn Cheshire - Southington by IHG
3.0 star property
8.2 out of 10, Very good, (1010)
"The rooms were clean and staff were very attentive."
The price is €89
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Cheshire - Southington by IHG
Extended Stay America Suites Hartford Farmington
2.5 star property
8.0 out of 10, Very good, (1015)
"I would definitely recommend this place"
The price is €95
includes taxes & fees
2 Nov - 3 Nov
Extended Stay America Suites Hartford Farmington
Residence Inn by Marriott New Haven Hamden
3.0 star property
9.4 out of 10, Exceptional, (401)
"Great hotel."
The price is €164
includes taxes & fees
19 Oct - 20 Oct
Residence Inn by Marriott New Haven Hamden
Hampton Inn & Suites Hartford/Farmington
2.5 star property
8.8 out of 10, Excellent, (1006)
"Nice staff and good location"
The price is €121
includes taxes & fees
16 Nov - 17 Nov
Hampton Inn & Suites Hartford/Farmington
Whitney Inn & Suites
2.0 star property
6.8 out of 10, (570)
"Very clean and we felt very safe"
The price is €98
includes taxes & fees
21 Oct - 22 Oct
Whitney Inn & Suites
Best Western Hartford Hotel & Suites
2.5 star property
7.6 out of 10, Good, (1020)
"Room was very clean , beds were comfortable, nice breakfast ."
The price is €98
includes taxes & fees
2 Nov - 3 Nov
Best Western Hartford Hotel & Suites
Hampton Inn & Suites Hartford/East Hartford
2.5 star property
9.0 out of 10, Wonderful, (1060)
"room was good and staff was friendly"
The price is €104
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Hartford/East Hartford
Hamden Hotel and Suites – Hamden New Haven
2.5 star property
6.6 out of 10, (1023)
"Staff was great we got in late and then were very accommodating "
The price is €76
includes taxes & fees
3 Nov - 4 Nov
Hamden Hotel and Suites – Hamden New Haven
Economy Inn
2.5 star property
5.8 out of 10, (548)
"No early checkin. Budget motel. Did see a few sketchy people hanging around the parking lot. Comfy beds."
The price is €84
includes taxes & fees
17 Oct - 18 Oct
Economy Inn
Hampton Inn by Hilton Shelton
2.5 star property
8.6 out of 10, Excellent, (1008)
"Perfect location, convenient to everything Friendly staff, clean room "
The price is €113
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn by Hilton Shelton
Hilton Garden Inn Hartford South/Glastonbury
3.0 star property
8.6 out of 10, Excellent, (997)
"Just what we needed staff was great and the bed were comfortable."
The price is €128
includes taxes & fees
2 Nov - 3 Nov
Hilton Garden Inn Hartford South/Glastonbury
Clarion Inn
3.0 star property
7.6 out of 10, Good, (1011)
"Great customer service, quiet and conveniently located by freeway"
The price is €100
includes taxes & fees
16 Nov - 17 Nov
Clarion Inn
Red Roof Inn Hartford - New Britain
2.0 star property
4.8 out of 10, (1016)
"The customer service was great room was super clean "
The price is €74
includes taxes & fees
20 Oct - 21 Oct
Red Roof Inn Hartford - New Britain
Homewood Suites by Hilton Hartford-Farmington
3.0 star property
8.4 out of 10, Very good, (1005)
"Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need."
The price is €146
includes taxes & fees
16 Nov - 17 Nov
Homewood Suites by Hilton Hartford-Farmington
Mayflower Motel Milford
2.0 star property
6.0 out of 10, (537)
"Walkable "
The price is €72
includes taxes & fees
1 Nov - 2 Nov
Mayflower Motel Milford
Avon Old Farms Hotel
3.5 star property
8.4 out of 10, Very good, (1014)
"Excellent location and value"
The price is €147
includes taxes & fees
30 Oct - 31 Oct
Avon Old Farms Hotel
The Farmington Inn & Suites
3.0 star property
8.8 out of 10, Excellent, (1001)
"Enjoyed our stay!"
The price is €162
includes taxes & fees
19 Oct - 20 Oct
The Farmington Inn & Suites
DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
9.0 out of 10, Wonderful, (1007)
"The hotel was great the front desk "
The price is €149
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton Hotel Bristol, Connecticut
Hyatt House Shelton
3.0 star property
8.4 out of 10, Very good, (1010)
"Clean room, friendly staff"
The price is €117
includes taxes & fees
2 Nov - 3 Nov
Hyatt House Shelton
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

Photo by Tai Bui
Open Photo by Tai Bui

Top Cheshire Hotel Reviews

More cheap stays in Cheshire

Find out more about Cheshire

Top reasons to visit Cheshire

  • Family-Friendly Activities: Cheshire offers a variety of attractions perfect for families, including amusement parks and educational experiences.
  • Cultural Experiences: Visitors can enjoy performances at local theatres and explore historic colleges and universities.
  • Scenic Countryside: The picturesque Cheshire countryside provides beautiful spots for leisurely walks and picnics.
  • Animal Encounters: Unique opportunities for animal encounters create memorable experiences for visitors of all ages.
  • Diverse Accommodations: A range of hotel options, from pet-friendly to business-friendly, ensures a comfortable stay.

Find great hotels near Cheshire

Cheshire, Connecticut, offers a delightful selection of hotel accommodations to suit various preferences, whether you seek a business-friendly environment or a pet-friendly escape. From Abode Chester to AC Hotels, you’ll find LGBTQIA-welcoming options that cater to your every need. Enjoy a comfortable stay while exploring the charming surroundings of this picturesque town.

  • Clarion Inn: Experience a harmonious blend of business and leisure at Clarion Inn, a 3-star hotel located 12.9km from Cheshire. This property caters to business travellers with its impressive range of amenities, including multiple meeting rooms, conference space, and a business centre. Ideal for those travelling with pets, the hotel is welcoming to dogs and cats, with specific policies in place to ensure a comfortable stay for all guests. Furthermore, Clarion Inn embraces diversity, proudly offering a welcoming environment for LGBTQIA travellers, making it a great choice for all.
  • Red Roof Inn Hartford - New Britain: Situated 20.9km from Cheshire, the Red Roof Inn Hartford - New Britain is perfect for families and pet owners seeking a comfortable stay. This hotel provides essential amenities for children, such as free cribs and window guards for safety. Additionally, the property is pet-friendly, welcoming dogs and cats with a variable fee policy. With its commitment to inclusivity, the hotel also provides a warm atmosphere for LGBTQIA guests. Whether for a family getaway or a pet-friendly retreat, this hotel offers a cheerful and accommodating experience.
  • Courtyard by Marriott Waterbury Downtown: Just 11.3km from Cheshire, the Courtyard by Marriott Waterbury Downtown is a sophisticated choice for LGBTQIA travellers. This 3-star hotel combines modern design and comfort, ensuring a pleasant stay for all guests. With its convenient downtown location, visitors can easily explore local attractions and enjoy the vibrant surroundings. The hotel fosters an inclusive environment, making it a welcoming retreat for diverse travellers seeking both relaxation and exploration in the heart of Waterbury.

Where to stay near Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly adventures and rich cultural experiences. Explore the charming Alderley Village and immerse yourself in the stunning acres of Cheshire countryside. Enjoy an authentic rural experience while discovering scenic spots perfect for leisurely walks or picnics. Whether you're seeking romantic hideaways or outdoor escapades, Cheshire promises a memorable vacation for all travellers.

  • Meriden: Nestled 9.7km from Cheshire, Meriden is a charming city that offers a delightful blend of family-friendly activities and cultural experiences. Visitors can enjoy its scenic outdoor spaces, including golf courses and parks, making it ideal for those seeking adventure in the great outdoors. The city's highlights include a historic college university and a popular theme park, ensuring there's something for everyone. With peak visitor numbers in April, July, and September, Meriden's vibrant atmosphere is perfect for exploring its educational and theatrical venues throughout the year.
  • Waterbury: Located 11.3km from Cheshire, Waterbury is a lively city with a wealth of outdoor activities and family-oriented adventures. The city features an array of attractions, including a waterpark and amusement park, catering to thrill-seekers and those looking for family fun. Visitors can also explore its educational institutions and resorts, making it a well-rounded destination. With peak travel seasons in April and from June to July, Waterbury promises an exciting experience with various events and activities to enjoy during your stay.
  • Wallingford: Just 9.7km from Cheshire, Wallingford exudes a romantic charm, making it a perfect spot for couples and families alike. This city showcases a vibrant cultural scene, with access to theatres and historic colleges that enrich the visitor experience. Golf courses and educational venues enhance Wallingford’s appeal, making it a well-rounded destination. With peak visitor numbers in April, July, and September, this city offers a delightful blend of culture and family-friendly attractions, ensuring a memorable stay.

Things to do in and around Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly activities and cultural experiences, making it an ideal destination for outdoor enthusiasts. You can explore educational attractions, enjoy performances at local theatres, and have fun at amusement parks. A highlight is the opportunity for animal encounters, providing memorable experiences for visitors of all ages. Whether you're seeking adventure or relaxation, Cheshire has something for everyone.

Shopping

In Cheshire, you can enjoy shopping at Maplecroft Plaza Shopping Center, which offers a blend of business and family vibes. Nearby, the Brass Mill Center, 11.3km away, provides entertainment and a lively atmosphere. If you're up for a drive, Westfield Meriden is only 9.7km away, featuring diverse shops and activities.

Recreation

Hubbard Park offers a serene environment for relaxation and nature walks, perfect for unwinding. At Cheshire Golf Course, enjoy a round of golf amidst beautiful landscapes, while Falcon Field provides exhilarating sporting events for those seeking an active atmosphere.

Adventure

At Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, enjoy thrilling skiing and snowboarding amidst breathtaking winter landscapes. For a high-speed experience, try karting at Checkered Flag Raceway, situated 17.7km away. Alternatively, explore the scenic trails of Shade Swamp Sanctuary, 22.5km from Cheshire, perfect for hiking enthusiasts.

Nightlife

In Cheshire, the Toyota Oakdale Theatre offers a blend of culture and romance just five miles away, perfect for a memorable night out. For adventure seekers, Crystal Bees, nine miles away, boasts an exciting arcade atmosphere. Alternatively, Cinemark North Haven, ten miles away, provides a charming cinema experience.

*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, Connecticut, consider visiting between December and February when prices are lower, especially on Mondays. Avoid Saturdays for accommodation as they tend to be pricier. Utilize Expedia’s search tool to filter for eco-certified hotels and sort by price to find the best deals. Combining your hotel, flights, and activities into a package can also yield savings. Additionally, seek out free local attractions and use public transport options to explore the area affordably.

  • 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 hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the most affordable prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Cheshire with your flights and activities through an Expedia package.

Find the best attractions near Cheshire

Cheshire, Connecticut, is an ideal destination for families seeking cultural and outdoor experiences. Visitors can explore a range of attractions, including urban parks, historic colleges and universities, and national or state parks. These points of interest cater to those looking for engaging activities that blend outdoor adventures with cultural enrichment, making it a delightful spot for a memorable holiday.

  • Quinnipiac University: Located 9.7km from Cheshire, Quinnipiac University is steeped in history and offers a vibrant cultural atmosphere. You can explore its beautiful campus and engage with a variety of artistic and educational events that reflect its rich heritage.
  • Choate Rosemary Hall: Also 9.7km away, this modern college showcases a dynamic city vibe. The campus features stunning architecture and provides opportunities to attend talks, exhibitions, and performances, making it a hub of intellectual and social engagement.
  • Lake Compounce: Situated 14.5km from Cheshire, Lake Compounce is the oldest amusement park in the USA, offering thrilling rides and outdoor adventures ideal for families. Enjoy a day filled with excitement and fun in a picturesque setting.

Best time to go to Cheshire

The best time to visit Cheshire can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cheshire falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Cheshire falls in January, 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

If you're planning to fly into Cheshire, Connecticut, you have a couple of major airport options. Hartford's Bradley International Airport (BDL) is situated 49.9km away, with nearby hotel choices such as the DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. Alternatively, White Plains Airport (HPN) is 51.6kms from Cheshire, offering hotels like The Opus Westchester, 6.4km away, and Hyatt Regency Greenwich, 11.3km from the airport. Islip MacArthur Airport (ISP) is also 51.6kms from Cheshire, with options like the Hyatt Regency Long Island, 6.4km away. Transport services are readily available from these hotels to the respective airports.

Frequently asked questions

What's the best place for a stay in Cheshire?
Based on Expedia's traveller preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good options for your stay in the area are The Capitol Hotel and Omni New Haven Hotel at Yale. See all available top hotels, or vacation rentals in Cheshire.
What are some of the best holiday rentals that Cheshire has to offer?
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay: This holiday home rental outside of Cheshire has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. See all vacation rentals in Cheshire.
If I need to cancel my hotel reservation in Cheshire, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.
What's the best LGBTQ-friendly place to stay in Cheshire?
Holiday Inn Cheshire - Southington by IHG is a top LGBTQ-friendly hotel, and features free Wi-Fi and sofa beds. See all available hotels listed as LGBTQ-friendly in Cheshire.
What are some accommodation options with pools in Cheshire?
Holiday Inn Cheshire - Southington by IHG: Offers a snack bar/deli, an indoor pool and free self parking. Hampton Inn & Suites Hartford/East Hartford and Best Western Executive Hotel Of New Haven - West Haven are a couple of other choices that feature an on-site pool. View all hotels with pools in Cheshire.
How is it to stay in Cheshire?
Visitors to Cheshire will definitely enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 4 hotels and other accommodation options to choose from. Find out more about Cheshire.
What should I see while I'm in Cheshire?
Favorite family attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Natural beauty is on display at Roaring Brook Park, Drazen Orchards and Bartlem Park. A couple of additional sights to add to your itinerary are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.

Explore a world of travel with Expedia