Photo by Tai Bui

Find hotels in Cheshire, CT from NT$2,234

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

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating
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.

Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.

Top Cheshire Hotel Reviews

More cheap stays in Cheshire

Hotels in Cheshire with star-rating

Find out more about Cheshire

Top reasons to visit Cheshire

  • Outdoor Activities: Cheshire offers scenic parks and outdoor adventures, perfect for nature lovers and families alike.
  • Cultural Experiences: Explore local theaters and cultural attractions that showcase the town's rich heritage.
  • Shopping Charm: Enjoy unique shopping options that reflect Cheshire's quaint charm and local character.
  • Romantic Getaways: The town's picturesque settings provide an ideal backdrop for couples looking to unwind.
  • Family-Friendly Atmosphere: Cheshire's welcoming environment makes it a great destination for family vacations.

Find great hotels near Cheshire

Cheshire, Connecticut offers a variety of accommodations to cater to all types of travelers. From comfortable hotels to cozy motels, you'll find options that are not only pet-friendly but also warmly welcoming to LGBTQIA guests. Whether you're traveling for business or leisure, Cheshire's hotels provide essential amenities and services to ensure a pleasant stay. Discover the best hotels in the area and read reviews to find the perfect lodging for your visit.

  • Clarion Inn: Nestled 12.9km from Cheshire, the Clarion Inn stands out as a welcoming retreat for both business and leisure travelers. This 3-star hotel promotes an inclusive environment, being LGBTQIA-friendly and pet-friendly, making it an ideal choice for diverse guests. The property features essential amenities for your stay, including pet accommodations like variable fees and restrictions for dogs and cats. Business travelers will appreciate the convenient facilities, while everyone is sure to enjoy the comfortable and well-appointed rooms. Clarion Inn is committed to providing a friendly atmosphere for all guests.
  • Red Roof Inn Hartford - New Britain: Located 20.9km from Cheshire, the Red Roof Inn Hartford - New Britain is a family-oriented haven that combines comfort with affordability. This hotel is also LGBTQIA-friendly and offers pet-friendly accommodations, making it a great choice for those traveling with furry friends. Families will find thoughtful amenities, including free cribs and window guards for children's safety. Guests can enjoy a cozy atmosphere in spacious rooms, ensuring a restful stay after a day of exploring the area. With a focus on hospitality, this hotel caters to all types of travelers.
  • Comfort Inn & Suites Meriden East: Situated 11.3km from Cheshire, Comfort Inn & Suites Meriden East offers a blend of family-friendly and business amenities. This property is ideal for travelers seeking a comfortable stay with convenient access to local attractions. With services tailored for families, including a fee for cribs and a first aid kit, guests can enjoy peace of mind. The hotel features modern rooms equipped with all the essentials for a pleasant stay. Known for its attentive staff and quality service, Comfort Inn & Suites Meriden East is a reliable choice for any visitor.

Where to stay near Cheshire

Cheshire, Connecticut, offers a delightful blend of outdoor activities, romantic settings, and rich cultural experiences. As you explore this charming city, you can unwind in its scenic parks or delve into its historical heritage. Nearby towns provide a family-friendly atmosphere, perfect for weekend getaways. With friendly locals and budget-friendly attractions, Cheshire is an ideal destination for relaxation and exploration, making it a memorable stop on your vacation journey.

  • Waterbury: Located 11.3km from Cheshire, Waterbury is a vibrant city offering a rich blend of family-friendly activities and outdoor adventures. Visitors flock here for its educational venues, amusement parks, and resorts that create a fun-filled atmosphere. Notable attractions include a popular theme park and a waterpark, perfect for those seeking thrills and leisure. The city’s bustling vibe is complemented by its event conference venues, making it a great spot for both tourists and business travelers. With peak visitor months from April to July, Waterbury promises plenty of exciting experiences year-round.
  • Meriden: Just 9.7km from Cheshire, Meriden is an inviting city known for its family-oriented attractions and outdoor experiences. This city thrives on its vibrant atmosphere, especially during peak months like April, July, and September. Here, you can enjoy music concerts and visit a historic college university, adding to the cultural richness of your trip. The nearby amusement parks and event venues provide endless entertainment options, ensuring a memorable visit. Meriden’s charm lies in its blend of city life and outdoor activities, making it a delightful stop on your vacation.
  • Southington: Also 9.7km away from Cheshire, Southington is a dynamic city perfect for adventure seekers and families alike. The city offers a variety of outdoor activities, including access to amusement parks and golf courses that cater to thrill-seekers and leisure enthusiasts. Southington comes alive during April, July, and September, making it an ideal time to explore the nearby theme parks and waterparks. With its emphasis on adventure and family fun, this city provides a fantastic balance of excitement and relaxation, ensuring every visitor leaves with unforgettable memories.

Things to do in and around Cheshire

Cheshire, Connecticut, offers a delightful mix of outdoor activities and cultural experiences perfect for a romantic getaway. Visitors can explore educational attractions, enjoy local theater, and play a round of golf. Don't miss the chance to visit cultural stops and enjoy shopping options that reflect the charm of this quaint town, making it an ideal destination for a memorable vacation.

Shopping

In Cheshire, visit Maplecroft Plaza Shopping Center for a local vibe. Amity Village Shopping Center, just 9.7km away, offers entertainment and shopping options. If you're up for a drive, check out Brass Mill Center, located 11.3km away, featuring more family-friendly shopping and entertainment.

Recreation

Hubbard Park, located 8.0km from Cheshire, offers a tranquil setting for relaxation with its lush greenery and walking paths. The Cheshire Golf Course provides outdoor sports vibes, perfect for enjoying a day on the links. Falcon Field, 12.9km away, hosts various sports events in a lively atmosphere.

Adventure

At Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, you can enjoy thrilling skiing and snowboarding amidst beautiful snowy landscapes. For karting enthusiasts, Checkered Flag Raceway, 17.7km away, offers exhilarating racing experiences. Lastly, explore the scenic trails at Shade Swamp Sanctuary, 22.5km from Cheshire, perfect for hiking adventures.

Nightlife

Experience an exciting night in Cheshire by catching a show at the Toyota Oakdale Theatre, just 8.0km away, where romance and culture blend. For family fun, visit Crystal Bees, an arcadeAdventureZone 14.5km away, or the Van Vleck Observatory, 20.9km away, for a captivating night under the stars.

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

Booking tips and Expedia advantages for Cheshire

To save money on your trip to Cheshire, Connecticut, consider visiting during the off-peak months of December to February when hotel prices are lower. Mondays are the best days to book your stay, while Saturdays tend to be the most expensive. Use Expedia to compare room rates, explore flexible booking options, and take advantage of package deals that combine hotels, flights, and activities for added savings. Look for special promotions to maximize your budget and enjoy free local attractions to enhance your experience without extra costs.

  • 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: Utilize Expedia’s search tool to refine your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Cheshire with your flights and activities through an Expedia package deal.

Find the best attractions near Cheshire

Cheshire, Connecticut, is perfect for outdoor enthusiasts, romantic getaways, and culture lovers alike. Visitors can explore a variety of attractions, including urban parks, historic colleges and universities, and national and state parks. With a range of activities tailored for families and those seeking cultural experiences, Cheshire offers an unforgettable vacation filled with adventure and charm.

  • Quinnipiac University: Located 9.7km from Cheshire, Quinnipiac University boasts a rich history and vibrant campus culture. Visitors can enjoy picturesque grounds, engaging events, and the chance to experience student life in a welcoming environment.
  • Lake Compounce: A mere 14.5km away, Lake Compounce is the oldest continuously operating amusement park in the U.S. It offers thrilling rides, family-friendly attractions, and beautiful outdoor spaces, perfect for a day full of adventure and fun.
  • Choate Rosemary Hall: Situated 9.7km from Cheshire, this modern college preparatory school features stunning architecture and beautiful campus grounds. It embodies a blend of academic excellence and city vibes, making it an inspiring place to explore.

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

When planning your visit to Cheshire, Connecticut, you have several airport options. Bradley International Airport (BDL) in Hartford is 49.9km away, with nearby hotels like the DoubleTree by Hilton Hartford - Bradley Airport, located 1.6km from the airport, and the Marriott Hartford Downtown, 19.3km away. White Plains Airport (HPN) in New York is 51.6kms from Cheshire, featuring hotels such as The Opus Westchester, a 5-star hotel just 6.4km from the airport. The closest option is New Haven's Tweed Airport (HVN), only 27.4km away, with excellent hotels like Omni New Haven Hotel at Yale, just 4.8km from the airport.

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 New Haven Hotel and The Capitol 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.
Where can I learn more about changing or cancelling my trip to Cheshire?
For more information about changing or cancelling your trip to Cheshire, click here.
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.
Where is the best hotel to stay near Barker Museum?
Holiday Inn Cheshire - Southington, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.3 mi (3.6 km) from Barker Museum. Other good options within 5 miles include Econo Lodge Milldale - Southington and Cheshire Welcome Inn.
What about the best place to stay near Cheshire Hollow Farm?
One of the top choices for your stay is Holiday Inn Cheshire - Southington, an IHG Hotel, located 1 mi (1.7 km) from Cheshire Hollow Farm, and this 3-star hotel offers a restaurant and an indoor pool. Econo Lodge Milldale - Southington and Homewood Suites by Hilton Southington, CT are two other good options within 5 miles.
What are some accommodations with pools in Cheshire?
Holiday Inn Express Southington by IHG: Offers a snack bar/deli, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/East Hartford and Wyndham Southbury are a couple of other choices with an onsite pool. View all hotels with pools in Cheshire.
What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?
Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.
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 4 hotels and other accommodations to choose from. Find out more about Cheshire.
What is there to see 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 agenda are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. 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.

Explore a world of travel with Expedia