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

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (843 reviews)
"Would stay again, good price, and comfortable beds!"
United States
Heather
The price is €90
includes taxes & fees
26 Jul - 27 Jul
Cheshire Welcome Inn

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (161 reviews)
"Clean and quiet, very nice for a weekend away"
United States
Jill
The price is €107
includes taxes & fees
2 Aug - 3 Aug
Spark by Hilton Guilford

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (241 reviews)
"Overall good stay"
United States
Susan
The price is €146
includes taxes & fees
2 Aug - 3 Aug
Home2 Suites by Hilton Bristol

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.8 out of 10, Exceptional, (58 reviews)
"Hotel is beautiful and incredibly clean. Pool was great for the kids, breakfast was ok. Would definitely stay there again"
United States
Sarah
The price is €148
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn & Suites By Hilton North Haven

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1,256 reviews)
"very convenient to the 81"
United States
Michael D
The price is €93
includes taxes & fees
3 Aug - 4 Aug
Wyndham Southbury

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,014 reviews)
"Perfect for our family while road tripping. Clean and comfy rooms, good coffee, good breakfast, and near stores."
United States
Lindsey
The price is €100
includes taxes & fees
19 Jul - 20 Jul
Days Inn by Wyndham Southington

Quality Inn

Quality Inn
2.0 star property
West Haven
7.0 out of 10, Good, (326 reviews)
"Great location very clean would stay again"
United States
Jeffrey
The price is €78
includes taxes & fees
5 Aug - 6 Aug
Quality Inn

American Inn

American Inn
2.0 star property
Branford
8.2 out of 10, Very good, (546 reviews)
"Very good service will stay again"
United States
Nicole Marie
The price is €100
includes taxes & fees
19 Jul - 20 Jul
American Inn

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (199 reviews)
"Everything was nice! I'd stay here again!"
United States
SEMORA
The price is €90
includes taxes & fees
16 Jul - 17 Jul
PLYMOUTH MOTOR LODGE

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.6 out of 10, Exceptional, (75 reviews)
"Great place! People are AWESOME!!!"
United States
Lisa
The price is €272
includes taxes & fees
6 Aug - 7 Aug
The Abner Hotel

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,009 reviews)
"Will be returning truly recommend fir a retreat Beautiful grounds"
United States
Desorene
The price is €138
includes taxes & fees
29 Jul - 30 Jul
Heritage Hotel, Golf & Conference Center

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, (1,016 reviews)
"The staff we had contact with was friendly and helpful."
United States
Kenneth
The price is €105
includes taxes & fees
3 Aug - 4 Aug
Best Western Plus New England Inn & Suites

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (586 reviews)
"Great stay"
United States
Marc
The price is €143
includes taxes & fees
9 Aug - 10 Aug
Home2 Suites by Hilton East Haven New Haven

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1,000 reviews)
"Wasn’t thrilled I had to go but my AC went and it was a wonderful stay."
United States
Thomas
The price is €112
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express Branford-New Haven by IHG

Solano Inn

Solano Inn
2.5 star property
Portland
8.6 out of 10, Excellent, (250 reviews)
"We thought the property was well maintained, clean and a quiet place to stay for a few days if in the area. Staff pleasant and helpful"
United States
Debra
The price is €100
includes taxes & fees
26 Jul - 27 Jul
Solano Inn

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,000 reviews)
"A great deal for the price. Clean, good breakfast (more variety than I would have expected), lots of parking. Quiet surroundings, but not great sound proofing. Dog friendly."
United States
jennifer
The price is €100
includes taxes & fees
16 Jul - 17 Jul
Baymont by Wyndham Branford/New Haven

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,019 reviews)
"Safe clean room right off the highway nice food options close by and a Walgreens across the street. It’s a solid motel for a quick stay."
United States
Chyrell
The price is €65
includes taxes & fees
29 Jul - 30 Jul
Motel 6 New Haven - Branford, CT

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.2 out of 10, Very good, (1,000 reviews)
"Hotel was convenient, clean and our girls loved the pool!"
United States
Millard
The price is €120
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn Waterbury

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.4 out of 10, Very good, (1,000 reviews)
"Great place!"
United States
lynn
The price is €103
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Cheshire - Southington by IHG

Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (644 reviews)
"A clean place to spend a night."
United States
Richard
The price is €100
includes taxes & fees
20 Jul - 21 Jul
Whitney Inn & Suites
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

  • 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 New Haven Hotel and Best Western Executive Hotel Of New Haven - West Haven. See all available top hotels, or vacation rentals in Cheshire.
What are some of the best holiday rentals that Cheshire has to offer?
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy: This holiday home rental outside of Cheshire is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. 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 Express Southington by IHG: Features a snack bar/deli, a seasonal outdoor pool and buffet. Another choice with an on-site pool is Best Western Executive Hotel Of New Haven - West Haven. 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?
Natural beauty is on display at Drazen Orchards, Bartlem Park and Roaring Brook Park. A couple of additional sights to add to your itinerary are Maplecroft Plaza Shopping Center and Cheshire Hollow Farm. 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.

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