Cheshire Hotels from S$87

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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, (785 reviews)
"Great location, comfortable and clean"
United States
MARK
The price is S$117
includes taxes & fees
24 Feb - 25 Feb
Cheshire Welcome Inn

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (192 reviews)
"Clean room, great staff"
United States
Tamiya
The price is S$189
includes taxes & fees
1 Mar - 2 Mar
Home2 Suites by Hilton Bristol

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (98 reviews)
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
The price is S$148
includes taxes & fees
1 Mar - 2 Mar
Spark by Hilton Guilford

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,220 reviews)
"Clean comfortable room, friendly staff, great breakfast"
United States
Megan
The price is S$110
includes taxes & fees
6 Mar - 7 Mar
Holiday Inn Express Southington by IHG

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,253 reviews)
"The staff was great, the room was very clean and the breakfast was very good. "
United States
Greg
The price is S$133
includes taxes & fees
1 Mar - 2 Mar
Hyatt Place Milford / New Haven

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,007 reviews)
"Clean room, very nice staff, great breakfast! "
United States
Barbara
The price is S$117
includes taxes & fees
24 Feb - 25 Feb
Days Inn by Wyndham Southington

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (238 reviews)
"I really enjoy staying here. The family who runs this motel are so nice. I used to live in Guilford and moved out of state. I return to Conn frequently and always stay here. "
United States
Susan B
The price is S$130
includes taxes & fees
24 Feb - 25 Feb
Tower Inn And Suites Of Guilford - Madison

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,014 reviews)
"Most amazing place "
United States
Maria
The price is S$203
includes taxes & fees
1 Mar - 2 Mar
Heritage Hotel, Golf, Spa & Conference Center

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,004 reviews)
"This place is like a warm hug from your favorite auntie. "
United States
kieran
The price is S$180
includes taxes & fees
25 Feb - 26 Feb
The Farmington Inn & Suites

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1,014 reviews)
"Staff members were extremely helpful and kind from the people working the front desk to the house keeping people 5 stars to them "
United States
ray
The price is S$147
includes taxes & fees
24 Feb - 25 Feb
Clarion Inn North Haven - New Haven North

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very good, (1,001 reviews)
"Clean room , staff was really nice. "
United States
Scott
The price is S$124
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Waterbury

Solano Inn

Solano Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (218 reviews)
"Great "
United States
Brian
The price is S$177
includes taxes & fees
24 Feb - 25 Feb
Solano Inn

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (789 reviews)
"Clean room, friendly staff!"
United States
Julie
The price is S$162
includes taxes & fees
1 Mar - 2 Mar
Courtyard New Haven Wallingford

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, (1,004 reviews)
"Staff very friendly, room very accomadating, clean and good breakfast"
United States
Laurie
The price is S$150
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Branford-New Haven by IHG

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (554 reviews)
"Staff was wonderful, lovely hotel"
United States
Helen
Inn at Middletown

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (51 reviews)
"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."
United States
Francis
The Abner Hotel

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, (1,009 reviews)
"The room was extremely clean and staff was very welcoming and courteous "
United States
Liza Marie
The price is S$133
includes taxes & fees
2 Mar - 3 Mar
Best Western Plus New England Inn & Suites

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, (429 reviews)
"Clean room with great staff and the food in the surrounding area was great "
United States
Jared
The price is S$217
includes taxes & fees
26 Feb - 27 Feb
Residence Inn by Marriott New Haven Hamden

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1,000 reviews)
"Always stay here when visting family in CT."
United States
David
The price is S$163
includes taxes & fees
8 Mar - 9 Mar
Fairfield by Marriott Inn & Suites Wallingford New Haven

Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County
2.5 star property
Shelton
7.4 out of 10, Good, (1,008 reviews)
"Best place to stay"
United States
Ashley
The price is S$135
includes taxes & fees
24 Feb - 25 Feb
Extended Stay America Suites Shelton Fairfield County
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.

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

Find out more about Cheshire

Top reasons to visit Cheshire

  • Scenic Outdoor Activities: Enjoy the beautiful Cheshire Cycleway and the picturesque Welsh Hills for outdoor adventures.
  • Cultural Experiences: Explore local theatres and educational attractions for a rich cultural immersion.
  • Charming Neighbourhoods: Stroll through historic areas where architecture meets scenic landscapes.
  • Relaxing Accommodations: Choose from pet-friendly and LGBTQIA welcoming lodging options for a comfortable stay.
  • Local Nightlife: Experience the friendly atmosphere and unwind with locals in the evenings.

Find great hotels near Cheshire

Discover a variety of accommodation options in Cheshire, Connecticut, designed to meet the needs of every traveller. Whether you prefer a comfortable hotel or a cosy motel, the area boasts pet-friendly and LGBTQIA welcoming establishments. With a focus on business-themed amenities, Cheshire hotels provide a welcoming atmosphere for both leisure and corporate guests. Enjoy your stay in this charming New England town while experiencing the warm hospitality and diverse lodging choices available.

  • Clarion Inn: Clarion Inn is a welcoming 3-star hotel located 12.9km from Cheshire, ideal for those seeking a business-oriented retreat with a progressive touch. This property is LGBTQIA-friendly and offers a variety of amenities tailored for business travellers, including a Business Centre, Conference Space, and multiple Meeting Rooms. The hotel also embraces a pet-friendly policy, allowing dogs and cats on-site with certain restrictions. With a commitment to inclusivity, Clarion Inn is a perfect choice for both work and leisure, ensuring a comfortable stay for all guests.
  • Courtyard by Marriott Waterbury Downtown: Situated 11.3km from Cheshire, Courtyard by Marriott Waterbury Downtown is a stylish 3-star hotel perfect for those who appreciate a modern atmosphere and an LGBTQIA-friendly environment. This hotel features contemporary rooms designed for comfort and relaxation, making it an excellent base for exploring the attractions of Waterbury. Guests will enjoy the warm hospitality and thoughtful amenities, providing a convenient and enjoyable experience that caters to both leisure and business needs.
  • Omni New Haven Hotel at Yale: Located 22.5km from Cheshire, the Omni New Haven Hotel at Yale is a distinguished 4-star property that caters to families, business travellers, and pet owners alike. This hotel boasts comprehensive business facilities, including a Business Centre, Conference Space, and multiple Meeting Rooms, making it an ideal choice for corporate guests. Additionally, families will appreciate amenities such as free cribs and a focus on child-friendly services. The hotel's pet-friendly policy allows dogs and cats, ensuring that your furry companions are welcome too. With its elegant atmosphere and diverse offerings, Omni New Haven promises a memorable stay for all.

Where to stay near Cheshire

Cheshire offers a delightful mix of family-friendly activities, cultural experiences, and picturesque locations. Explore the charming neighbourhoods, where historical architecture meets scenic landscapes, perfect for leisurely strolls. Nearby, the lush Welsh Hills provide a stunning backdrop for outdoor adventures. In the evenings, indulge in the local nightlife, where friendly locals and a relaxed atmosphere await. Whether you're seeking romance or family fun, Cheshire promises an unforgettable vacation experience.

  • Meriden: Situated a mere 9.7km from Cheshire, Meriden is a charming city that offers a delightful mix of family-friendly activities, cultural experiences, and outdoor adventures. With peak visitor numbers in April, July, and September, the town is a fantastic destination for year-round exploration. Visitors can enjoy a variety of attractions, including a historic college university, an engaging theme park, and a scenic golf course. The city's vibrant theatre scene and educational venues provide ample opportunities for cultural immersion, making Meriden a must-visit for those seeking a well-rounded travel experience.
  • Waterbury: Located 11.3km from Cheshire, Waterbury is a lively city perfect for families and adventure enthusiasts alike. With visitor peaks in April and from June to July, this dynamic destination boasts numerous outdoor activities and exciting attractions. Families can revel in the thrills of the local amusement park or cool off at the nearby waterpark. Education remains a focal point here, with various learning centres and programs available. Waterbury's rich history and vibrant community make it an excellent stop for anyone looking to combine fun with exploration.
  • Wallingford: Just 9.7km away from Cheshire, Wallingford is a delightful city renowned for its cultural charm and romantic atmosphere. The town attracts visitors primarily in April, July, and September, offering a rich tapestry of experiences for families and couples alike. Wallingford is home to several educational venues, theatres, and golf courses, ensuring varied entertainment options. Nearby landmarks, including historic and modern college universities and event conference venues, enhance the town's appeal. With its blend of culture and leisure, Wallingford is a perfect addition to your travel itinerary.

Things to do in and around Cheshire

Cheshire, Connecticut, is perfect for family-friendly and cultural outdoor holidays. Visitors can enjoy a range of activities including exploring the Cheshire Cycleway, unwinding at local spas, and playing a round at nearby golf courses. Additionally, the area boasts educational attractions and theatre performances, making it an ideal destination for a well-rounded vacation experience.

Shopping

Cheshire offers delightful shopping experiences with the Maplecroft Plaza Shopping Center right in town, boasting a lively atmosphere. Nearby, the Brass Mill Center and Westfield Meriden, both around 6 to 11.3km away, provide a broader range of entertainment and shopping options if you're up for a drive.

Recreation

At Hubbard Park, enjoy serene walks amidst lush greenery, perfect for relaxation. The Cheshire Golf Course offers a refreshing outdoor experience with its well-maintained fairways and scenic views. Meanwhile, Falcon Field provides an energetic atmosphere for sports enthusiasts, making it ideal for active recreation.

Adventure

Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, offers exhilarating skiing and snowboarding experiences amidst stunning winter landscapes. For karting enthusiasts, Checkered Flag Raceway, situated 17.7km away, provides adrenaline-pumping races. Enjoy the scenic trails of Shade Swamp Sanctuary, 22.5km from Cheshire, perfect for hiking and outdoor exploration.

Nightlife

For a memorable evening in Cheshire, catch a show at the Toyota Oakdale Theatre, just 8.0km away, offering a blend of culture and romance. Alternatively, enjoy some fun at Crystal Bees, 14.5km away, for adventurous arcade excitement, or unwind at Cinemark North Haven, 16.1km away, perfect for a cinematic experience.

*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, consider visiting between December and February when accommodation prices are lower. Opt for a stay on Mondays for the best rates, as Saturdays tend to be the priciest. Use Expedia's search tool to filter by budget and hotel type, enabling you to find eco-friendly options. Additionally, bundling your hotel, flights, and activities can lead to substantial savings. Take advantage of free activities in the area to enhance your experience without breaking the bank.

  • 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: Expedia's search tool enables you to specify your budget, preferred location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save on costs by combining your Cheshire hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly, cultural, and outdoor activities. Visitors can explore urban parks, historic colleges and universities, and national state parks. The area is perfect for those seeking a rich cultural experience and outdoor adventures. Don't miss the chance to visit the historic town of Chester for additional charm and points of interest.

  • Choate Rosemary Hall: This modern college boasts an impressive campus just 9.7km from Cheshire, offering a vibrant atmosphere infused with city vibes. Enjoy the contemporary architecture and the dynamic student life that reflects its prestigious educational standards.
  • Panthorn Park: Located 8.0km away, this urban park is perfect for families seeking outdoor fun. With its lush greenery and playgrounds, Panthorn Park provides a serene escape, blending city vibes with nature.
  • Wesleyan University: A historic college situated 22.5km from Cheshire, Wesleyan University is rich in culture. Explore its stunning architecture and participate in various cultural events that celebrate the arts and education.

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

Cheshire, Connecticut, is conveniently served by several major airports. Bradley International Airport (BDL) in Hartford is located 49.9km away, with nearby hotels including the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the terminal. Oxford Airport (OXC) is closer at 19.3km and features the 3.5-star Heritage Hotel, Golf, Spa & Conference Center, situated 8.0km away. For those considering a longer journey, Westchester County Airport (HPN) in White Plains is 51.6kms from Cheshire, with options like The Opus Westchester, a 5-star hotel just 6.4km from the airport, providing convenient transport services.

Frequently asked questions

What's the best place for a stay in Cheshire?
Located 14.1 mi (22.7 km) from the heart of Cheshire, New Haven Hotel is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are The Capitol Hotel and Cambria Hotel New Haven University Area. 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! 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?
Hampton Inn & Suites Hartford/East Hartford: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Holiday Inn Express Southington by IHG and Home2 Suites by Hilton East Haven New 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 5 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 Bartlem Park, Roaring Brook Park and Drazen Orchards. 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.

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