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, (782 reviews)
  • cleanliness
    Stay at a convenient Cheshire motel, minutes from Quinnipiac University.
"Great location, comfortable and clean"
United States
MARK
The price is P4,648
P5,345 total
includes taxes & fees
Feb 22 - Feb 23
Cheshire Welcome Inn

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (190 reviews)
  • cleanliness
    Comfortable suite-style rooms in Bristol with free breakfast and a relaxing hot tub.
"Clean room, great staff"
United States
Tamiya
The price is P7,544
P8,675 total
includes taxes & fees
Feb 26 - Feb 27
Home2 Suites by Hilton Bristol

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (93 reviews)
  • cleanliness
    Oceanfront haven near hiking trails with peaceful surroundings and free perks.
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
The price is P6,329
P7,278 total
includes taxes & fees
Feb 24 - Feb 25
Spark by Hilton Guilford

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,007 reviews)
  • cleanliness
    Charming New England hotel with a 9-hole golf course and spa treatments.
"Very nice, staff were excellent."
United States
Philip
The price is P6,856
P8,885 total
includes taxes & fees
Feb 17 - Feb 18
Heritage Hotel, Golf, Spa & Conference Center

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,004 reviews)
  • cleanliness
    Quiet respite minutes from shops and entertainment in Southington.
"Clean room, very nice staff, great breakfast! "
United States
Barbara
The price is P4,642
P5,339 total
includes taxes & fees
Feb 17 - Feb 18
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)
  • cleanliness
    Stay close to coastal attractions in this Guilford hotel with free WiFi.
"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 P5,193
P5,972 total
includes taxes & fees
Feb 17 - Feb 18
Tower Inn And Suites Of Guilford - Madison

Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South
2.5 star property
Newington
7.6 out of 10, Good, (290 reviews)
  • cleanliness
    Extended stay comfort near Hartford with free WiFi and parking.
"Staff was courteous and room was spacious."
United States
Delbar J
The price is P5,164
P5,939 total
includes taxes & fees
Feb 17 - Feb 18
Woodspring Suites Newington - Hartford South

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,217 reviews)
"Clean comfortable room, friendly staff, great breakfast"
United States
Megan
The price is P4,390
P5,048 total
includes taxes & fees
Mar 6 - Mar 7
Holiday Inn Express Southington by IHG

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Tranquil retreat with health club and complimentary breakfast in Farmington.
"This place is like a warm hug from your favorite auntie. "
United States
kieran
The price is P6,235
P8,172 total
includes taxes & fees
Feb 25 - Feb 26
The Farmington Inn & Suites

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)
  • cleanliness
    Peaceful stay with convenient highway access and complimentary breakfast daily.
"Always stay here when visting family in CT."
United States
David
The price is P7,207
P8,288 total
includes taxes & fees
Feb 19 - Feb 20
Fairfield by Marriott Inn & Suites Wallingford New Haven

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1,010 reviews)
  • cleanliness
    Dive into comfort at this convenient Shelton hotel with a vibrant indoor pool.
"Rooms are clean n bed is comfortable. Great location."
United States
Cynthia
The price is P6,673
P7,674 total
includes taxes & fees
Mar 1 - Mar 2
Hyatt House Shelton

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Enjoy the convenience of indoor pool and stylish suites in Wallingford.
"Clean rooms, staff was great"
United States
Jackie
The price is P6,658
P7,656 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Wallingford/Meriden

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,125 reviews)
"Quiet, polite staff"
United States
Nichole
The price is P5,574
P6,410 total
includes taxes & fees
Feb 23 - Feb 24
Wyndham Southbury

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (51 reviews)
  • cleanliness
    Elevated modern hotel with a rooftop terrace near Litchfield Town Green.
"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

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (554 reviews)
  • cleanliness
    Colonial charm and relaxation in historic Middletown by the riverside.
"Staff was wonderful, lovely hotel"
United States
Helen
Inn at Middletown

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,002 reviews)
  • cleanliness
    Stay at a tranquil hotel with free breakfast and parking in Farmington.
"Great deal in the Hartford area. Large room, comfy bed and super nice people. Very convenient to I 95"
United States
Patricia
The price is P4,386
P5,044 total
includes taxes & fees
Feb 17 - Feb 18
Extended Stay America Suites Hartford Farmington

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very Good, (1,004 reviews)
  • cleanliness
    Refreshing stay just minutes from Union Station with daily breakfast and parking.
"Hotel staff was lovely. Room was cleaan, and breakfast was great."
United States
Sharon
The price is P5,424
P6,238 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn Waterbury

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,245 reviews)
  • cleanliness
    Convenient Yale University access with morning buffet and fitness essentials.
"The staff was great, the room was very clean and the breakfast was very good. "
United States
Greg
The price is P5,066
P5,826 total
includes taxes & fees
Feb 22 - Feb 23
Hyatt Place Milford / 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, (1,005 reviews)
  • cleanliness
    Convenient New Haven motel with free WiFi and parking, near Yale University.
"The motel is clean, employees are very polite, helpful and the room was very spacious."
United States
Arianna
The price is P3,873
P4,512 total
includes taxes & fees
Feb 22 - Feb 23
Motel 6 New Haven - Branford, CT

Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (721 reviews)
  • cleanliness
    Enjoy a quiet, convenient stay near Cromwell Commons with a pool and bistro.
"Great staff, the pool is so nice. Rooms are so clean Everyone is beyond friendly. "
United States
Danielle
The price is P6,856
P7,884 total
includes taxes & fees
Feb 27 - Feb 28
Courtyard by Marriott Hartford Cromwell
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

  • 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 décor 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?
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 traveler data. Other good choices 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, 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?
Hampton Inn & Suites Hartford/East Hartford: Features buffet, an indoor pool, and complimentary wired internet access. Also, another option that offers an onsite pool is Home2 Suites by Hilton East Haven New Haven. 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?
Favorite family attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Natural beauty is on display at Roaring Brook Park, Bartlem Park, and Drazen Orchards. 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.

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