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Find hotels in Cheshire, CT from $72

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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, (766)
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
$89 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Cheshire Welcome Inn

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1002)
"Highly recommend staying here. The rooms are clean and the staff go above and beyond to make sure that guests have a comfortable stay."
United States
Veronica
$91 nightly
The price is $105
Dec 25 - Dec 26
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1000)
"Clean room and great staff"
United States
Beth
$108 nightly
The price is $124
Dec 20 - Dec 21
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1003)
"Clean room with a good bed, good shower and an excellent TV "
United States
Lester
$81 nightly
The price is $93
Dec 21 - Dec 22
Total with taxes and fees
Extended Stay America Suites Hartford Farmington

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford
2.5 star property
East Hartford
9.0 out of 10, Wonderful, (1072)
"Wonderful place to stay"
United States
Margarita
$95 nightly
The price is $109
Dec 20 - Dec 21
Total with taxes and fees
Hampton Inn & Suites Hartford/East Hartford

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, (411)
"Rooms are spacious. Staff is welcoming. "
United States
Susanne
$149 nightly
The price is $171
Dec 14 - Dec 15
Total with taxes and fees
Residence Inn by Marriott New Haven Hamden

Hilton Garden Inn Hartford South/Glastonbury

Hilton Garden Inn Hartford South/Glastonbury
3.0 star property
Glastonbury
8.6 out of 10, Excellent, (1002)
"It was a clean lovely property and rooms are spacious and staff was great . "
United States
Concetta Ann
$107 nightly
The price is $123
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Hartford South/Glastonbury

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1001)
"Nice , comfortable stay :)"
United States
Laura
$103 nightly
The price is $119
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn by Hilton Shelton

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven
2.5 star property
Hamden
6.6 out of 10, (1001)
"Great stay!"
United States
Mark
$80 nightly
The price is $92
Dec 30 - Dec 31
Total with taxes and fees
Hamden Hotel and Suites – Hamden New Haven

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (410)
"Good hotel but expensive "
United States
Christopher
$110 nightly
The price is $126
Dec 21 - Dec 22
Total with taxes and fees
Residence Inn by Marriott Hartford Avon

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites
2.5 star property
South Meadows
7.8 out of 10, Good, (1001)
"Nice place to stay! Very clean and comfortable "
United States
Christian
$95 nightly
The price is $109
Dec 18 - Dec 19
Total with taxes and fees
Best Western Hartford Hotel & Suites

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1002)
"Always a pleasure to stay here 1s a year keep coming back!!"
United States
Mark
$110 nightly
The price is $126
Dec 14 - Dec 15
Total with taxes and fees
Hyatt House Shelton

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1000)
"Very nice place to stay"
United States
Alvero
$118 nightly
The price is $136
Dec 28 - Dec 29
Total with taxes and fees
Avon Old Farms Hotel

Whitney Inn & Suites

Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (593)
"Good location to visit Hamden and New Haven area."
United States
Raymond
$99 nightly
The price is $114
Dec 14 - Dec 15
Total with taxes and fees
Whitney Inn & Suites

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1000)
"Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need."
United States
Catherine
$109 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homewood Suites by Hilton Hartford-Farmington

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1000)
"Amazing stay"
United States
Marquise
$139 nightly
The price is $159
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Hotel Bristol, Connecticut

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1003)
"Tip quality, charming place to stay."
United States
Nello
$104 nightly
The price is $120
Dec 29 - Dec 30
Total with taxes and fees
The Farmington Inn & Suites

Mayflower Motel Milford

Mayflower Motel Milford
2.0 star property
Milford
6.0 out of 10, (558)
"It’s great staying here really friendly "
United States
Ivelisse
$72 nightly
The price is $82
Jan 1 - Jan 2, 2026
Total with taxes and fees
Mayflower Motel Milford

DoubleTree by Hilton Hartford Downtown

DoubleTree by Hilton Hartford Downtown
4.0 star property
Downtown Hartford
7.6 out of 10, Good, (1001)
"Great place to stay very nice staff"
United States
lewis A
$155 nightly
The price is $178
Dec 18 - Dec 19
Total with taxes and fees
DoubleTree by Hilton Hartford Downtown

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, (1000)
"I would stay there again."
United States
George
$81 nightly
The price is $93
Dec 19 - Dec 20
Total with taxes and fees
Clarion Inn North Haven - New Haven North
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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

Hotels in Cheshire with star-rating

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 sites.
  • Cultural Attractions: Explore local theater performances and historic landmarks that showcase the town's rich heritage.
  • Scenic Outdoor Adventures: Enjoy hiking and outdoor activities in beautiful state parks and urban parks.
  • Charming Neighborhoods: Stroll through friendly neighborhoods filled with local shops and eateries.
  • Diverse Accommodations: Choose from a range of hotels and motels catering to various needs and preferences.

Find great hotels near Cheshire

Discover a variety of hotel accommodations in Cheshire, Connecticut, designed to meet the needs of every traveler. Whether you're seeking a pet-friendly stay or a welcoming atmosphere for LGBTQIA guests, Cheshire offers a range of options from hotels to motels. Enjoy convenient access to business facilities and a comfortable environment, making it an ideal choice for both leisure and corporate visits. Explore the best hotels and read reviews to find your perfect getaway in this charming town.

  • Clarion Inn: Experience a blend of comfort and convenience at the Clarion Inn, located 8 miles from Cheshire. This 3-star hotel is designed for business travelers, providing essential amenities like conference spaces, multiple meeting rooms, and a fully equipped business center. The hotel embraces inclusivity, welcoming LGBTQIA guests and offering a pet-friendly environment for furry companions. With its affiliation to LGBTQI travel guides, the Clarion Inn ensures a welcoming atmosphere for all. Guests can enjoy the flexibility of pet policies, with options for dogs and cats, along with various amenities tailored for their needs.
  • Red Roof Inn Hartford - New Britain: Just 13 miles from Cheshire, the Red Roof Inn Hartford - New Britain offers a cozy stay for families and pet owners alike. This welcoming hotel stands out for its child-friendly amenities, including free cribs and window guards for safety. With its commitment to inclusivity, the property is also LGBTQIA friendly. Pets are warmly welcomed, with a range of policies in place to accommodate them, ensuring that your four-legged friends can enjoy the trip too. This hotel strikes a perfect balance between family comfort and accessibility.
  • Courtyard by Marriott Waterbury Downtown: Located only 7 miles from Cheshire, the Courtyard by Marriott Waterbury Downtown is a stylish and modern 3-star hotel that embraces LGBTQIA travelers. The hotel's contemporary design and inviting atmosphere make it an ideal choice for those seeking comfort and community. With its commitment to inclusivity and premium accommodations, guests can enjoy spacious rooms and a range of amenities. Whether you’re in town for business or leisure, this hotel provides a perfect base to explore the vibrant downtown area.

Where to stay near Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly attractions and rich heritage, making it an ideal destination for a relaxing getaway. Explore charming neighborhoods filled with friendly locals, scenic parks, and historical landmarks. Nearby, you'll find vibrant cities that enhance your experience with cultural vibes and budget-friendly options. Whether you're seeking a romantic escape or a weekend adventure, Cheshire’s welcoming atmosphere and diverse activities promise memorable moments for every traveler.

  • Meriden: Located 6 miles from Cheshire, Meriden is a vibrant city that offers a rich blend of family-friendly activities and cultural experiences. Visitors often flock here throughout the year, with peak times in April, July, and September. Meriden boasts a diverse array of attractions, including educational institutions, theaters, and golf courses. Notable landmarks include a historic college university and a popular theme park, making it an ideal destination for those seeking both adventure and relaxation.
  • Waterbury: Just 7 miles away from Cheshire, Waterbury is a bustling city known for its outdoor and adventure experiences. The city sees a consistent flow of visitors, especially during peak months like April and June to July. Waterbury offers a variety of activities, including educational opportunities and exciting visits to both amusement parks and resorts. Local attractions such as a waterpark and an event conference venue provide fun and entertainment for families and thrill-seekers alike.
  • Wallingford: Situated 6 miles from Cheshire, Wallingford is a charming city that enchants visitors with its cultural, romantic, and family-oriented experiences. With peak tourism periods in April, July, and September, Wallingford is a delightful stop for those looking to explore theaters and golf courses. The area is home to significant landmarks, including a historic college university and a modern college university, making it a perfect spot for educational pursuits and leisurely activities.

Things to do in and around Cheshire

Cheshire, Connecticut, offers a delightful mix of family-friendly activities and cultural attractions. Visitors can explore educational sites, enjoy local theater performances, and have fun at nearby amusement parks. For a well-rounded experience, be sure to check out the town's cultural stops and diverse shopping options, making it an ideal destination for outdoor adventures and cultural enrichment.

Shopping

For local shopping, visit Maplecroft Plaza Shopping Center for a mix of family-friendly shops. If you're up for a drive, check out Brass Mill Center (7 miles away) and Westfield Meriden (6 miles away) for a broader selection and entertainment options.

Recreation

Hubbard Park offers a peaceful setting for relaxation and wellness, with scenic trails and beautiful landscapes. For sports enthusiasts, Cheshire Golf Course provides an invigorating outdoor experience, while Falcon Field hosts various sporting events, perfect for those seeking an active atmosphere.

Adventure

Experience the thrill of skiing at Powder Ridge Mountain Park and Resort, located 9 miles from Cheshire, offering exhilarating runs and winter sports vibes. For karting enthusiasts, Checkered Flag Raceway, 11 miles away, provides an adrenaline-pumping racing adventure. Enjoy scenic hiking at Shade Swamp Sanctuary, 14 miles distant, perfect for outdoor exploration.

Nightlife

Catch a show at the Toyota Oakdale Theatre, just 5 miles away, for a romantic night filled with culture. For some fun and adventure, head to Crystal Bees, 9 miles from Cheshire, where you can enjoy arcade games and more. Don't miss the Van Vleck Observatory for a stellar experience, located 13 miles away.

*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 for lower accommodation rates. Booking your stay on a Monday can also help you save, as Saturdays are typically pricier. Utilize Expedia to find budget-friendly hotels, and don’t forget to check for eco-certified options. Combine flights and activities for package deals, and join the One Key membership for exclusive discounts and future savings. Lastly, explore free local attractions and use the public transport system to keep travel costs down.

  • 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 customize your travel preferences, such as your budget, desired location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified option will reveal a selection of sustainable and eco-friendly hotels currently available. To find the best prices and offers, 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 by booking a package through Expedia.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Cheshire

Cheshire, Connecticut, is perfect for family-friendly and culture-themed outdoor vacations. Visitors can explore urban parks, historic colleges, and state parks, offering a unique blend of outdoor activities and cultural experiences. Whether you're hiking in scenic state parks or enjoying the charm of local history, Cheshire has something for everyone to enjoy, making it an ideal destination for travelers seeking memorable adventures.

  • Quinnipiac University: Immerse yourself in the rich history and vibrant culture of Quinnipiac University, located 6 miles from Cheshire. The campus offers beautiful architecture and a lively atmosphere, perfect for a leisurely stroll or engaging with students and faculty.
  • Choate Rosemary Hall: Experience the modern charm of Choate Rosemary Hall, also 6 miles away. Known for its stunning campus and academic excellence, this college features impressive facilities and a dynamic urban vibe, making it a great spot for exploration.
  • Lake Compounce: Enjoy a day of family fun at Lake Compounce, located 9 miles from Cheshire. As the oldest amusement park in the U.S., it offers thrilling rides, water attractions, and outdoor adventures suitable for all ages.

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

When visiting Cheshire, Connecticut, you can fly into several major airports. Bradley International Airport (BDL) in Hartford, located 31 miles away, offers hotel options like the DoubleTree by Hilton Hartford, just 1 mile from the airport, and the Marriott Hartford Downtown, 12 miles away. Alternatively, Westchester County Airport (HPN) in White Plains, 51 miles away, has nearby accommodations including The Opus Westchester and Sonesta White Plains Downtown, both 4 miles from the airport with various transport services. Islip MacArthur Airport (ISP) is also 51 miles from Cheshire, with hotels like Hyatt Regency Long Island just 4 miles away, providing easy access to the airport.

Frequently asked questions

What are the best hotels in Cheshire that travelers recommend?
Holiday Inn Cheshire - Southington by IHG stands out as a recommended choice, boasting a review score of 8.4. This hotel offers a blend of comfort and convenience, making it superb for travelers seeking an easy experience. Guests particularly enjoy the premium bedding that ensures a restful night, along with the 24-hour room service that caters to your needs, no matter the hour. For couples, the dedicated dining options create an intimate atmosphere, superb for romantic meals after a day of adventure.
What are the best family hotels in Cheshire?
Holiday Inn Cheshire - Southington by IHG is an excellent choice for families seeking a comfortable and convenient stay. This family-friendly hotel offers thoughtful amenities designed to make your visit memorable. With connecting rooms available, families can enjoy the extra space and privacy they desire, while the child-friendly window design ensures safety for little ones. Find more child-friendly accommodations in Cheshire.
What hotels in Cheshire offer free breakfast?
Holiday Inn Cheshire - Southington by IHG is a delightful option for travelers seeking comfortable accommodations with the added perk of free breakfast, especially for children. This inviting hotel features an indoor pool, great for family fun or relaxing after a day of exploring. The thoughtful design includes child-friendly window features and a sofa bed, ensuring everyone has a cozy place to unwind. Find more hotels with free breakfast in Cheshire.
What are the top pet-friendly hotels in Cheshire?
Holiday Inn Cheshire - Southington by IHG is a fantastic choice for pet-friendly accommodations in Cheshire, CT. This hotel warmly welcomes both dogs and cats, ensuring that your furry family members can join in on the adventure. With an excellent review rating of 8.4, guests appreciate the attentive service and comfort. See more pet-friendly hotels in Cheshire.
What are the most romantic hotels in Cheshire for couples?
For a romantic getaway in Cheshire, the Holiday Inn Cheshire - Southington by IHG is a wonderful choice, boasting a great rating of 8.4/10. This inviting hotel creates an atmosphere great for couples, offering thoughtful amenities such as couples dining and 24-hour room service, allowing you to enjoy intimate meals in the comfort of your room. See all romantic hotels in Cheshire.
When is the best time to go to Cheshire?
The best time to visit Cheshire is during the vibrant month of June. As the weather warms up, temperatures typically range from the mid-60s to low 70s Fahrenheit, creating an friendly space for exploring the picturesque countryside and charming towns. This month also marks the beginning of the summer season, where you can enjoy a variety of outdoor activities and events.

During the peak season, which spans from late May to August, Cheshire comes alive with festivals and local markets, making it an exciting time for cultural enthusiasts. The delightful climate provides an excellent backdrop for leisurely strolls through the stunning gardens of Tatton Park or historic landmarks like Chester's Roman walls. With longer daylight hours, you'll have ample time to immerse yourself in all that Cheshire has to offer.

For those who appreciate a quieter experience, visiting in September can offer a more serene atmosphere, allowing you to enjoy the beauty of the region without the bustling crowds. You can still savor the mild weather while exploring quaint shops or dining at local eateries.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Cheshire hotel for you.
How can I save on a Cheshire hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Cheshire hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Cheshire hotel?
Prices for hotels in Cheshire often vary, but you can find a great deal from $72 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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