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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, (774 reviews)
"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
Jan 20 - Jan 21
Total with taxes and fees
Cheshire Welcome Inn

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, (1,009 reviews)
"Amazing staff,super clean ,friendly,and absolute professionals all the way around. Great place to stay"
United States
Nicole
$104 nightly
The price is $120
Feb 14 - Feb 15
Total with taxes and fees
Extended Stay America Suites Shelton Fairfield County

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.8 out of 10, Excellent, (1,001 reviews)
"Beautiful hotel in great location "
United States
Tara
$106 nightly
The price is $122
Jan 31 - Feb 1
Total with taxes and fees
Hampton Inn by Hilton Shelton

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,003 reviews)
"clean room, quiet overnight, great hot tub "
United States
MELANIE
$147 nightly
The price is $169
Feb 15 - Feb 16
Total with taxes and fees
DoubleTree by Hilton Hotel Bristol, Connecticut

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1,005 reviews)
"cleanliness and the people were pleasant at the desk as well as in the café area."
United States
hartley
$116 nightly
The price is $134
Jan 22 - Jan 23
Total with taxes and fees
Hyatt House Shelton

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton
3.0 star property
Shelton
7.8 out of 10, Good, (1,074 reviews)
"Outstanding stay"
United States
Shawndale
$92 nightly
The price is $105
Feb 15 - Feb 16
Total with taxes and fees
Hilton Garden Inn Shelton

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (181 reviews)
"Clean room, great staff"
United States
Tamiya
$130 nightly
The price is $150
Jan 29 - Jan 30
Total with taxes and fees
Home2 Suites by Hilton Bristol

Courtyard By Marriott Shelton

Courtyard By Marriott Shelton
3.0 star property
Shelton
8.6 out of 10, Excellent, (1,000 reviews)
"Convenient place to stay while visiting family "
United States
stephanie
$110 nightly
The price is $126
Jan 31 - Feb 1
Total with taxes and fees
Courtyard By Marriott Shelton

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (925 reviews)
"The room was very clean, and the check-in staff was very courteous."
United States
Kristin
$107 nightly
The price is $123
Jan 29 - Jan 30
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (423 reviews)
"Love the hotel "
United States
Carmen
$135 nightly
The price is $155
Jan 29 - Jan 30
Total with taxes and fees
Residence Inn by Marriott Hartford Avon

Solano Inn

Solano Inn
2.5 star property
Portland
8.8 out of 10, Excellent, (215 reviews)
"Great "
United States
Brian
$115 nightly
The price is $133
Jan 25 - Jan 26
Total with taxes and fees
Solano Inn

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (750 reviews)
"Room was very clean Staff was courteous and check in was quick and easy"
United States
Amy
$90 nightly
The price is $103
Feb 1 - Feb 2
Total with taxes and fees
Comfort Inn Naugatuck-Shelton, CT

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,000 reviews)
"I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. "
United States
Ann
$131 nightly
The price is $150
Jan 20 - Jan 21
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, (601 reviews)
"The rooms are modern and clean. It's a great place to stay for a reasonable price."
United States
Jamel
$98 nightly
The price is $113
Jan 20 - Jan 21
Total with taxes and fees
Whitney Inn & Suites

Super 8 by Wyndham Milford/New Haven

Super 8 by Wyndham Milford/New Haven
2.0 star property
Milford
5.6 out of 10, (908 reviews)
"Yes stay was wonderful "
United States
Angel
$75 nightly
The price is $86
Feb 15 - Feb 16
Total with taxes and fees
Super 8 by Wyndham Milford/New Haven

Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South
2.5 star property
Newington
7.6 out of 10, Good, (277 reviews)
"Nice room, convenient location, comfortable."
United States
Noreen
$90 nightly
The price is $104
Jan 20 - Jan 21
Total with taxes and fees
Woodspring Suites Newington - Hartford South

Holiday Inn Express Hartford – Newington, by IHG

Holiday Inn Express Hartford – Newington, by IHG
3.0 star property
Newington
8.0 out of 10, Very Good, (1,002 reviews)
"Clean room, decent breakfast, great location."
United States
anthony
$105 nightly
The price is $121
Jan 22 - Jan 23
Total with taxes and fees
Holiday Inn Express Hartford – Newington, by IHG

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (178 reviews)
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
$78 nightly
The price is $90
Jan 22 - Jan 23
Total with taxes and fees
PLYMOUTH MOTOR LODGE

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (82 reviews)
"The front desk staff were excellent, clean and comfortable stay."
United States
JUstine
$103 nightly
The price is $118
Feb 14 - Feb 15
Total with taxes and fees
Spark by Hilton Guilford

Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford
3.0 star property
Stratford
8.8 out of 10, Excellent, (1,001 reviews)
"Very friendly staff, clean hotel and very relaxing atmosphere."
United States
Eugenia
$117 nightly
The price is $135
Feb 14 - Feb 15
Total with taxes and fees
Homewood Suites by Hilton Stratford
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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 is the best area to stay in Cheshire?
The best area to stay in Cheshire is along Main Street, particularly near the town center, which offers convenient access to local amenities and a pleasant environment.

Main Street serves as the central artery of Cheshire, featuring a mix of local businesses, dining options, and public spaces like the Cheshire Public Library and the Town Green. The architecture is primarily New England historic, creating a classic American small-town feel. This area is very walkable, making it easy to explore on foot.

For couples, the area around Main Street provides a relaxed and comfortable base. You'll find a selection of local restaurants for dining out and boutique shops for browsing. The proximity to the Farmington Canal Heritage Trail offers opportunities for leisurely strolls or bike rides together.

Families will also find Main Street appealing due to its central location and access to family-friendly activities. The Town Green often hosts community events, and nearby parks provide open spaces for children.
What are the best hotels in Cheshire that travelers recommend?
In Cheshire, the Cheshire Welcome Inn is a highly recommended hotel by travelers.

This hotel, with an 8.4 rating, offers air-conditioned rooms and climate control for a comfortable stay. Guests appreciate its historic property design and the convenience of a yard. Free self-parking is also available. Many travelers have described the rooms as cozy and clean, the beds as comfortable, and the location as beautiful and convenient. The staff and service consistently receive great reviews. The hotel is also well-situated, being less than a mile from Bartlem Park and Lock 12 Historical Park.
What are the best family hotels in Cheshire?
For a family-friendly accommodation in Cheshire, the Cheshire Welcome Inn is an excellent option.

This hotel, rated 8.4, offers cozy and clean rooms with comfortable beds, ensuring a pleasant stay for families. Guests consistently highlight the great service from the staff and the beautiful, convenient location. Families will appreciate amenities such as free WiFi and free self-parking. The hotel is also conveniently located near Bartlem Park (0.9 miles away) and Lock 12 Historical Park (0.8 miles away), offering easy access to outdoor activities. Find more child-friendly accommodations in Cheshire
What are the best budget hotels in Cheshire?
For a highly-rated budget hotel in Cheshire, the Cheshire Welcome Inn is an excellent option.

The Cheshire Welcome Inn, with an 8.4 rating, offers guests a comfortable stay with complimentary WiFi and wired internet access. Travelers frequently praise the cozy and clean rooms, the comfortable beds, and the great service from the staff. Its convenient location is close to Bartlem Park, just 0.9 miles away, and Lock 12 Historical Park, 0.8 miles away, making it easy to explore local attractions. View all budget hotels in Cheshire
What are the best hotels in Cheshire near Lock 12 Historical Park?
For a hotel in Cheshire near Lock 12 Historical Park, the Cheshire Welcome Inn is a great choice.

The Cheshire Welcome Inn, with an 8.4 rating, is conveniently located just 0.8 miles from Lock 12 Historical Park. Guests frequently describe the rooms as cozy and clean, with comfortable beds ensuring a pleasant stay. The hotel provides free WiFi and free self-parking, adding to its convenience. Its location is often praised as beautiful and convenient, with many guests highlighting the great service and staff.
When is the best time to go to Cheshire?
The best time to visit Cheshire is during the spring (April to June) and fall (September to October) months, when the weather is most pleasant for outdoor activities.

Spring in Cheshire brings mild temperatures and blooming flora, making it ideal for exploring local parks and trails. The average temperatures range from the mid-50s to low 70s Fahrenheit, superb for a stroll through the Linear Trail or a visit to the Cheshire Hollow Farm. This period is particularly good for families looking for comfortable weather for outdoor excursions without the summer heat.

Fall offers crisp air, lower humidity, and the vibrant display of New England foliage. Temperatures typically range from the 50s to 60s Fahrenheit. This season is excellent for couples who appreciate scenic drives through the countryside, apple picking at local orchards, or enjoying a cozy evening at a local restaurant after a day of exploring.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cheshire.
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 $67 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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