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.

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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, (830 reviews)
"Would stay again, good price, and comfortable beds!"
United States
Heather
The price is CA $126
CA $144 total
includes taxes & fees
Jul 1 - Jul 2
Cheshire Welcome Inn

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,001 reviews)
"It was perfect and comfortable and very clean!"
United States
Ana
The price is CA $125
CA $144 total
includes taxes & fees
Jun 23 - Jun 24
Days Inn by Wyndham Southington

Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very good, (1,000 reviews)
"The check in was super and the suggestions for dining places was much appreciated. Would stay there anytime 😊"
United States
Kurt
The price is CA $166
CA $191 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn Waterbury

La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven
3.0 star property
Long Wharf
6.0 out of 10, (1,278 reviews)
"Clean"
United States
John
The price is CA $160
CA $184 total
includes taxes & fees
Jul 9 - Jul 10
La Quinta Inn & Suites by Wyndham New Haven

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,003 reviews)
"Great place to stay for the week"
United States
Noah
The price is CA $154
CA $177 total
includes taxes & fees
Jul 5 - Jul 6
Baymont by Wyndham Branford/New Haven

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very good, (1,243 reviews)
"Overall a good stay with attentive staff"
United States
Adrieonna
The price is CA $140
CA $161 total
includes taxes & fees
Jun 21 - Jun 22
Courtyard by Marriott Waterbury Downtown

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very good, (1,657 reviews)
"Really great breakfast at this hotel, cute small swimming pool."
United States
Michael
The price is CA $146
CA $168 total
includes taxes & fees
Jun 23 - Jun 24
Best Western Executive Hotel Of New Haven - West Haven

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,000 reviews)
"Will be returning truly recommend fir a retreat Beautiful grounds"
United States
Desorene
The price is CA $172
CA $222 total
includes taxes & fees
Jul 15 - Jul 16
Heritage Hotel, Golf & Conference Center

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (141 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is CA $167
CA $193 total
includes taxes & fees
Jun 21 - Jun 22
Spark by Hilton Guilford

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,001 reviews)
"Room was clean and location in good area"
United States
Keith
The price is CA $162
CA $187 total
includes taxes & fees
Jun 30 - Jul 1
Extended Stay America Suites Hartford Farmington

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven
2.5 star property
Hamden
6.8 out of 10, (1,005 reviews)
"Very nice and the front desk staff was excellent service!!!"
United States
Nico
The price is CA $130
CA $149 total
includes taxes & fees
Jun 21 - Jun 22
Hamden Hotel and Suites – Hamden New Haven

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,315 reviews)
"Highly recommend the entire staff was amazing rooms were clean breakfast was a small selection but good"
United States
Tabatha
The price is CA $202
CA $233 total
includes taxes & fees
Jul 3 - Jul 4
Hyatt Place Milford / New Haven

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,001 reviews)
"Lovely hotel with great breakfast."
United States
Thomas
The price is CA $173
CA $199 total
includes taxes & fees
Jul 2 - Jul 3
Hampton Inn & Suites Hartford/Farmington

The Capitol Hotel

The Capitol Hotel
3.0 star property
Downtown Hartford
7.4 out of 10, Good, (1,375 reviews)
"Within the cost per room I think it is well paid, it is comfortable and has all the services offered, recommended."
United States
Pedro
The price is CA $141
CA $163 total
includes taxes & fees
Jun 28 - Jun 29
The Capitol Hotel

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1,229 reviews)
"very convenient to the 81"
United States
Michael D
The price is CA $149
CA $171 total
includes taxes & fees
Jul 1 - Jul 2
Wyndham Southbury

Courtyard by Marriott Southington

Courtyard by Marriott Southington
3.0 star property
Southington
8.8 out of 10, Excellent, (490 reviews)
"Very nice clean hotel, in a good location, near food spots."
United States
Raeshell
The price is CA $233
CA $268 total
includes taxes & fees
Jul 3 - Jul 4
Courtyard by Marriott Southington

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,001 reviews)
"Beautiful place would stay again."
United States
Carla
The price is CA $184
CA $242 total
includes taxes & fees
Jul 1 - Jul 2
Avon Old Farms Hotel

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.2 out of 10, Wonderful, (2,178 reviews)
"New Haven Hotel is very good, convenient, recommended."
United States
Qing
The price is CA $167
CA $192 total
includes taxes & fees
Jul 5 - Jul 6
New Haven Hotel

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
3.0 star property
Southington
8.6 out of 10, Excellent, (643 reviews)
"Great stay"
United States
Julie-Ann
The price is CA $202
CA $232 total
includes taxes & fees
Jul 1 - Jul 2
Residence Inn by Marriott Southington

American Inn

American Inn
2.0 star property
Branford
8.2 out of 10, Very good, (527 reviews)
"Good and comfy stay for a night when in a crunch"
United States
Shauna
The price is CA $122
CA $140 total
includes taxes & fees
Jul 1 - Jul 2
American Inn
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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

  • Charming Outdoor Parks: Cheshire Park offers a perfect setting for family outings, recreational activities, and enjoying nature.
  • Cultural Enrichment: Explore local education centres, theatres, and historical sites that reflect the town's rich heritage.
  • Fun Amusement Parks: Nearby amusement parks provide thrills and excitement for visitors of all ages.
  • Unique Downtown Shopping: Stroll through downtown Cheshire for distinctive shops and local boutiques.
  • Diverse Accommodations: Enjoy a range of welcoming hotels catering to various travel needs, including pet-friendly options.

Find great hotels near Cheshire

Discover a variety of hotel accommodations in Cheshire, Connecticut, tailored to meet every traveler's needs. From pet-friendly options to welcoming spaces for LGBTQIA travelers, you’ll find the ideal spot for your stay. Whether you're seeking business-focused amenities or a relaxing getaway, Cheshire offers a selection of hotels that ensure a comfortable and enjoyable experience in this charming New England town.

  • Clarion Inn: Located a mere 12.9km from Cheshire, the Clarion Inn stands out as a welcoming haven for both business and leisure travellers. This 3-star hotel is LGBTQIA-friendly and pet-friendly, making it an ideal choice for inclusive travel experiences. The property boasts extensive business amenities, including multiple meeting rooms, a business centre, and conference space, catering to corporate needs. Additionally, the hotel features a flexible pet policy, allowing dogs and cats with certain restrictions, ensuring that your furry companions can join you on your travels.
  • Red Roof Inn Hartford - New Britain: Situated 20.9km from Cheshire, the Red Roof Inn Hartford - New Britain is a family-oriented hotel that warmly welcomes LGBTQIA guests and their pets. This property is perfect for those travelling with children, offering amenities such as window guards for safety and complimentary cribs. The hotel's pet policy allows for some pets in rooms, ensuring your four-legged family members are accommodated. With a focus on family-friendly experiences, this hotel is an excellent choice for those seeking a comfortable stay with loved ones.
  • Courtyard by Marriott Waterbury Downtown: Just 11.3km from Cheshire, the Courtyard by Marriott Waterbury Downtown is a stylish 3-star hotel that embraces an LGBTQIA-friendly environment. Perfect for both business and leisure travellers, it offers contemporary accommodations and a welcoming atmosphere. Guests can enjoy the modern amenities and convenient access to local attractions, making it an excellent base for exploring the area. The hotel prides itself on exceptional service and comfort, ensuring a memorable stay for all visitors.

Where to stay near Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly activities, cultural experiences, and scenic outdoor adventures. Stroll through the charming downtown area for unique shopping opportunities, or enjoy a relaxing getaway surrounded by historical charm. With its welcoming atmosphere and friendly locals, Cheshire is perfect for creating memorable experiences with loved ones while exploring nearby attractions that enhance your vacation.

  • Meriden: Meriden is a vibrant city located 9.7km from Cheshire. Known for its family-friendly atmosphere and rich cultural offerings, it attracts visitors year-round, peaking in April, July, and September. Outdoor enthusiasts will find plenty to explore, including scenic parks and golf courses. Highlights include a historic college university and an exciting theme park, making Meriden a fantastic spot for educational and recreational activities. The local theatre scene also adds to the cultural experience, ensuring there's something for everyone to enjoy.
  • Waterbury: Located 11.3km from Cheshire, Waterbury is a bustling city perfect for families and adventure seekers. With peak visitor numbers in April, June, and July, Waterbury offers a range of outdoor activities, including access to a popular amusement park and a waterpark for those hot summer days. The city is also home to various educational venues and resorts, which provide a nice balance of relaxation and adventure. Waterbury’s vibrant community and fun attractions make it a must-visit destination.
  • Wallingford: Just 9.7km from Cheshire, Wallingford is a charming city that caters to families and couples alike. With its peak visitation months in April, July, and September, it offers a rich cultural experience, featuring theatres and golf courses. Visitors can explore the historic and modern college universities nearby, as well as various event venues that host exciting gatherings. The romantic ambiance, combined with family-friendly attractions, makes Wallingford an ideal spot for creating lasting memories.

Things to do in and around Cheshire

Cheshire, Connecticut, is a delightful destination for families and culture enthusiasts alike, offering a variety of outdoor activities. Visitors can explore local education centres, enjoy performances at the theatre, and have fun at nearby amusement parks. For those seeking nightlife, Cheshire has options to unwind after dark, while golf enthusiasts will find satisfying challenges on the local courses. This charming town provides a well-rounded vacation experience for all ages.

Shopping

In Cheshire, explore Maplecroft Plaza Shopping Center for local shops and family vibes. Nearby, the Brass Mill Center offers a lively atmosphere and entertainment just 11.3km away. If you're up for a drive, Westfield Meriden is 9.7km away, featuring a diverse selection of stores and dining options.

Recreation

Hubbard Park, located 8.0km from Cheshire, offers serene walking trails and peaceful picnic spots, perfect for relaxation. The Cheshire Golf Course provides an invigorating outdoor experience with its beautiful greens, while Falcon Field, 12.9km away, hosts various sports events, making it a vibrant hub for activity.

Adventure

Experience Powder Ridge Mountain Park and Resort, a thrilling ski field located 14.5km from Cheshire, where you can enjoy skiing and snowboarding amidst beautiful winter scenery. For karting enthusiasts, Checkered Flag Raceway, located 17.7km away, offers an exhilarating racing experience. Embrace nature at Shade Swamp Sanctuary, a scenic hiking trail 22.5km away, perfect for outdoor adventures.

Nightlife

In Cheshire, the Toyota Oakdale Theatre showcases captivating performances just 8.0km away, offering a blend of culture and romance. Crystal Bees, located 14.5km away, provides an exciting adventure at its arcade. For a unique experience, visit the Van Vleck Observatory, 20.9km away, for stargazing entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Cheshire

For an affordable trip to Cheshire, Connecticut, consider visiting between December and February when accommodation prices are lower. Booking your stay on a Monday can also help you save, as Saturday is typically the priciest. Use Expedia to compare room rates, seek hotel deals, and take advantage of package deals that combine flights and activities. Don't miss free local attractions, and explore public transport options for budget-friendly travel within the area. With some planning, you can enjoy a memorable vacation without overspending.

  • 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 refine your preferences, such as your budget, desired location, and the type of hotel you’re looking for. To find the best prices and deals, 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 through an Expedia package deal.

Find the best attractions near Cheshire

Cheshire, Connecticut, offers a delightful mix of family-friendly and cultural outdoor activities, making it an ideal vacation spot. Visitors can explore urban parks, historic colleges and universities, and nearby national and state parks. Notable attractions include Cheshire Park, perfect for family outings and recreational activities. Whether you're looking to immerse yourself in local culture or enjoy nature, Cheshire has something for everyone.

  • Quinnipiac University: Immerse yourself in the rich history and vibrant culture of Quinnipiac University, located a mere 9.7km from Cheshire. Explore its picturesque campus, and enjoy the scholarly atmosphere that fosters creativity and learning.
  • Choate Rosemary Hall: Experience the modern elegance of Choate Rosemary Hall, only 9.7km away. This esteemed institution boasts contemporary architecture and a dynamic city vibe that attracts students from around the globe.
  • Lake Compounce: Discover the thrill of adventure at Lake Compounce, located 14.5km from Cheshire. This amusement park offers an array of family-friendly rides and outdoor activities, making it an ideal destination for a fun-filled day.

Best time to go to Cheshire

The best time to visit Cheshire is dependant 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. Bradley International Airport (BDL) in Hartford, located 49.9km away, offers nearby accommodations such as the DoubleTree by Hilton Hartford - Bradley Airport and the Marriott Hartford Downtown, both providing easy airport access. White Plains Airport (HPN) in New York is 82.1km away, with excellent hotel options like The Opus Westchester, Autograph Collection and Sonesta White Plains Downtown, featuring efficient transportation services. Islip MacArthur Airport (ISP) is also 82.1km from Cheshire, with hotels like Hyatt Regency Long Island and Jake's 58 Casino Hotel, all offering straightforward 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 in the central part of town.

This area serves as the heart of Cheshire, offering a convenient and pleasant base for visitors. Main Street is lined with a mix of local businesses, dining options, and green spaces, giving it a friendly, small-town feel. It's generally easy to navigate, with many establishments within walking distance of each other.

Couples often find this area appealing due to its relaxed pace and access to local amenities. You can enjoy a leisurely stroll to a local cafe for breakfast or explore independent shops. The linear park, which follows the Farmington Canal Heritage Trail, is easily accessible from Main Street, offering a pleasant route for a walk or cycle ride together.

For business travellers, staying on or just off Main Street provides easy access to local businesses and key routes. Many accommodations in this area offer amenities like good Wi-Fi and comfortable workspaces, ensuring a productive stay.
What are the best hotels in Cheshire that travellers recommend?
For a highly recommended hotel in Cheshire, consider the Cheshire Welcome Inn.

The Cheshire Welcome Inn, with an 8.4 rating, is praised by guests for its clean and cosy rooms, as well as its comfortable beds. Travellers frequently highlight the great service and staff. Its location is described as beautiful and convenient, being just 1.5 km from Bartlem Park and 1.3 km from Lock 12 Historical Park. The inn offers amenities such as air conditioning, climate control, and free self-parking, and features a historic property design with a yard.
What are the best family hotels in Cheshire?
For an excellent family hotel in Cheshire, the Cheshire Welcome Inn is a great choice.

The Cheshire Welcome Inn, with an 8.4 rating, offers comfortable and clean rooms, which guests often describe as cosy. It provides convenient amenities such as free self-parking, wired and free WiFi, and complimentary toiletries. The location is beautiful and convenient, being just 1.5 kilometres from Bartlem Park and 1.3 kilometres from Lock 12 Historical Park. Guests consistently praise the great service and staff. Find more child-friendly accommodations in Cheshire
What are the best hotels in Cheshire near Lock 12 Historical Park?
For a convenient stay near Lock 12 Historical Park in Cheshire, the Cheshire Welcome Inn is an excellent option.

This hotel, with an 8.4 rating, is located just 1.3 km from Lock 12 Historical Park, making it very convenient for exploring the area. Guests consistently praise its clean and cosy rooms, comfortable beds, and the great service provided by the staff. Furthermore, it offers free WiFi and complimentary self-parking, adding to the convenience for travellers. Its location is often described as beautiful and convenient, and Bartlem Park is also just 1.5 km away.
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?
Members always get our best prices. Find our best Cheshire hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 CA $109 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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