A stone tower with a metal gate, surrounded by trees and a stone wall.

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, (834 reviews)
"Would stay again, good price, and comfortable beds!"
United States
Heather
The price is P5,491
P6,315 total
includes taxes & fees
Jul 5 - Jul 6
Cheshire Welcome Inn

Courtyard New Haven at Yale

Courtyard New Haven at Yale
3.0 star property
Dwight
8.6 out of 10, Excellent, (1,000 reviews)
"Convenient location, friendly staff, good coffee!"
United States
Ana
The price is P7,347
P8,449 total
includes taxes & fees
Jul 5 - Jul 6
Courtyard New Haven at Yale

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1,001 reviews)
"Breakfast was lovely and staff very helpful"
United States
Karen
The price is P7,273
P8,364 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Express Branford-New Haven by IHG

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, (474 reviews)
"Clean and amazing!"
United States
Alejandro
The price is P9,368
P10,773 total
includes taxes & fees
Jul 5 - Jul 6
Residence Inn by Marriott New Haven Hamden

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,001 reviews)
"Great place to stay for the week"
United States
Noah
The price is P6,718
P7,726 total
includes taxes & fees
Jul 5 - Jul 6
Baymont by Wyndham Branford/New Haven

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,001 reviews)
"Charenne at the front desk was awesome helping us."
United States
Ellen
The price is P9,444
P10,861 total
includes taxes & fees
Jul 13 - Jul 14
Hilton Garden Inn Wallingford/Meriden

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,003 reviews)
"Beautiful place would stay again."
United States
Carla
The price is P10,865
P13,841 total
includes taxes & fees
Jul 12 - Jul 13
Avon Old Farms Hotel

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (819 reviews)
"Everything was great! Staff was awesome!"
United States
Dawn
The price is P8,875
P10,206 total
includes taxes & fees
Aug 2 - Aug 3
Courtyard New Haven Wallingford

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (151 reviews)
"It was in a great location for my trip."
United States
Terrance
The price is P7,025
P8,079 total
includes taxes & fees
Jul 8 - Jul 9
Spark by Hilton Guilford

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay! "
United States
Paige
The price is P16,151
P18,574 total
includes taxes & fees
Jul 13 - Jul 14
The Litchfield Inn

Homewood Suites by Hilton Wallingford-Meriden

Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.2 out of 10, Wonderful, (990 reviews)
"Very Pleasant Setting with Nice Rooms."
United States
Jessica
The price is P9,812
P11,284 total
includes taxes & fees
Jul 19 - Jul 20
Homewood Suites by Hilton Wallingford-Meriden

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,003 reviews)
"Lovely hotel with great breakfast."
United States
Thomas
The price is P8,945
P10,287 total
includes taxes & fees
Jul 13 - Jul 14
Hampton Inn & Suites Hartford/Farmington

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, (1,001 reviews)
"The property was clean, comfortable, staff was friendly and convenient to the Oakdale"
United States
Raymond
The price is P7,932
P9,122 total
includes taxes & fees
Jul 8 - Jul 9
Fairfield by Marriott Inn & Suites Wallingford New Haven

Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South
2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (846 reviews)
"Clean rooms, and very pleasant and helpful staff."
United States
Chad
The price is P7,530
P8,660 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn & Suites Rocky Hill - Hartford South

The Goodwin Hotel

The Goodwin Hotel
3.5 star property
Downtown Hartford
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful, impeccably clean, and very friendly staff. We will definitely stay there each time we visit Hartford."
United States
Kimberly
The price is P13,498
P15,522 total
includes taxes & fees
Jul 3 - Jul 4
The Goodwin Hotel

The Capitol Hotel

The Capitol Hotel
3.0 star property
Downtown Hartford
7.4 out of 10, Good, (1,398 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 P7,710
P8,867 total
includes taxes & fees
Jul 4 - Jul 5
The Capitol Hotel

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1,009 reviews)
"Excellent customer service and good location"
United States
Tina
The price is P6,758
P7,772 total
includes taxes & fees
Jul 30 - Jul 31
Clarion Inn North Haven - New Haven North

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, (1,286 reviews)
"Everything was great for a one night stay"
United States
Tyler
The price is P7,655
P8,803 total
includes taxes & fees
Jul 5 - Jul 6
La Quinta Inn & Suites by Wyndham New Haven

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
"Great place"
United States
Karuna
The price is P10,057
P11,566 total
includes taxes & fees
Jul 19 - Jul 20
DoubleTree by Hilton Hotel Bristol, Connecticut

Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.4 out of 10, Very Good, (1,001 reviews)
"Our room was gorgeous and very clean. Staff was super friendly."
United States
Ashlynn
The price is P7,519
P8,647 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express & Suites Meriden by IHG
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.

A stone tower with a metal gate, surrounded by trees and a stone wall.

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 dĆ©cor 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?
Based on Expedia's traveler preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good choices for your stay in the area are New Haven Hotel and Hilton Garden Inn Milford. 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?
Holiday Inn Express Southington by IHG: Features a snack bar/deli, a seasonal outdoor pool, and buffet. Also, another option that offers an onsite pool is Best Western Executive Hotel Of New Haven - West 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 4 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, Drazen Orchards, and Bartlem Park. 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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