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, (797 reviews)
"Great location, comfortable and clean"
United States
MARK
The price is P5,366
P6,171 total
includes taxes & fees
Apr 6 - Apr 7
Cheshire Welcome Inn

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (204 reviews)
"Great place good people decent breakfast great room service "
United States
JULES
The price is P8,252
P9,490 total
includes taxes & fees
Apr 23 - Apr 24
Home2 Suites by Hilton Bristol

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (109 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
The price is P6,420
P7,383 total
includes taxes & fees
Apr 15 - Apr 16
Spark by Hilton Guilford

Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1,000 reviews)
"Friendly Staff, clean room, good breakfast options"
United States
John
The price is P6,179
P7,106 total
includes taxes & fees
Apr 5 - Apr 6
Fairfield by Marriott Inn & Suites Wallingford New Haven

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
The price is P5,390
P6,198 total
includes taxes & fees
Apr 4 - Apr 5
Tower Inn And Suites Of Guilford - Madison

Courtyard New Haven Wallingford

Courtyard New Haven Wallingford
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (798 reviews)
"Clean room, friendly staff!"
United States
Julie
The price is P7,649
P8,796 total
includes taxes & fees
Apr 19 - Apr 20
Courtyard New Haven Wallingford

Baymont by Wyndham Branford/New Haven

Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,000 reviews)
"Good clean hotel with friendly staff"
United States
Ritesh
The price is P5,963
P6,857 total
includes taxes & fees
Apr 5 - Apr 6
Baymont by Wyndham Branford/New Haven

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,155 reviews)
"Nice place to stay!!!"
United States
Carlos
The price is P6,092
P7,006 total
includes taxes & fees
Apr 8 - Apr 9
Wyndham Southbury

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,000 reviews)
"Clean room, very nice staff, great breakfast! "
United States
Barbara
The price is P5,360
P6,164 total
includes taxes & fees
Apr 5 - Apr 6
Days Inn by Wyndham Southington

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,164 reviews)
"Clean, fast Check in and wonderful staff! Cant wait to return!"
United States
Bobby
The price is P5,360
P6,164 total
includes taxes & fees
Apr 5 - Apr 6
Courtyard by Marriott Waterbury Downtown

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (999 reviews)
"Close to restaurants and shopping mall!"
United States
Donald
The price is P6,910
P7,946 total
includes taxes & fees
Apr 9 - Apr 10
Hilton Garden Inn Wallingford/Meriden

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT
2.0 star property
Branford
7.2 out of 10, Good, (1,000 reviews)
"The room was very clean. Would stay again"
United States
KEISHA
The price is P4,289
P4,992 total
includes taxes & fees
Apr 7 - Apr 8
Motel 6 New Haven - Branford, CT

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)
"Classy inn with great amenities. Stayed there twice and had a good experience each time. "
United States
Joseph
The price is P7,628
P9,811 total
includes taxes & fees
Apr 8 - Apr 9
Heritage Hotel, Golf & Conference Center

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (954 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
The price is P6,378
P7,335 total
includes taxes & fees
Apr 10 - Apr 11
Fairfield Inn & Suites by Marriott Plainville

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"Nice clean hotel "
United States
Tiffany
The price is P7,422
P8,535 total
includes taxes & fees
Apr 10 - Apr 11
Hampton Inn & Suites Hartford/Farmington

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, (1,003 reviews)
"Amazing staff and rooms "
United States
Jason Allen
The price is P5,864
P6,744 total
includes taxes & fees
Apr 7 - Apr 8
Clarion Inn North Haven - New Haven North

Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South
2.5 star property
Newington
7.6 out of 10, Good, (304 reviews)
"Clean room, pet friendly, great staff, close to everything "
United States
Anthony
The price is P5,360
P6,164 total
includes taxes & fees
Apr 5 - Apr 6
Woodspring Suites Newington - Hartford South

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1,286 reviews)
"Nice and quiet place to stay "
United States
Xiomara
The price is P7,116
P8,183 total
includes taxes & fees
Apr 6 - Apr 7
Hyatt Place Milford / New Haven

Howard Johnson by Wyndham Hartford South – Rocky Hill

Howard Johnson by Wyndham Hartford South – Rocky Hill
2.0 star property
Rocky Hill
8.2 out of 10, Very Good, (1,002 reviews)
"Staff was very nice and room was very clean."
United States
Douglas
The price is P5,059
P5,818 total
includes taxes & fees
Apr 5 - Apr 6
Howard Johnson by Wyndham Hartford South – Rocky Hill

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"Lovely stay!"
United States
Ilana
The price is P7,664
P9,852 total
includes taxes & fees
Apr 5 - Apr 6
The Farmington Inn & Suites
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Stay near popular Cheshire attractions

Learn more about Cheshire

Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm.

Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.

Top Cheshire Hotel Reviews

More cheap stays in Cheshire

Find out more about Cheshire

Top reasons to visit Cheshire

  • Outdoor Activities: Cheshire boasts numerous parks and scenic areas perfect for leisurely strolls or adventurous outings.
  • Cultural Experiences: Immerse yourself in local theatre and explore historic colleges, showcasing the area’s rich heritage.
  • Charming Boutique Shopping: Discover unique local boutiques that offer a delightful shopping experience.
  • Picturesque Golf Courses: Enjoy a round of golf amidst beautiful landscapes that enhance your relaxation.
  • Diverse Accommodation Options: Choose from a variety of welcoming hotels and motels tailored to all travellers' needs.

Find great hotels near Cheshire

Explore a variety of delightful accommodation options in Cheshire, Connecticut, catering to both leisure and business travellers. From comfortable hotels to welcoming motels, you’ll find pet-friendly and LGBTQIA-friendly options to ensure a pleasant stay. Whether you seek the best hotels or simply want to read hotel reviews, Cheshire offers a range of choices to suit your needs and preferences for an unforgettable vacation experience.

  • Clarion Inn: Nestled 12.9km from Cheshire, the Clarion Inn is a welcoming 3-star hotel that caters to diverse travellers, including those identifying as LGBTQIA. Its pet-friendly policy invites guests to bring their furry companions along, making it an ideal choice for a family getaway. The hotel's modern amenities such as complimentary Wi-Fi, a business centre, and meeting rooms ensure that both leisure and business travellers are well catered for. With a commitment to inclusivity and comfort, this property stands out as a friendly base for your adventures in Connecticut.
  • Wyndham Southbury: Situated 20.9km from Cheshire, the Wyndham Southbury is a charming 3-star hotel that embraces a pet-friendly philosophy, perfect for those travelling with their pets. This establishment is well-equipped for business travellers, offering essential amenities like a business centre and meeting rooms. Guests can unwind in comfortable rooms featuring modern conveniences, ensuring a restful stay. The hotel's strategic location allows easy access to local attractions, making it a convenient choice for exploring the surrounding area while enjoying the comforts of home.
  • Courtyard by Marriott Waterbury Downtown: Located a mere 11.3km from Cheshire, the Courtyard by Marriott Waterbury Downtown is a sophisticated 3-star hotel that prioritises the needs of LGBTQIA travellers. With an array of modern amenities, including a state-of-the-art fitness centre and an inviting lounge area, guests can enjoy a blend of relaxation and convenience. The hotel’s contemporary décor and comfortable accommodations create a stylish retreat for visitors. Its proximity to downtown Waterbury also provides easy access to dining, shopping, and local attractions, ensuring a fulfilling stay.

Where to stay near Cheshire

Cheshire, Connecticut, offers a delightful blend of outdoor adventures, romantic spots, and cultural experiences. Stroll through its charming streets, rich in heritage, or unwind in family-friendly attractions that cater to all ages. Nearby towns enhance your weekend getaway with scenic views and a welcoming atmosphere. Whether you're seeking a relaxing retreat or vibrant local culture, Cheshire and its surroundings promise an unforgettable travel experience filled with friendly faces and memorable moments.

  • Waterbury: Nestled approximately 11.3km from Cheshire, Waterbury offers a vibrant urban experience with a family-friendly atmosphere. The city attracts visitors year-round, particularly peaking in the spring and summer months. A range of outdoor activities, as well as city-themed attractions, make it an ideal destination for those seeking adventure and fun. Key highlights include exciting amusement parks and resorts, alongside educational venues. Notable landmarks such as a theme park and a waterpark ensure that families and thrill-seekers alike will find plenty to enjoy during their visit.
  • Meriden: Located around 9.7km from Cheshire, Meriden is a charming city that attracts a steady flow of visitors throughout the year, with peaks during spring and autumn. Known for its family-oriented activities and city-themed experiences, Meriden offers a variety of attractions, including amusement parks and music concerts. The city is home to historic colleges and universities, adding an educational twist to your journey. Don't miss the local event conference venues and theme parks, which promise engaging experiences for all ages.
  • Southington: Just 9.7km from Cheshire, Southington is a delightful city renowned for its outdoor adventures and family-friendly environment. Visitors flock here throughout the year, with peak times in spring and summer. The city’s inviting atmosphere is perfect for those looking to explore amusement parks, golf courses, and music concerts. With attractions such as a waterpark and event conference venues, Southington provides an ideal blend of leisure and excitement, making it a perfect stop for families and adventure enthusiasts.

Things to do in and around Cheshire

Cheshire offers a delightful blend of outdoor activities, romantic spots, and cultural experiences. Visitors can enjoy shopping at local boutiques, explore educational attractions, and immerse themselves in the theatre scene. The area also features picturesque golf courses, making it an ideal destination for those seeking leisure and culture in a charming setting.

Shopping

In Cheshire, you can explore the Maplecroft Plaza Shopping Center, which offers a vibrant mix of family and business vibes. If you're up for a drive, visit the Brass Mill Center, 11.3km away, or the Amity Village Shopping Center, 9.7km away, both providing great entertainment options.

Recreation

Hubbard Park, located 8.0km from Cheshire, offers a tranquil retreat with lush landscapes and serene pathways for relaxation. Cheshire Golf Course invites you to enjoy a round of golf amidst picturesque views, while Falcon Field, 12.9km away, provides a vibrant atmosphere for sports enthusiasts.

Adventure

Experience the thrill of skiing at Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, where you can enjoy the exhilarating sports atmosphere. For karting enthusiasts, Checkered Flag Raceway, 17.7km away, offers a fast-paced adventure. Explore the scenic trails at Shade Swamp Sanctuary, situated 22.5km from Cheshire.

Nightlife

Experience the charm of nightlife in Cheshire by visiting the Hole in the Wall Theater for a captivating show, or enjoy family fun at Crystal Bees, an exciting arcadeAdventureZone. For a cinematic experience, head to Cinemark North Haven for the latest films in a cosy atmosphere.

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

Booking tips and Expedia advantages for Cheshire

For a budget-friendly trip to Cheshire, visit between December and February for lower accommodation rates, avoiding the pricier months of May to June and October. Aim to stay on a Monday for the best hotel deals and consider using Expedia to compare rates and find special promotions. Look for eco-certified hotels for sustainable options, and take advantage of package deals by booking your hotel, flights, and activities together. Additionally, explore free local attractions to enhance your experience without straining your finances.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Cheshire are December to February, where the prices are slightly lower. This is in comparison to May to June and October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Cheshire is Monday. The most expensive day to stay in Cheshire is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will reveal sustainable and environmentally friendly hotels currently available. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Cheshire with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Cheshire

Cheshire offers a delightful blend of outdoor activities, romantic spots, and cultural experiences for tourists. Visitors can explore urban parks, historic colleges and universities, and national and state parks, catering to families and culture enthusiasts alike. With its scenic surroundings and rich history, Cheshire provides an ideal setting for memorable adventures and leisurely strolls through its charming attractions.

  • Quinnipiac University: This historic university, located 9.7km from Cheshire, offers a unique blend of academic excellence and cultural vibrancy. Explore its beautiful campus, rich history, and engaging events that foster a dynamic learning environment.
  • Bartlem Park: Situated within Cheshire, this urban park is perfect for families and outdoor enthusiasts. Enjoy picnicking, walking trails, and playgrounds, all set against a backdrop of lush greenery in a welcoming community atmosphere.
  • Peter's Rock Park: Located 19.3km from Cheshire, this eco-friendly park features scenic hiking trails and stunning vistas. It's an ideal spot for families to connect with nature while enjoying the outdoors and promoting environmental awareness.

Best time to go to Cheshire

The best time to visit Cheshire is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January29.1°F (-1.6°C)Light RainMostly SunnyAverageSlightly Low
February30.7°F (-0.7°C)Light RainMostly CloudyAverageSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
April48.7°F (9.3°C)Light RainMostly SunnySlightly HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageSlightly High
June67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
July74.3°F (23.5°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnyAverageAverage
September65.8°F (18.8°C)Light RainMostly SunnyAverageAverage
October55.0°F (12.8°C)Light RainMostly SunnySlightly LowSlightly High
November43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage
December35.4°F (1.9°C)Light RainMostly SunnySlightly LowSlightly Low

The nearest major airports for your trip to Cheshire

Cheshire, Connecticut, is conveniently accessible from several major airports. Hartford, CT (BDL-Bradley International) is located 49.9km away, with excellent hotel options like the 4-star Simsbury 1820 House, 11.3km from the airport, and the Marriott Hartford Downtown, 19.3km away. White Plains, NY (HPN-Westchester County) is 82.1km distant, featuring 4-star accommodations such as The Opus Westchester and Sonesta White Plains Downtown, both 6.4km from the airport. Lastly, Islip, NY (ISP-MacArthur) is also 82.1km from Cheshire, offering hotels like Hyatt Regency Long Island and Jake's 58 Casino Hotel, both conveniently located 6.4km away. All hotels provide reliable transport services to their respective airports.

Frequently asked questions

What's the best place for a stay in Cheshire?
Located 14.1 mi (22.7 km) from the heart of Cheshire, New Haven Hotel is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are The Capitol Hotel and Holiday Inn Express Southington by IHG. 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: Provides a snack bar/deli, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/East Hartford and Hilton Garden Inn Shelton are a couple of other choices with an onsite pool. View all hotels with pools in Cheshire.
How is it to stay in Cheshire?
Visitors to Cheshire are sure to enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 5 hotels and other accommodations to choose from. Find out more about Cheshire.
What is there to see in Cheshire?
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 Cheshire Hollow Farm. 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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