Photo by Tai Bui

Hotels in Cheshire

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Where to stay in Cheshire?

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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Our prices for Cheshire are cheapest in January

See average prices and weather for all months

Price trends for hotels in Cheshire

Pricing is based on two traveler single night rates
Jun
$172
Average price during June is $172
Jul
$156
Average price during July is $156
Aug
$169
Average price during August is $169
Sep
$152
Average price during September is $152
Oct
$153
Average price during October is $153
Nov
$150
Average price during November is $150
Dec
$131
Average price during December is $131
Jan
$116
Average price during January is $116
Feb
$122
Average price during February is $122
Mar
$124
Average price during March is $124
Apr
$141
Average price during April is $141
May
$170
Average price during May is $170
Currently viewing crowd sizes and weather for June.

June

trending_upHigh crowds
High 77°F / low 59°F. Sunny most days.
77°
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June, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
84°
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July, Moderate crowds, average high temperature 84 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
66°
82°
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August, Moderate crowds, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
75°
weather_sun
September, Moderate crowds, average high temperature 75 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
63°
weather_sun
October, High crowds, average high temperature 63 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
48°
51°
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November, High crowds, average high temperature 51 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
37°
42°
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December, High crowds, average high temperature 42 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
30°
36°
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January, Low crowds, average high temperature 36 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
23°
38°
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February, Low crowds, average high temperature 38 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
23°
46°
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March, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
30°
58°
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April, Low crowds, average high temperature 58 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Partly sunny.
40°
69°
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May, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 50 degrees Fahrenheit. Sunny most days.
50°
Monthly weather averages (˚F)

Top landmarks in Cheshire

Learn more about Cheshire

Cheshire is well-known for its attractions such as Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Maplecroft Plaza Shopping Center and Drazen Orchards.

Fall in New England , photo take on road 70 Cheshire CT
Photo by Tai Bui
Open Photo by Tai Bui

Frequently asked questions

What hotels do travelers like in Cheshire?
Cheshire Welcome Inn and Holiday Inn Cheshire - Southington by IHG are a couple of properties that our guests really like.
Can I book a refundable accommodation in Cheshire?
If you’re looking for the flexibility to change your plans to Cheshire, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the “fully refundable” filter to narrow down the results.
Which Cheshire hotels do travelers like for their central location?
Travelers like Holiday Inn Cheshire - Southington, an IHG Hotel for its great location.
Where can I stay if I'm traveling to Cheshire for a family-friendly trip?
Your kids are welcome at Holiday Inn Cheshire - Southington, an IHG Hotel and Cheshire Welcome Inn.
What will the weather in Cheshire be like during my trip?
July and August are typically the warmest months in Cheshire when the average temp is 70°F. January and February are the coldest months when the average temperature is 33°F. October and July are the months with the most rain.
Why should I book my Cheshire accommodation with Hotels.com?
There are plenty of reasons to book your Cheshire travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Cheshire

Find out more about Cheshire

Whispers of Waterfalls: Explore Cheshire's Enchanted Forests

Nestled in the heart of Connecticut, Cheshire is a picturesque town that beautifully blends nature with small-town charm. Explore scenic trails and serene forests, where hidden waterfalls create a tranquil escape for hikers and nature lovers. Stroll through the historic downtown district, dotted with quaint shops and eateries, perfect for a leisurely afternoon. With its rich history and vibrant community events, Cheshire offers a delightful experience for families and couples alike. Whether you're seeking adventure or relaxation, this charming destination is an inviting retreat off the beaten path, showcasing the best of New England's natural beauty. For great hotel rates in Cheshire, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Cheshire

Cheshire, Connecticut offers a variety of hotel accommodations, from cozy inns to comfortable chain hotels. Guests can enjoy well-appointed rooms and convenient amenities. The area is perfect for both leisure and business travelers, providing easy access to local attractions and dining options. Here are some of the most popular hotels with our travelers in Cheshire:

  1. DoubleTree by Hilton Hotel BristolOpens in a new window: This 4.0-star hotel offers a delightful blend of comfort and convenience, making it an excellent choice for leisure travelers. It features an inviting full-service restaurant and bar, perfect for unwinding after a long day. Guests can indulge in the indoor pool and jacuzzi, providing a relaxing escape. The property is well-appointed with modern amenities, including a fitness center open 24 hours, ensuring a seamless stay. Review sentiments highlight the clean environment and exceptional customer service, elevating the overall experience.
  2. Graduate by Hilton New HavenOpens in a new window: Experience the charm of this 4.0-star hotel, a haven for travelers seeking a unique lodging experience. The stylish decor sets a warm and inviting tone throughout the property. Guests will appreciate the serene atmosphere and spacious bathrooms, enhancing their stay. The hotel's prime location in downtown New Haven offers easy access to local attractions, making it ideal for leisure travelers. The standout feature of this property is its commitment to comfort and distinctive design, as reflected in glowing review sentiments.
  3. The Study at YaleOpens in a new window: This 3.5-star hotel is perfect for leisure travelers looking for a unique experience near Yale University. It boasts a beautifully designed sitting area and a top-notch on-site restaurant, serving delectable meals in a relaxed setting. The hotel’s proximity to vibrant downtown bars and restaurants adds to its allure. With thoughtful amenities and an attentive hospitality approach, this hotel provides a memorable stay. Review sentiments emphasize the great service and comfort, solidifying its reputation as a boutique oasis.

Top locations to stay in Cheshire

When visiting Cheshire, Connecticut, great areas to stay in include West Rock, Wallingford Center, and Milldale. West Rock offers outdoor adventures and scenic views, while Wallingford Center boasts vibrant nightlife and shopping options. Milldale features parks and family-friendly attractions. For first-time visitors, Wallingford Center is the best choice, providing a lively atmosphere and easy access to nearby attractions.

  1. Wallingford CenterOpens in a new window: Wallingford Center is a vibrant spot that’s perfect for travelers looking to immerse themselves in local culture. With attractions like Wooster Square and the New Haven Green, the area is rich in history and charm. You can enjoy a range of cultural experiences at venues like Shubert Theater and Toyota Oakdale Theatre, showcasing everything from concerts to theatrical performances. The shopping scene is appealing too, featuring popular spots like North Madison Shopping Center and Brass Mill Center. Plus, outdoor enthusiasts can explore nearby Mount Southington Ski Area for some fun in the snow, making it a well-rounded destination.
  2. MilldaleOpens in a new window: Nestled between natural beauty and convenience, Milldale offers a peaceful retreat while still being close to exciting attractions. You can hike the trails of Sleeping Giant State Park or enjoy a day at Lake Compounce, a fun amusement park. Cultural experiences abound at the Palace Theatre, where you can catch a show. Shopping options are plentiful at places like Cromwell Commons Shopping Center, ensuring you can find whatever you need. With its blend of outdoor activities and local charm, Milldale is an excellent choice for a relaxing getaway.
  3. West RockOpens in a new window: West Rock is ideal for nature lovers and outdoor enthusiasts, providing stunning landscapes and various recreational activities. The area is renowned for its picturesque trails and scenic views, making it a great spot for hiking and exploring. While it may not have the extensive shopping or cultural venues of larger towns, it's the perfect base for those who want to enjoy the tranquility of nature. Visitors can also venture to nearby attractions for a day of adventure, making West Rock a delightful escape from the hustle and bustle.

Things to do in Cheshire

Cheshire entices travelers with its lush forests, cascading waterfalls, and serene lakes. Enjoy invigorating hikes through scenic trails, dance the night away at lively local venues, or indulge in charming shops brimming with unique finds. Experience the perfect blend of nature and vibrant community in this delightful destination.

  • Lake CompounceOpens in a new window – Dive into a day of excitement at this amusement park, where thrilling rides meet the beauty of nature. Explore the lush landscapes, including scenic waterfalls and dense forests, while enjoying various attractions that cater to all ages. Don't miss the chance to splash around in the water rides and relax as you take in the stunning views!
  • Sleeping Giant State ParkOpens in a new window – Lace up your hiking boots and explore this beautiful national park, renowned for its striking landscapes. With waterfalls cascading through serene forests, you'll find plenty of trails that lead you through the park's natural beauty. Keep your eyes peeled for wildlife and enjoy a picnic surrounded by nature's wonders.
  • Mount CarmelOpens in a new window – Challenge yourself with a hike up Mount Carmel, where breathtaking views await at the summit. The trails wind through picturesque forests and lead you to stunning vistas that showcase the beauty of Cheshire. Capture the moment and enjoy a well-deserved break amidst the tranquil surroundings.
  • Panthorn ParkOpens in a new window – Enjoy a leisurely stroll or a fun family outing at this urban park. With its inviting green spaces, beautiful forested areas, and serene waterfalls, Panthorn Park is perfect for picnics, playtime, or simply unwinding in nature. Bring a frisbee or a book and soak up the peaceful atmosphere!
  • Bartlem ParkOpens in a new window – Discover the charm of Bartlem Park, a lovely urban space ideal for outdoor activities and relaxation. Whether you want to take a walk along the trails, enjoy a game of catch, or just sit back and appreciate the view of the nearby forests and waterfalls, this park has something for everyone.

5 tips for savvy savings when booking a hotel in Cheshire

  1. Book for the cheapest times: The most budget-friendly time to visit Cheshire is during January, February, and December, when hotel prices may drop. For a great value for money, a stay of at least 2 to 3 days is recommended to fully explore the region's notable landmarks and cultural sites. Visitors can enjoy the beauty of historical attractions, picturesque waterfalls, and serene forests, making it an ideal destination for those on a budget looking to immerse themselves in the area's rich heritage.
  2. Look for last-minute deals on Hotels.com: To explore last-minute deals to Cheshire, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates as your travel date approaches. Enabling email alerts or push notifications can keep you informed about flash sales and special promotions, increasing your chances for great savings on hotels. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare room rates and amenities, helping you find the best hotel deal. With these resources, you’re more likely to be the first to know if prices drop or rooms become available for your getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you save on your stay at a Cheshire hotel. If you're seeking something distinctive, boutique hotels often provide a more personalized experience and may offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll suggest more budget-friendly dates that could lead to a better deal.
  4. Consider your location: Staying closer to major attractions or downtown areas can offer convenience, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in neighborhoods that are a bit farther out, balancing cost with accessibility to the sights you want to see. Independent hotels in these areas usually tend to be more affordable and can provide a more authentic experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Cheshire. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Cheshire

Cheshire experiences its lowest average temperature in January, at 29.1°F (-1.6°C), while July is the hottest month, with an average temperature of 74.3°F (23.5°C). October tends to be the wettest month. The peak travel months to visit Cheshire are April, June, and July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

Cheshire is a family-friendly city where you can spend time checking out the local cuisine. Why not spend time at Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm?A stop at other sights like Maplecroft Plaza Shopping Center and Drazen Orchards will create memories.