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Hotels in Cheshire

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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

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Price trends for hotels in Cheshire
Pricing is based on two traveler single night rates
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Currently viewing crowd sizes and weather for September.
Weather forecast for Cheshire
September
trending_flatModerate crowds
High 75°F / low 58°F. Sunny most days.
View properties in September
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September, Moderate crowds, average high temperature 75 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
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October, High crowds, average high temperature 63 degrees Fahrenheit, average low temperature 48 degrees Fahrenheit. Sunny most days.
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November, High crowds, average high temperature 51 degrees Fahrenheit, average low temperature 37 degrees Fahrenheit. Partly sunny.
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December, High crowds, average high temperature 42 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
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January, Low crowds, average high temperature 36 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
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February, Low crowds, average high temperature 38 degrees Fahrenheit, average low temperature 23 degrees Fahrenheit. Snow likely.
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46°
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March, Low crowds, average high temperature 46 degrees Fahrenheit, average low temperature 30 degrees Fahrenheit. Partly sunny.
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58°
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April, Low crowds, average high temperature 58 degrees Fahrenheit, average low temperature 40 degrees Fahrenheit. Partly sunny.
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May, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 50 degrees Fahrenheit. Sunny most days.
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June, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
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July, Moderate crowds, average high temperature 84 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
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August, Moderate crowds, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Learn more about Cheshire

Meander through the Farmington Canal Heritage Trail, spotting wildlife and historic landmarks along the way. Sample local produce at Drazen Orchards or catch a show at the Nelson Hall theater for a taste of small-town New England charm.

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

Check out reviews of Cheshire hotels guests love

Frequently asked questions

How much does a hotel room cost in Cheshire?
You can choose a great hotel in Cheshire from $76 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Cheshire that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Cheshire hotels?
Members can save up to 20% on select hotels in Cheshire. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Cheshire hotels with free cancellation?
To book a refundable Cheshire hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Cheshire hotels with free parking?
If you're exploring by car, finding a great Cheshire hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Cheshire?
If you're looking for hotels in central Cheshire, check out Holiday Inn Cheshire - Southington by IHG. Travelers love Holiday Inn Cheshire - Southington by IHG for its location, as well as the indoor pool, restaurant and couples/private dining this hotel offers. Wallingford Center and Milldale are some of the most central neighborhoods for your Cheshire vacation.
Are all taxes and fees included in the Cheshire hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers like in Cheshire?
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.
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: Unveiling the Enchantment of Cheshire’s Forests

Nestled in the heart of Connecticut, Cheshire is a charming blend of picturesque landscapes and small-town allure. Known for its lush forests and serene waterfalls, this idyllic destination invites nature lovers to explore its scenic trails and tranquil parks. Enjoy a round of golf at the renowned Cheshire Golf Course or take a leisurely stroll through the vibrant local community. With its rich history and welcoming atmosphere, Cheshire offers a perfect escape for families, couples, and outdoor enthusiasts alike. Discover the enchanting charm of Cheshire, where every corner reveals a new adventure waiting to unfold.

Discover great hotels in Cheshire

Cheshire, Connecticut offers a range of cozy motels and friendly hotels, perfect for a convenient stay. Whether you prefer a quaint bed and breakfast or modern accommodations, you'll find several options that cater to various budgets and preferences, ensuring a comfortable visit to this charming town. Here are some of our travelers' favorite hotels in Cheshire:

  1. Econo Lodge Milldale - SouthingtonOpens in a new window: This inviting 2.0-star hotel is designed for travelers seeking a comfortable and pet-friendly experience. The property features essential services and amenities tailored for a seamless stay, making it an ideal choice for those on the go. Visitors appreciate the convenience of express check-in and the welcoming atmosphere that encourages relaxation. The property’s pet-friendly policy enhances the experience for those traveling with furry companions, ensuring that every guest feels at home.
  2. Quality InnOpens in a new window: A charming 2.5-star hotel, Quality Inn caters to frequent travelers looking for a business-themed experience. The property boasts essential amenities that facilitate a smooth journey, with services focused on efficiency and comfort. Guests value the thoughtful design and curated experiences that promote productivity and relaxation alike, making it a preferred choice for those in need of a stylish and convenient lodging option while away from home.
  3. Whitney Inn & SuitesOpens in a new window: This delightful 2.0-star hotel offers an array of sports and recreational activities that cater to leisure travelers eager for adventure. With nearby opportunities for rock climbing, hiking, and golfing, the property invites guests to explore the great outdoors. Visitors enjoy the entertainment options available, including premium television channels and a flat-screen TV, ensuring a relaxing evening after an active day. The stunning mountain views and proximity to state parks enhance the distinct experience, making it a favorite among nature enthusiasts.

Top locations to stay in Cheshire

When visiting Cheshire, Connecticut, consider staying in Waterbury, Meriden, or Southington. Waterbury offers vibrant entertainment options, while family-friendly Meriden features parks and attractions ideal for all ages. Southington is known for its welcoming atmosphere and recreational activities. For first-time visitors, Meriden may be the best choice due to its accessibility and family-oriented amenities.

  1. WaterburyOpens in a new window: Waterbury is a vibrant city known for its rich history and cultural attractions. You can explore the stunning Mattatuck Museum, which showcases local art and history, or catch a show at the Palace Theater, a beautifully restored venue that hosts a variety of performances. Waterbury also offers a range of shopping options, from local boutiques to larger retail centers, making it a great spot for those looking to indulge in some retail therapy. With its charming neighborhoods and parks, Waterbury is perfect for travelers seeking a mix of cultural experiences and laid-back exploration.
  2. MeridenOpens in a new window: Meriden is a family-friendly destination with plenty of outdoor activities to enjoy. One of the highlights is the beautiful Hubbard Park, where you can stroll through gardens, hike scenic trails, and enjoy picnics. The city also features various cultural attractions, including the Meriden Historical Society Museum, which offers insights into the local heritage. For shopping enthusiasts, Meriden's shopping centers provide a variety of stores to explore. With its welcoming atmosphere and outdoor spaces, Meriden is ideal for those looking for a wholesome getaway.
  3. SouthingtonOpens in a new window: Southington is a charming town known for its family-friendly vibe and outdoor recreation. You can visit the popular Lake Compounce amusement park for a day filled with fun rides and entertainment. Nature lovers will appreciate the beautiful hiking trails at the Southington Greenway, perfect for leisurely walks or biking. The town also offers various shopping opportunities, including local shops and larger retail areas. Southington's inviting community and recreational options make it a great choice for travelers seeking a peaceful yet engaging experience.

Things to do in Cheshire

Cheshire beckons travelers with its stunning blend of lush forests and tranquil waterfalls. Enjoy invigorating hikes through scenic trails, explore charming shops, or dance the night away in lively venues. With its picturesque landscapes, Cheshire is an inviting destination for those seeking outdoor fun and vibrant experiences.

  • Lake Beseck BeachOpens in a new window – Relax by the water at Lake Beseck Beach, a perfect spot for sunbathing and swimming. Enjoy the scenic views and take a leisurely stroll along the shore. The surrounding forests enhance the natural beauty, making it a fantastic place to unwind.
  • Quassy Amusement ParkOpens in a new window – Get ready for a day of thrills at Quassy Amusement Park! With a variety of rides and games, it's an ideal destination for families looking for fun. Don’t miss the classic wooden coasters and the chance to cool off at the water park during the summer.
  • Yale BowlOpens in a new window – Step into history at Yale Bowl, a remarkable stadium that has hosted numerous significant events since its opening. Whether you're catching a game or simply exploring the architecture, this historic sports venue offers a glimpse into the rich tradition of college football.
  • Lake CompounceOpens in a new window – Dive into excitement at Lake Compounce, the oldest continuously operating amusement park in America. From exhilarating roller coasters to family-friendly attractions, there's something for everyone. Be sure to check out the stunning views of the lake as you enjoy a day filled with laughter and fun.
  • Mount CarmelOpens in a new window – Lace up your hiking boots and head to Mount Carmel. This mountain offers beautiful trails for hiking enthusiasts and stunning vistas along the way. The lush forests surrounding the area provide a serene backdrop for a day of exploration and nature appreciation.

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 tend to be lower. For a fulfilling experience that allows you to explore the region’s historical landmarks and cultural attractions, a stay of at least 2 to 3 days is recommended. During your visit, you can enjoy a variety of activities such as hiking through scenic forests, visiting historical sites, and indulging in local dining options. This makes Cheshire a great value for money, especially for those traveling on a budget.
  2. Look for last-minute deals on Hotels.com: To discover 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 find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications to stay updated on flash sales and exclusive promotions, which could help you save significantly. Additionally, Smart ShoppingOpens in a new window is a useful comparison tool available through the app that allows you to compare hotel prices and amenities, ensuring you make informed choices. By utilizing these resources, you're more likely to secure a great hotel rate for your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you find a better deal on your stay in a Cheshire hotel. If you're seeking a distinctive experience, boutique hotels often provide a more personalized touch and may offer greater value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we'll recommend more budget-friendly dates, which could help you get the best value possible.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher prices. For more affordable options, consider hotels in less central neighborhoods, striking a balance between cost and accessibility to the places you want to visit. You might also look into independent hotels a bit further out, as they can offer a more authentic and budget-friendly experience.
  5. Become a Member: Join today for free and unlock amazing benefits for your next stay in Cheshire! As a member, you’ll enjoy exclusive discounted rates on over 100,000 hotels worldwide. Plus, you can easily move up through membership tiers to access even more perks, including complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. Don't miss out on these fantastic savings and rewards—sign up now!

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 are typically the wettest months. If you’re looking to soak up the lively atmosphere in Cheshire, April, June, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, 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.

Cheshire Travel Information

Best Time to Visit
May, June and August
Average Stay
2 days
International Airport
Bradley Intl. Airport (BDL)
Popular Sights
Lake Compounce, Quinnipiac University and Toyota Oakdale Theatre

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