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Visiting Cheshire, Connecticut, offers a delightful blend of charm and convenience for travelers seeking a memorable stay. This inviting town is nestled in the heart of New England, providing a perfect balance between scenic landscapes and accessibility to nearby attractions. Whether you are planning a quiet getaway or a trip filled with local adventures, Cheshire has a variety of accommodations that cater to your needs.
What makes Cheshire truly special is the range of hotel options that promise comfort and quality at competitive prices. From cozy inns to well-known hotel brands, you’ll find places that meet both budget-friendly and upscale preferences. Exploring the area is easy, with many hotels situated close to key highlights like parks, museums, and dining spots. Enjoy the relaxation and hospitality that Cheshire has to offer while discovering all that this charming town holds.
Get a discount of 15% to 70% on accommodation in Cheshire! Look for deals here:
Cheshire Hotels, Apartments, B&Bs
Read our articles on the best things to do in Cheshire, Connecticut and best restaurants in Cheshire, Connecticut for even more ideas!
Holiday Inn Cheshire – Southington, an IHG Hotel
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When you stay at Holiday Inn Cheshire-Southington, you’re at the heart of Connecticut’s attractions. Located between Hartford and Waterbury, the hotel is easily accessible through major highways. You can find fun moments at Lake Compounce or the New England Carousel Museum.
If you’re into winter sports, Mount Southington Ski Area is nearby. For a touch of culture, the Palace Theater and the Mark Twain House are worth a visit. This hotel is also convenient for business travelers, with several major companies close by.
The hotel offers a range of amenities to make your stay pleasant. Enjoy a swim in the indoor pool or work out in the Fitness Center. There’s a restaurant on site called Toast to Toast where kids eat for free. The rooms are spacious with comfortable beds, making it an ideal place for relaxation.
Rating: 4 (251 reviews)
Location: 64 Knotter Dr, Southington, CT 06410
Contact: (860) 276-3100
Website: Visit Website
Cheshire Welcome Inn
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If you’re planning a visit to Cheshire, consider staying at the charming Cheshire Welcome Inn. Its convenient location makes it easy to explore nearby attractions like Sleeping Giant State Park and several well-known universities. Guests often rave about the friendly service they receive.
The rooms at the Cheshire Welcome Inn are designed for comfort. You’ll find amenities like free Wi-Fi and a flat-screen TV in every room. If you like a bit of convenience, a microwave and a refrigerator are also included. It’s the little things that make your stay special.
The neighborhood around the inn is great for walking, giving you a chance to enjoy Connecticut’s natural beauty. Restaurants like Toro Sushi and Peter’s II are just a short stroll away. After a day of exploring, you might appreciate the inn’s large parking spaces and cozy beds.
Rating: 4 (116 reviews)
Location: 1106 S Main St, Cheshire, CT 06410
Contact: (203) 272-3244
Website: Visit Website
Comfort Inn & Suites Meriden
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When you’re visiting Cheshire, Connecticut, Comfort Inn & Suites is a great place to stay. It’s conveniently located near downtown attractions, making it easy for you to explore. The hotel offers comfortable rooms that are designed to help you relax after a long day. Plus, they provide many amenities to enhance your stay.
The atmosphere at Comfort Inn & Suites is welcoming, perfect for families and solo travelers alike. You can enjoy the complimentary breakfast to start your day off right. There is also a fitness center and an indoor pool if you’re looking to keep active during your visit.
Friendly staff is always ready to assist you with anything you might need. Comfort Inn & Suites strives to make your stay as pleasant as possible, ensuring that you feel right at home. Whether you’re there for business or leisure, you’ll find this hotel a suitable choice.
Rating: 3.7 (649 reviews)
Location: 900 E Main St, Meriden, CT 06450
Contact: (203) 440-9600
Website: Visit Website
Courtyard Waterbury Downtown
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When you’re planning a visit to Connecticut, consider a stay at Courtyard Waterbury Downtown. This hotel mixes comfort and convenience, making it perfect for both business travelers and tourists. You will find a welcoming atmosphere and a team that is eager to help with anything you might need during your stay.
The hotel’s location puts you at the heart of Waterbury, with easy access to local attractions and businesses. The area offers various dining and shopping options, so you have plenty to explore. The proximity to Cheshire and other nearby towns lets you experience the best of Connecticut.
Inside the hotel, you’ll appreciate the clean and modern rooms. They are designed with your comfort in mind, offering a cozy place to relax after a day of exploring. The amenities provided will ensure your stay is pleasant, leaving you with more time to enjoy your vacation.
Whether you are in town for a meeting or a weekend getaway, Courtyard Waterbury Downtown provides a great place to unwind. With numerous facilities and friendly service, it aims to make your stay stress-free and enjoyable.
Rating: 4 (1300 reviews)
Location: 63 Grand St, Waterbury, CT 06702
Contact: (203) 596-1000
Website: Visit Website
Cheshire, Connecticut Vacation Homes and VRBOs
Looking to escape to a cozy corner of Connecticut? Cheshire offers charming vacation rentals to make your stay unforgettable. You will find houses, cabins, and apartments available for short or long stays. A variety of family-friendly options offers unique amenities that will make you feel right at home.
Among the choices, you can enjoy the comfort and privacy of a full home rental. These spaces are perfect for families, groups, or couples looking for a weekend retreat. Options include properties with beautiful gardens and spacious living areas to gather everyone together.
For a more personal touch, consider booking through platforms like Vrbo and Airbnb. They have a wide selection of vacation homes with plenty of reviews to help guide your choice. Staying with local hosts ensures a unique and authentic experience you won’t get anywhere else.
From cozy cabins to modern apartments, Cheshire has something for everyone. Prices vary to suit different budgets, and you can often find rentals starting at just $20 per night. With options so diverse, you’re bound to find a place with the amenities and space you desire.
Whether you’re visiting Cheshire for a quick getaway or a longer vacation, its vacation home offerings provide an excellent hotel alternative. Each option invites you to explore the charm and character of this lovely Connecticut town.
If you’re looking to stay in a vacation home, apartment, BnB, or VRBO in Cheshire, Connecticut, we recommend you search on VRBO, Hotels.com, and Booking.com for up-to-date options.
Exploring Cheshire, Connecticut
Discovering Cheshire offers you a mix of charming attractions and nearby places of interest. You’ll find a blend of history, culture, and natural beauty.
Local Attractions Near Hotels
When staying in Cheshire, you can enjoy the Barker Character, Comic, and Cartoon Museum. This is a must-see for fans of pop culture, with over 80,000 toys and collectibles. Another nearby attraction is the Cheshire Historical Society Museum. It provides a glimpse into the region’s past with fascinating exhibits.
If you’re interested in exploring beyond Cheshire, a short drive takes you to Milldale and Waterbury. These towns have their own unique attractions. In Waterbury, you can visit the Mattatuck Museum, offering art and history exhibits. These destinations offer you a perfect taste of Connecticut’s charm.
Choosing the Right Hotel for Your Stay
Selecting the perfect hotel involves considering the needs of your travel party, whether you’re visiting with family or on a business trip. Factors such as location, amenities, and price can help guide your decision to ensure a comfortable and convenient stay.
Considerations for Families
When planning a stay in Cheshire, Connecticut with your family, amenities and location are key. Room options that include suites provide space to relax, and the Homewood Suites by Hilton Southington or Wallingford offer large, cozy accommodations. A hotel with a pool, like the Residence Inn by Marriott Southington, can provide entertainment for the kids.
You might also consider hotels offering free breakfast to save time and money in the mornings. Make sure the hotel includes amenities like free Wi-Fi and a flat-screen TV to keep everyone entertained. The Holiday Inn Cheshire and the nearby Econo Lodge Milldale both offer these amenities.
Business Traveler Tips
For business travelers, conveniences like meeting rooms, free Wi-Fi, and easy access to major highways are crucial. The Fairfield Inn by Marriott Wallingford and the Comfort Inn Naugatuck provide comfortable meeting spaces and necessary amenities. Parking is another consideration, with many hotels offering free parking to save on costs.
Location is important, so consider properties close to business centers or transportation hubs, like Red Roof Inn Meriden, which can offer quick access to meetings. Fitness centers and an indoor pool can also help you unwind after a busy day.
During the low season, you might find lower rates, so always check availability and book early to secure the best deal on your accommodation.
Get a discount of 15% to 70% on accommodation in Cheshire! Look for deals here:
Cheshire Hotels, Apartments, B&Bs