Cheshire Hotels from S$101

Top reasons to visit Cheshire

• Scenic Outdoor Activities: Enjoy the beautiful Cheshire Cycleway and the picturesque Welsh Hills for outdoor adventures.
• Cultural Experiences: Explore local theatres and educational attractions for a rich cultural immersion.
• Charming Neighbourhoods: Stroll through historic areas where architecture meets scenic landscapes.
• Relaxing Accommodations: Choose from pet-friendly and LGBTQIA welcoming lodging options for a comfortable stay.
• Local Nightlife: Experience the friendly atmosphere and unwind with locals in the evenings.

Find great hotels near Cheshire

Discover a variety of accommodation options in Cheshire, Connecticut, designed to meet the needs of every traveller. Whether you prefer a comfortable hotel or a cosy motel, the area boasts pet-friendly and LGBTQIA welcoming establishments. With a focus on business-themed amenities, Cheshire hotels provide a welcoming atmosphere for both leisure and corporate guests. Enjoy your stay in this charming New England town while experiencing the warm hospitality and diverse lodging choices available.

• Clarion Inn: Clarion Inn is a welcoming 3-star hotel located 12.9km from Cheshire, ideal for those seeking a business-oriented retreat with a progressive touch. This property is LGBTQIA-friendly and offers a variety of amenities tailored for business travellers, including a Business Centre, Conference Space, and multiple Meeting Rooms. The hotel also embraces a pet-friendly policy, allowing dogs and cats on-site with certain restrictions. With a commitment to inclusivity, Clarion Inn is a perfect choice for both work and leisure, ensuring a comfortable stay for all guests.
• Courtyard by Marriott Waterbury Downtown: Situated 11.3km from Cheshire, Courtyard by Marriott Waterbury Downtown is a stylish 3-star hotel perfect for those who appreciate a modern atmosphere and an LGBTQIA-friendly environment. This hotel features contemporary rooms designed for comfort and relaxation, making it an excellent base for exploring the attractions of Waterbury. Guests will enjoy the warm hospitality and thoughtful amenities, providing a convenient and enjoyable experience that caters to both leisure and business needs.
• Omni New Haven Hotel at Yale: Located 22.5km from Cheshire, the Omni New Haven Hotel at Yale is a distinguished 4-star property that caters to families, business travellers, and pet owners alike. This hotel boasts comprehensive business facilities, including a Business Centre, Conference Space, and multiple Meeting Rooms, making it an ideal choice for corporate guests. Additionally, families will appreciate amenities such as free cribs and a focus on child-friendly services. The hotel's pet-friendly policy allows dogs and cats, ensuring that your furry companions are welcome too. With its elegant atmosphere and diverse offerings, Omni New Haven promises a memorable stay for all.

Where to stay near Cheshire

Cheshire offers a delightful mix of family-friendly activities, cultural experiences, and picturesque locations. Explore the charming neighbourhoods, where historical architecture meets scenic landscapes, perfect for leisurely strolls. Nearby, the lush Welsh Hills provide a stunning backdrop for outdoor adventures. In the evenings, indulge in the local nightlife, where friendly locals and a relaxed atmosphere await. Whether you're seeking romance or family fun, Cheshire promises an unforgettable vacation experience.

• Meriden: Situated a mere 9.7km from Cheshire, Meriden is a charming city that offers a delightful mix of family-friendly activities, cultural experiences, and outdoor adventures. With peak visitor numbers in April, July, and September, the town is a fantastic destination for year-round exploration. Visitors can enjoy a variety of attractions, including a historic college university, an engaging theme park, and a scenic golf course. The city's vibrant theatre scene and educational venues provide ample opportunities for cultural immersion, making Meriden a must-visit for those seeking a well-rounded travel experience.
• Waterbury: Located 11.3km from Cheshire, Waterbury is a lively city perfect for families and adventure enthusiasts alike. With visitor peaks in April and from June to July, this dynamic destination boasts numerous outdoor activities and exciting attractions. Families can revel in the thrills of the local amusement park or cool off at the nearby waterpark. Education remains a focal point here, with various learning centres and programs available. Waterbury's rich history and vibrant community make it an excellent stop for anyone looking to combine fun with exploration.
• Wallingford: Just 9.7km away from Cheshire, Wallingford is a delightful city renowned for its cultural charm and romantic atmosphere. The town attracts visitors primarily in April, July, and September, offering a rich tapestry of experiences for families and couples alike. Wallingford is home to several educational venues, theatres, and golf courses, ensuring varied entertainment options. Nearby landmarks, including historic and modern college universities and event conference venues, enhance the town's appeal. With its blend of culture and leisure, Wallingford is a perfect addition to your travel itinerary.

Things to do in and around Cheshire

Cheshire, Connecticut, is perfect for family-friendly and cultural outdoor holidays. Visitors can enjoy a range of activities including exploring the Cheshire Cycleway, unwinding at local spas, and playing a round at nearby golf courses. Additionally, the area boasts educational attractions and theatre performances, making it an ideal destination for a well-rounded vacation experience.

Shopping

Cheshire offers delightful shopping experiences with the Maplecroft Plaza Shopping Center right in town, boasting a lively atmosphere. Nearby, the Brass Mill Center and Westfield Meriden, both around 6 to 11.3km away, provide a broader range of entertainment and shopping options if you're up for a drive.

Recreation

At Hubbard Park, enjoy serene walks amidst lush greenery, perfect for relaxation. The Cheshire Golf Course offers a refreshing outdoor experience with its well-maintained fairways and scenic views. Meanwhile, Falcon Field provides an energetic atmosphere for sports enthusiasts, making it ideal for active recreation.

Adventure

Powder Ridge Mountain Park and Resort, located 14.5km from Cheshire, offers exhilarating skiing and snowboarding experiences amidst stunning winter landscapes. For karting enthusiasts, Checkered Flag Raceway, situated 17.7km away, provides adrenaline-pumping races. Enjoy the scenic trails of Shade Swamp Sanctuary, 22.5km from Cheshire, perfect for hiking and outdoor exploration.

Nightlife

For a memorable evening in Cheshire, catch a show at the Toyota Oakdale Theatre, just 8.0km away, offering a blend of culture and romance. Alternatively, enjoy some fun at Crystal Bees, 14.5km away, for adventurous arcade excitement, or unwind at Cinemark North Haven, 16.1km away, perfect for a cinematic experience.

Booking tips and Expedia advantages for Cheshire

To save money on your trip to Cheshire, consider visiting between December and February when accommodation prices are lower. Opt for a stay on Mondays for the best rates, as Saturdays tend to be the priciest. Use Expedia's search tool to filter by budget and hotel type, enabling you to find eco-friendly options. Additionally, bundling your hotel, flights, and activities can lead to substantial savings. Take advantage of free activities in the area to enhance your experience without breaking the bank.

• 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: Expedia's search tool enables you to specify your budget, preferred location, and additional preferences. You can arrange your search results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can save on costs by combining your Cheshire hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Cheshire

Cheshire, Connecticut, offers a delightful blend of family-friendly, cultural, and outdoor activities. Visitors can explore urban parks, historic colleges and universities, and national state parks. The area is perfect for those seeking a rich cultural experience and outdoor adventures. Don't miss the chance to visit the historic town of Chester for additional charm and points of interest.

• Choate Rosemary Hall: This modern college boasts an impressive campus just 9.7km from Cheshire, offering a vibrant atmosphere infused with city vibes. Enjoy the contemporary architecture and the dynamic student life that reflects its prestigious educational standards.
• Panthorn Park: Located 8.0km away, this urban park is perfect for families seeking outdoor fun. With its lush greenery and playgrounds, Panthorn Park provides a serene escape, blending city vibes with nature.
• Wesleyan University: A historic college situated 22.5km from Cheshire, Wesleyan University is rich in culture. Explore its stunning architecture and participate in various cultural events that celebrate the arts and education.

Best time to go to Cheshire

The best time to visit Cheshire can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Cheshire falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Cheshire falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	29.1°F (-1.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	30.7°F (-0.7°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Average	Average
April	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	59.2°F (15.1°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
July	74.3°F (23.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Average	Average
September	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Average	Average
October	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High
November	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	35.4°F (1.9°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Cheshire

Cheshire, Connecticut, is conveniently served by several major airports. Bradley International Airport (BDL) in Hartford is located 49.9km away, with nearby hotels including the 4-star DoubleTree by Hilton Hartford - Bradley Airport, just 1.6km from the terminal. Oxford Airport (OXC) is closer at 19.3km and features the 3.5-star Heritage Hotel, Golf, Spa & Conference Center, situated 8.0km away. For those considering a longer journey, Westchester County Airport (HPN) in White Plains is 51.6kms from Cheshire, with options like The Opus Westchester, a 5-star hotel just 6.4km from the airport, providing convenient transport services.