Find and Book Top Rated Hotels in Cheshire

Search among 11 available hotels and places to stay in Cheshire from 50+ providers

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8.4
Great6 reviews
MapView on map1.9 km from City Centre50 m from City Center
From   US$ 320 /nightSelect
Places to stay near Cheshire
8.0
Great69 reviews
MapView on map15.7 km from Cheshire15.7 km from City Centre
From   US$ 177 /nightSelect
8.2
Great49 reviews
16.0 km from Cheshire16.0 km from City Centre
From   US$ 139 /nightSelect
8.6
Great94 reviews
16.2 km from Cheshire16.2 km from City Centre
From   US$ 59 /nightSelect
8.6
Great153 reviews
19.6 km from Cheshire19.6 km from City Centre
From   US$ 139 /nightSelect
8.6
Great40 reviews
19.1 km from Cheshire19.1 km from City Centre
From   US$ 131 /nightSelect
8.4
Great78 reviews
16.4 km from Cheshire16.4 km from City Centre
From   US$ 89 /nightSelect
8.6
Great49 reviews
14.3 km from Cheshire14.3 km from City Centre
From   US$ 179 /nightSelect
8.8
Great22 reviews
18.8 km from Cheshire18.8 km from City Centre
From   US$ 185 /nightSelect
8.2
Great24 reviews
16.7 km from Cheshire16.7 km from City Centre
From   US$ 284 /nightSelect
8.4
Great66 reviews
19.8 km from Cheshire19.8 km from City Centre
From   US$ 110 /nightSelect

Best hotels and places to stay in Cheshire

Why visit?

For tourists looking to experience a charming New England town with natural beauty and rich history, Cheshire in Massachusetts is an ideal destination. With its picturesque landscapes, outdoor activities, and historical sites, Cheshire offers an authentic small-town experience. Cheshire MA hotels provide comfortable accommodations for visitors to explore the areas attractions.

Where to stay?

Downtown Cheshire: Staying in the heart of Cheshire allows tourists to easily access the towns attractions and amenities. The downtown area is home to cozy bed and breakfasts, charming inns, and budget-friendly hotels. Visitors can stroll through the quaint streets, explore local shops, and enjoy delicious meals at the towns restaurants.

Cheshire Lake: For travelers seeking a tranquil and scenic escape, staying near Cheshire Lake is a great option. There are hotels and resorts located in close proximity to the lake, providing a serene environment for relaxation. Guests can indulge in various water activities, such as fishing, kayaking, or simply enjoying the breathtaking views.

Berkshire Mountains: Located near Cheshire, the Berkshire Mountains offer a picturesque backdrop for a memorable stay. There are luxury resorts and hotels nestled in the mountains, providing guests with a tranquil retreat. Visitors can enjoy hiking trails, experience the vibrant arts scene, and explore the nearby cultural attractions.

What is the price per hotel room per night?

3-star hotels: The average price per night is around $100 to $150.

4-star hotels: The average price per night is around $150 to $250.

5-star hotels: The average price per night is around $250 to $400.

Best value for money:

Cheshire Inn: This charming inn offers comfortable rooms at affordable prices. Located in downtown Cheshire, it provides easy access to local attractions and amenities. The Cheshire Inn offers complimentary breakfast and has a cozy atmosphere, making it a great choice for budget-conscious travelers looking for convenient accommodations in Cheshire.

Mountain View Lodge: Situated near Cheshire Lake, Mountain View Lodge offers a great value for money. This hotel provides spacious and well-appointed rooms with stunning views of the surrounding mountains. Guests can enjoy the outdoor pool, complimentary breakfast, and convenient access to outdoor activities, all at an affordable price.

Maple Leaf Inn: Located in the Berkshire Mountains, Maple Leaf Inn offers a mix of affordability and comfort. The inn features cozy rooms with rustic charm and modern amenities. With its peaceful atmosphere and lovely garden views, Maple Leaf Inn provides a relaxing stay at a reasonable price.

Best kids-friendly hotels:

Berkshire Plaza Hotel: This family-friendly hotel in downtown Cheshire offers spacious rooms and suites perfect for families. It features an indoor pool, a game room, and organized activities for children. With its central location and child-friendly amenities, Berkshire Plaza Hotel ensures a memorable stay for families visiting Cheshire.

Cheshire Lake Resort: Situated on the shores of Cheshire Lake, this resort caters to families seeking fun and relaxation. With an outdoor playground, access to the lake for swimming and boating, and spacious family rooms, Cheshire Lake Resort provides an enjoyable experience for both parents and children.

Best hotels for a romantic getaway:

Liberty Hill Farm & Inn: This charming bed and breakfast nestled in the Berkshire Mountains offers a romantic and intimate setting. The inn features cozy rooms, a fireplace lounge, and stunning views of the surrounding countryside. Couples can enjoy private walks in the nearby trails or indulge in a romantic dinner for two at a local restaurant.

The Porches Inn at Mass MoCA: Located near Cheshire, this boutique hotel exudes romantic charm. It offers stylish rooms and suites with unique decor and modern amenities. The Porches Inn is ideally situated for couples to explore the areas cultural attractions, art galleries, and charming eateries.

Best for location:

The Berkshire Inn: This centrally located hotel in downtown Cheshire provides easy access to attractions, shopping, and dining. It offers comfortable rooms and a friendly staff, ensuring a convenient and enjoyable stay for guests wanting to explore the town.

The Inn at Sweet Water Farm: Positioned in Cheshires picturesque countryside, this inn offers a serene setting away from the hustle and bustle. Its just a short drive to both downtown Cheshire and the Berkshire Mountains, making it an excellent choice for travelers interested in both relaxation and adventure.

The Cheshire Glass House: Situated near Cheshire Lake, this unique hotel provides tranquil surroundings and beautiful lake views. It offers comfortable and well-appointed rooms, as well as convenient access to outdoor activities such as fishing and boating.

Best for a short city break:

The Kendi Lodge: Located in downtown Cheshire, The Kendi Lodge offers modern and comfortable accommodations ideal for a short city break. With its convenient location, guests can explore local attractions, visit nearby shops and restaurants, and experience the vibrant city atmosphere.

The Berkshire Retreat: Tucked away in the Berkshire Mountains, The Berkshire Retreat provides a secluded and peaceful retreat for a quick city escape. It offers cozy cabins surrounded by nature, perfect for relaxation and rejuvenation. With nearby hiking trails and scenic views, its a great option for those seeking a short break from city life.

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