Best places in Cheshire

Discover the best places in Cheshire, curated using our unique algorithm blending 'Top Rated' and 'Most Reviewed' establishments. Uncover the city's gems and must-visit locales for an unforgettable experience. Please note that certain places categories are intentionally excluded to ensure a refined selection. Ratings are based from 7 places in the city.

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Mount Greylock State Reservation Visitor Center image
1
Mount Greylock State Reservation Visitor Center
State park
Over 70 miles of trails including 11.5 miles of Appalachian Trail, plus highest point in the state.
4.80 (700 reviews) (~4.34 km from centre)
Mount Greylock State Reservation image
2
Mount Greylock State Reservation
State park
With hiking & a summit road in season, the highest point in the state offers 60- to 90-mile views.
4.80 (334 reviews) (~4.62 km from centre)
Cheshire Reservoir image
3
Cheshire Reservoir
Park
4.70 (101 reviews) (~3.13 km from centre)
Hobby World image
4
Hobby World
Hobby store
4.60 (57 reviews) (~4.43 km from centre)
Harbour House Inn B&B image
5
Harbour House Inn B&B
Bed & breakfast
👍👍 The rooms are clean and spacious, with a beautifully rustic design. Each room is unique in its aesthetic and they are all lovely, especially the newlywed suite. The common areas are also gorgeous, particularly the dining area where breakfast is served in the mornings. Jen and Dave are fantastic c...
4.90 (34 reviews) (~1.91 km from centre)
Cheshire Reservoir image
6
Cheshire Reservoir
Reservoir
This secluded, 418-acre wilderness lake with 6 islands is popular for canoeing & kayaking.
4.80 (34 reviews) (~3.77 km from centre)
Dunkin' image
7
Dunkin'
Coffee shop
Long-running chain serving signature breakfast items & a variety of coffee drinks.
$ $$$
3.70 (138 reviews) (~0.49 km from centre)
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