Pet Friendly Things To Do in Chester, Massachusetts

#1.

Chester Hill Winery

47 Lyon Hill Road, Chester, MA 01011, United States

Chester Hill Winery

  • Open from 1 to 5 pm on the weekends from June through December (or by appointment) this winery specializes in Blueberry wines and also offers other vegetables and goods during harvest season. Well behaved dogs are welcome on site ... More on DogFriendly.com

 

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#2.

Chester-Blandford State Forest

Rte. 20, Chester,P.O. Box 105 Chester, MA 01011

Chester-Blandford State Forest

  • Chester-Blandford State Forest offers a rustic park experience and spectacular Sanderson Brook Falls. Explore trails and places with names like Mica Mine Road and Gold Mine Brook that recall the days when the hills of Chester were ... More on mass.gov

 

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#3.

C.M. Gardner State Park

Rte. 112, Huntington, P.O. Box 105 Chester, MA 01011

C.M. Gardner State Park

  • Also nearby are two impressive flood control dams managed by the U.S. Army Corps of Engineers, Knightville Dam and Littleville Dam each over 160 feet high. These areas offer opportunities for hiking, group camping, fishing and boating. ... More on mass.gov

 

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#4.

Littleville Lake

Chester, Massachusetts

Littleville Lake

  • This deep, 275-acre flood control lake is owned by the Army Corps of Engineers. It was created by damming the Middle Branch of the Westfield River. Maximum depth is 86 feet; average depth is 34 feet. This is a coldwater lake, which ... More on AnglerWeb.com

 

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#5.

Blandford Ski Area

41 Nyebrook Rd, Blandford, Massachusetts

Blandford Ski Area
3.5
User Rating (1 sources) ×
  • CitySearch

  • Owned and operated by the Springfield Ski Club, the Blandford Ski Area is the oldest, continuously operatin... More on SkiResortGuide.com

  • The deals are great for skiing and food, and the food is excellent ! More on SkiResortGuide.com

 

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#6.

Sally's Place

160 Orchard Street, Lee, Massachusetts 01238

Sally's Place

  • This one bedroom apartment sleeps up to four people and is only a few minutes from the lake. Dogs of all sizes are welcome for no additional fee, but they must be very friendly ... More on DogFriendly.com

 

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#7.

Windy Knoll Farm

40 Stringer Avenue, Lee, Massachusetts 01238

Windy Knoll Farm

  • For over an hour, this horse drawn wagon will take visitors through the natural settings of backcountry roads. Dogs are welcome for no additional fee. Dogs ... More on DogFriendly.com

 

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#8.

Otis Ridge Ski Area

Otis, Massachusetts

Otis Ridge Ski Area
3.0
User Rating (2 sources) ×

  • About Otis Ridge, A smaller ski area nestled in the Berkshires offering old style skiing and riding, a full... More on SkiSite

  • They make junky food for the kids. More on TripAdvisor

 

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#9.

Russell Pond

Russell, Massachusetts

Russell Pond

  • This 71-acre, relatively infertile natural great pond is also known as Hazzard Pond or Woronoake Lake. It has an average depth of 15 feet and a maximum depth of 34 feet. The bottom is composed primarily of silt and rock. Transparency ... More on AnglerWeb.com

 

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#10.

Frelinghuysen Morris House and Studio

92 Hawthorne St, Lenox, Ma, USA

Frelinghuysen Morris House and Studio
5.0
User Rating (1 sources) ×

  • Hourly guided tours of American Cubists' home and art collection on 46-acre estate next to Tanglewood. July... More on uptake_content

  • Overall great addition to our summer In Stockbridge More on TripAdvisor

 

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Chester Lodging

Chester Things To Do

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