Romantic Things To Do in Chester, Massachusetts

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

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

This place is also, despite how small it is, very well maintained, with lessons, games and everything. More on SkiResortGuide.com

Owned and operated by the Springfield Ski Club, the Blandford Ski Area is the oldest, continuously operating, club-owned ski area in North America. Blandford Ski Area has been teaching families in ... More on SkiTown.com

This place is also, despite how small it is, very well maintained, with lessons, games and everything. More on SkiTown.com

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

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

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

Herman Melville bought this 18th-century house in 1850 and lived here until 1863. It was during this time ... More on Frommers

We visited Arrowhead over Memorial Day weekend in 2007. We really enjoyed the tour ($15/adults) although yo... More on TripAdvisor