Chester Vacations, Tourism & Travel Information

Our Take on Chester, Massachusetts

Welcome to Uptake for Chester, Massachusetts. This guide is intended to be your starting point for all of the things to do and places to stay in Chester, Massachusetts. Our recommendations are based on ratings and reviews from across the web. If you are looking for ideas for a family vacation, check out the listing on the left side of the page.

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Chester, Massachusetts Things To Do

  1. Chester Music And TheaterChester Town Hall
    Middlefield Street, Chester, MA 01011

    Overview Founded in 1990 by actor, director, and former artistic director of Ireland's Abbey Theater, ... more on tripadvisor.com

  2. Chester Wineries And Vineyards47 Lyon Hill Road
    Chester, Massachusetts 01011

    Overview Open from 1 to 5 pm on the weekends from June through December (or by appointment) ... more on Dogfriendly.com

  1. Otis Ridge
  2. Notchview Reservation
  3. Bousquet Ski Area

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