Cycling Massachusetts

The Berkshires

Hilltop Orchards
Cross country skiing and snowshoeing trails, guided moonlight snowshoe treks (including a bonfire, entertainment, and wine tasting), cross country skiing lessons and guiding, hiking (guided or not), and guided bike trips. Apple picking and hay rides.

Boston Area

Great Freedom Adventures
Offers multi-day cycling trips, as well as other cycling tours in the northeast. Corporate and private custom trips also available.

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