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Things to Do

Winter Comes To The Hilltowns All Covered In White

Up in the Hilltowns of Western Mass, winter can be dazzlingly white and offers a quiet escape. Farms have long since plowed their fields under, artists are heating their studios with woodstoves and the last of the leaves cling to our hiking trails. If you’re prepared for it, the Hilltowns offer a wonderful day out with a bundled-up walk followed by lunch or dinner at a restaurant in a historic building.

The Ultimate Fall Outing is Just a Short Drive Away

Up in the Hilltowns of Western Mass, we specialize in fall. From orchards to pumpkin patches, leaf peeping drives on three designated Scenic Byways (Rtes 20, 112, and 143) to hiking and kayaking, we have the best ingredients for a perfect fall getaway. Best of all, we’re just 30 minutes away from Springfield, Northampton, Lee, Lenox and Pittsfield. With historic white-steepled villages, everything from short family walks to challenging hikes and a river so beautiful the National Park Services calls it Wild & Scenic, you can come for a day or stay for a life.

Explore Things To Do

There is so much to do in the Hilltowns
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Classes

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Attractions

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Christmas Trees

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Retail

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Lodging

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Activities