Visit: Intineraries Clark
Visit: Intineraries baskets
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Visit: Intineraries chairs

Have you found the Japanese Guest House yet? Did you know there’s a path to a waterfall just off that unsuspecting residential side street? While you’re here for a few days, we’ve put together recommendations for exploring the area and ideas to use us as a vacation planner as you set out your week.

What’s your travel style? Brooklyn imagination and homebrew, or cosmopolitan comfort with a touch of the outdoors? Our trip itineraries show the area from different points of view.
Farm food thrives in the Berkshires, and we offer some of our favorite flavors: Highly-rated restaurants, even hidden in empty mill territory, or locally made coffee or vanilla … or chocolate.
If you’re looking for a lesser-known day hike or caught by the weather and trying to find creative ways to entertain the kids, let our insiders be your guide.

Themed Itineraries

Day Tripping in Southern Vermont

Bennington and surrounding areas

Just north of Williamstown, Route 7 crosses the Vermont border into a corner of the Green Mountains that has fostered its own artistic community for more than a century.

Blank Canvas Tours

Founded in 2018, this Williamstown company organizes six-day trips in July and August to explore art, music, theater and more across the Berkshires, with local food and adventures.

Itinerary: Classic Williamstown

Not sure where to start your adventures in Williamstown? Here are a few suggestions from locals who love where they live and want to share it with you.

Itinerary: Outdoors

An insider’s guide to getting outside.

Itinerary: Manhattan

Recommendations for our most sophisticated, cultured friends.

Itinerary: Brooklyn

Advice for our hip, quirky, artsy friends.

Itinerary: Foodies

Epicurean faves for those who love to eat.

Itinerary: Busy Kids

Tips for moms and dads from moms and dads.