The Berkshires come alive in the Fall. From the foliage to the theater, this is a must for anyone in Boston. Hike along the Appalachian Trail, explore cultural gems like the Clark Art Institute and the Norman Rockwell Museum and savor farm-to-table delights in cozy towns like Lenox and Stockbridge. As the leaves fall, the Berkshires come alive, offering a truly enchanting seasonal experience. The place to stay in the Berkshires is Pittsfield and the Hotel on North is a great choice. This boutique hotel in the heart of downtown offers an industrial chic home away from home.
While we all love fall in Boston, sometimes getting out of town can be the best medicine for the short days and chilly weather. And if the fam won’t get too mad at you, Thanksgiving is one of the best times to travel—especially outside of New England. With cheap international flights, a free four-day weekend and an excuse to skip the annual Thanksgiving drama, a November getaway sounds pretty nice, as long as you can somehow avoid the busiest travel day or the worst time to travel for Thanksgiving. We rounded up the best places to visit this year and the best part is they are all either a nonstop from Logan or a short drive from Boston. But if you are looking to stay a little closer to home check out our guide to the best day trips from the city.
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