The Great Berkshires Food Ramble
August 20, 2026
For your dining pleasure, a tasting menu of new restaurants, pop-ups, food trucks, and more—impeccably curated by one of our favorite food writers
Curated Berkshire guides—top lists, insider picks, and must-try spots to eat, drink, shop, and explore like a local.
For your dining pleasure, a tasting menu of new restaurants, pop-ups, food trucks, and more—impeccably curated by one of our favorite food writers
These five Berkshire restaurateurs have stood the test of time. You’ve probably been to one (or more) of their places, and you’ll likely be going back again. Here, they tell us why.
An ice cream obsessive has the scoop on the best ice creams of the Berkshires
Summer is the loveliest—and also hands-down busiest—season, especially for those whose jobs are in the culture sector.
Question: Which does the Berkshire region offer—rich culture, natural beauty, or a great education? Answer: all of the above. If you’re considering area schools for your children, our guide will help you navigate the options.
It’s embarrassing, really: The sheer amount of world-class culture spread across the hills, lawns, barns, and mansions of the Berkshires.
We asked three of our favorite foodies for their go-to restaurants. The result: this highly opinionated guide to the latest and greatest in the Berkshires and beyond.
Whether you’re traveling in from afar or want to stay close to home, the region’s resorts, hotels, inns, and B&Bs will provide a relaxing escape—and access to everything that the Berkshires has to offer. Here are some to consider for your next getaway.
Hudson’s main drag is a shopping mecca, and it just keeps getting better. Here are a few of our favorite stops for stylish finds.
Discover Northwest Connecticut, where the Litchfield Hills meet the Appalachian Mountains. Explore waterfalls, scenic trails, charming towns, art, shopping, and dining—perfect for a day trip or weekend getaway.
With dozens of farm stores in the Berkshires and neighboring counties, there’s sure to be one—or more!—near you.
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