Categories of Things To Do in the Berkshires

  • 🏨 Accommodations

    The Berkshires don't have a ton of big name chain hotel or motel brands, favoring more boutique hotels and inns. Many classic motor lodges have been remodeled and converted recently, offering modern design and amenitities.

  • 🍩 Apple Cider Donuts

    Apple cider donuts are a Berkshires speciality that you see only during Fall Foliage season. There are about a dozen farms/stores in the county that make them fresh on the weekends mostly. Always best when hot.

  • 🍎 Apple Picking

    Plenty of farms let you come and pick your own apples, which can be a lot of fun for the whole-family.

  • 🎨 Arts

  • 🍞 Bakeries

  • 📚 Bookstores

  • ☕ Coffee

  • 🍳 Diners

  • 🍁 Fall Foliage

    The Berkshires are known for their bright colors during autumn, drawing "leaf peepers" from the cities of New York and Boston each year.

  • 👪 Family-Friendly

  • 🐄 Farms

  • 🌽 Farmstands

  • 🍔 Food & Drink

  • 🌾 Gluten-Free

  • 🥾 Hiking

    Every year, the Berkshires draw folks from all around the country to partake in its hiking. Even the Appalachian Trail comes through here.

  • 📜 History

    Lot's of history here, including the Knox Trail along which cannons were towed on sleds from Lake George to Boston during the Revolutionary War.

  • 🍦 Ice Cream

    In the summer, the Berkshires provides some of the best ice cream powered by the milk obtained from local farms across the county.

  • 😌 Leisure

  • 🥞 Maple Syrup

    Maple syrup has been something made by farmers and hobbyists in the Berkshires for centuries. Several farms produce their own local variety.

  • 🖼️ Museums

    Rain or shine, the Berkshires have some great museums to offer, inlcuding the world-renowned MASS MoCA.

  • 🏃‍♀️ Outdoor Recreation

  • 🍕 Pizza

  • 🥪 Sandwiches

  • ⛰️ Scenic Views

  • 🛍️ Shopping

  • 🏊 Swimming

    Lot's of great lakes and waterfalls you can go swimming in during the summer to stay cool, or even after a long hike.

  • 🥗 Vegan

  • 🌊 Waterfalls

  • ⛷️ Winter Sports

    The Berkshires are known for their skiiing, with several good-sized ski slopes in the county. Many offer night skiing and snow tubing.