5 rewarding things to do in Berkshire County, Massachusetts
Berkshire County, also known as “the Berkshires,” inspires with its lush trees and hills. Literary greats such as Herman Melville and Nathaniel Hawthorne walked here, and songwriter James Taylor described the Berkshires as “dreamlike” in one of his best-known songs.
The Berkshires are a hub for natural beauty and the arts. So when we asked our friends at Lee Bank about rewarding things to do in the area, it was no surprise that many of their suggestions revolved around outdoor recreation and musical performances. Here are a few of their top suggestions.
1. See The Berkshires By Bike, Boat And Foot.
Josh Billings was a Massachusetts writer known for sayings such as “to finish is to win.” That’s also the motto of the Josh Billings Runaground Triathlon that's been happening in the Berkshires since 1976. What better way to tour the back country than by bike, canoe and on foot? Participants finish the race in Lenox at the Tanglewood Music Festival, where they’ll enjoy live bands, food, and more. The Kasasa Rewards Rush truck will also be there to make the finish line even more rewarding!
2. Try The “Best Pizza Place In The Berkshires.”
If you’re in the Great Barrington area and you work up an appetite, our friends at Lee Bank recommend Baba Louie’s — a well-rated restaurant that one reviewer called the “best pizza place in the Berkshires.” They specialize in serving up something for everyone, with emphasis on their fresh ingredients and healthy menu options (including vegan and gluten-free choices). Happy patrons sing the praises of their sourdough pizza crust!
3. Take To The Trees At Ramblewild.
SOURCE: THE ROGOVOY REPORT
Ramblewild’s mission is “to reconnect people to the forest, and have a great time doing it,” says co-owner Valentina Cugnasca in a Boston Magazine article. The 900-acre park opened in mid-2014, and since then has been giving both kids and adults a chance to experience adventure in the trees. There are eight “tree-to-tree trails” where you can climb, swing and jump through obstacles as you go from one tree to another. Reviewers have said that it can be a physical challenge, but you’ll feel great afterwards.
4. Walk The Grounds At Tanglewood.
SOURCE: TWIN TRAVEL CONCEPTS
“It doesn't get much better than this if you like classical music,” said one reviewer about Tanglewood. The idyllic outdoor venue regularly offers performances by the Boston Symphony Orchestra, as well as by various other artists and genres. James Taylor holds a regular 4th of July weekend spot, and Tony Bennett and Lady Gaga shared a bill there in 2015. Pack a picnic and enjoy the performance while relaxing on the lawn.
5. Meet Up With Friends At The Olde Heritage Tavern.
SOURCE: THE OLDE HERITAGE TAVERN
When you look up The Olde Heritage Tavern on Google maps, the short description reads: “laid-back bar & grill in an old house.” The house-turned-bar was also called a “Lenox landmark” by one reviewer. It’s known for good food at a reasonable price, including “the best burger in the Berkshires,” which is only $5.99 after 5pm on Mondays. During the warmer months, you can sit out on the patio and relax with friends, while taking in the surrounding area. It’s also a short trip from Tanglewood, making it a good meeting place before or after a performance.