Things To Do
Explore downtown Lenox! There are great restaurants, coffee shops, boutiques, and galleries
Hikes & Outdoors
Kennedy Park - beautiful wooded trails right near downtown with easy walking paths and longer hikes
Olivia's Overlook - short scenic hike with incredible Berkshire views
Walk the grounds at The Mount, Edith Wharton’s historic estate and gardens
Visit Tanglewood for walking the beautiful grounds
Food / Casual Stops
High Lawn Farm - homemade ice cream, cheese shop, beautiful views, and adorable baby cows
Grab coffee and pastries in Lenox or nearby Stockbridge
Local breweries, wineries, and farm stands throughout the Berkshires
A personal favorite of ours - Teo's. 4 everything dogs and a crispy Bud Light. Bring cash and trust us ;)
Nearby Berkshires Favorites
Stockbridge - a charming New England town nearby with shops and cafés
Great Barrington - a fun larger town with excellent restaurants, shopping, bookstores, and a lively downtown scene
For all the days along the way