Olivia's Overlook: Richmond (2.1 miles, 50-60 minutes) Laura's Tower: Stockbridge (1.8 miles, 45-60 minutes) Monument Mountain: Stockbridge (2.4 miles, 80-100 minutes) Burbank Trail: Richmond (3.0 miles, 90 minutes) (across the street from Olivia's) Flag Rock Trail: Great Barrington (3.9 miles, 110 minutes) Tyringham Cobble: Tyringham (2.1 miles, 60 minutes) For more of a nature walk: Bullard Woods or Gould Meadows (Stockbridge)
Haven: 8 Franklin Street, Lenox Fuel Coffee: 293 Main St, Great Barrington Patisserie Lenox: 30 Church St, Lenox Bizalion's Fine Food: 684 S. Main St, Great Barrington (amazing baguette/sandos, french things) Starving Artist Creperie and Cafe: 40 Main St, Lee Guido's Fresh Marketplace (grab & go options): two locations (Lenox + Great Barrington) Bagel & Brew: 18 Franklin St, Lenox
Prairie Whale: 178 Main Street, Great Barrington (our favorite!!) Alta Wine Bar: 34 Church Street, Lenox Cello: 37 Church St, Lenox Pizzeria Boema: 84 Main Street, Lenox Cafe Adam: 420 Stockbridge Road, Great Barrington Bizen (sushi): 17 Railroad St, Great Barrington Mooncloud (cocktails, meats/cheeses, poke bowls): 47 Railroad St, Great Barrington Brava: 65 Church St, Lenox ** best to make a reservation in advance **
Explore Downtown Lenox Visit Farmers Market (Fridays: Lenox | Saturdays: Great Barrington & Lee) Walk around Great Barrington (get Soco ice cream!) Visit High Lawn Farm, Lee Swim and beach hang at Stockbridge Bowl Public Beach Live music & wine tasting at Balderdash Cellars: 81 State Rd, Richmond Norman Rockwell Museum: 9 Glendale Road, Stockbridge Wyndhurst Golf & Club: 55 Lee Road, Lenox Yoga Lenox: 52 Housatonic St, Lenox Tennis and Pickleball at Lenox Community Center Courts: 65 Walker Street, Lenox Visit The Mount, Edith Wharton's Home Check out the Berkshire Botanical Garden Art lovers? Visit local galleries in Lenox or Great Barrington or you can drive 50 mins north to MASS MoCA & Clark Art Institute
- Seven Salon + Spa (book in advance! open on Sunday): 7 South St, Stockbridge - Shear Design (open Saturday, not Sunday): 25 Church St, Lenox - Lucky Nails: 40 Main St #5, Lee