08/20/2026
What to do this weekend in Western Mass 8/21/26 - 8/23/26
What are you doing this weekend? Share below!
Fairs & Festivals:
Westfield Fair, Westfield | Fri.–Sun.
Agricultural/livestock exhibits, midway, motor competitions, live entertainment, food and kids activities. The Westfield Fair
Heath Fair, Heath | Fri.–Sun.
Classic Hilltown fair with livestock shows, community dinners, square dancing, tractor pulls, music and old-school agricultural stuff. BRING CASH, NO ATM onsite. Don’t miss the Firefighter’s Chicken BBQ on Saturday at noon.
Tanglewood, Cynthia Erivo (yes, the Wicked star) with the Boston Pops. Lenox | Friday Tickets were still available when I looked. Boston Symphony Orchestra Tanglewood
Annual Harvest Supper Greenfield | Sat., 4:30–7:30 p.m.
Hosted by Stone Soup Café: a giant communal farm-to-table meal using local food, with live music and pay-what-you-can admission. Over 50 farms participate, and chefs donate their time. Classic Western Mass. Stone Soup Café
Free Tanglewood family concert Lenox | Sun., 12:30 p.m.
The Moanin' Frogs saxophone ensemble performs a family-friendly concert at Tanglewood. Tickets are free, but you must reserve them.
Cover photo c/o my dear friend Nick l3rineandpine