Late Summer in the Berkshires: Fairs, Foliage Prep & Mountain Adventures
Summer is winding down, which means crisp air and gorgeous fall colors are just around the corner. From classic country fairs and open-air concerts to stunning hikes and local dining, grab your group and plan your next Berkshire escape.
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✨Special Events & Entertainment:
- All Weekend: Head over to the classic Cummington Fair for agricultural fun, rides, and local exhibits (pair it with our hike of the week!).
- Friday (08/28): Check out The Mount Ghost Tour or catch the It’s a Riot reception at the New Marlborough Meeting House.
- Saturday (08/29): Experience morning Goat Yoga at Hancock Shaker Village or take a Norman Rockwell Walking Tour in Stockbridge.
- Sunday (08/30): Enjoy Museum Day at the Berkshire Museum or catch the Olga Dunn Dance Company at The Mount.
🎭 Theater:
The region's iconic stages are keeping the energy high as summer closes out. Be sure to grab tickets for:
- Lucia di Lammermoor Opera at The Mahaiwe (Friday)
- Hubbard Street Dance, Chicago at Jacob’s Pillow
- Noises Off at Barrington Stage Company
- Hamlet at Shakespeare & Company
- Unicorn Love Song at the Unicorn Theatre
- Yellow Wallpaper at Great Barrington Public Theater
🎨Art & Gallery Exhibits:
Explore local galleries and exhibits:
- Art in the Berkshires Gallery: "The Line of It All" (All Weekend)
- The Wit: “Cool Baby Baby” by Tom Marosz (All Weekend)
- Ozzie’s Glass Gallery: Hand-crafted glass pieces (All Weekend)
- Eastover Contemporary Art: "Listening to Thunder" (All Weekend)
- Bernay Fine Art: Summertime exhibit (All Weekend)
- Follow @artintheberkshires for all upcoming art events!
🛍️Shopping in Stockbridge:
Discover unique local finds while wandering through our charming towns:
- Peace, Love and Chocolate for artisan sweets, BerkCHEERS specialty boutique, and Shop Around the Corner for upscale souvenirs.
- Take a break and have some coffee and a patisserie from Lost Lamb (and do a little people watching)
- Sidetracks for unique treasures, Whispered in the Heart for local artisan gifts, and Nejaime’s Wine Cellar (which usually has some fun tastings going on!).
🍴 Good Food & Dining
Working up an appetite? Our local food scene has incredible options for every craving:
- Lee (Walkable from BHS):
- Agave’s Mexican: Delicious food and such a nice team!
- Station Gastropub: Great atmosphere for a nice dinner at the bar.
- Keep it JuJu’s: Pizza, gyros, and soft serve!
- Stockbridge: Once Upon a Table for a refreshed, intimate bistro experience.
- Lenox: Pizzeria Boema for wood-fired pizza and Frankies set up for the ultimate summer vibes.
- Great Barrington: Ask for the special at Steam Noodles or grab a bite at The Bistro Box, a fun, tasty outdoor burger shack!
🎸 Live Music
While visitors flock to Tanglewood, the local music scene thrives across the entire county all weekend long:
- Friday (08/28): Barrington Hall featuring Little Lies (Fleetwood Mac tribute).
- Saturday (08/29):
- The Guthrie Center with Tom Rush.
- Balderdash Cellars with Wanda Houston.
- Buttonball Barn with The BTU’s.
- Tanglewood Open Rehearsal.
- The Stationary Factory featuring Rory Block.
- Sunday (08/23):
- Michael Junkins & Friends at The Lion’s Den (a local favorite).
🥾Hike of the Week: Dry Hill Reservation - New Marlborough
Bear Swamp (The Trustees): A landscape of hard beauty: fields reclaimed by forest, and dark lowlands illuminated by colorful wildflowers in bloom. (Plan the Cummington Fair for the same day!)
- 🥾 Ease: Follow three miles of trail—steep in places—to widely varying landscapes.
- 🗺️ Length: A three-mile trail network featuring a mix of rugged lowlands and varying elevations.
- ✨ Sites: Including the aptly named Fern Glade Trail passing through carpets of ferns and wildflowers, the Beaver Brook Trail stumbling upon an aging stone dam supporting a beaver dam, and the Lookout Trail ending at a grand vista of apple orchards and the Green Mountains.
- 📍 Location: Ashfield, MA, offering diverse terrain and excellent trail exploring.
🧗 Outdoor Adventures
Only a few more weeks left for our summer playgrounds:
- Catamount: Hit the "Catamonster" zip line and one of the largest aerial adventure parks in the country (we had a blast here last week!).
- Jiminy Peak: Ride the legendary alpine coaster, mountain coaster, and scenic chairlift rides.
- Ramblewild: Explore a massive tree-to-tree aerial park hidden deep in the forest canopy.
- Berkshire East: Ride the Thunderbolt Mountain Coaster or hit the world-class bike park.
🎟️ Berkshires Travel Tip: The final summer performance tickets are moving incredibly fast. Secure your spot early for venues like Jacob's Pillow, Tanglewood, and Shakespeare & Company.
Explore more insider favorites on the Berkshire Blog