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Events & Celebrations
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In the Area
Every Friday from May 23 through September 12 held at St. Ann’s Parish
Gather around the bonfire each night to roast s’mores, share stories, and soak in the warmth of a cozy evening under the stars.
Join us every Thursday night in Lenox, MA, for cider tastings, where you can sip a variety of local ciders, savor autumn flavors, and enjoy a relaxed evening with friends.
Enjoy pieces and performances celebrating local creativity held in Lenox’s many galleries, open studios, and the Lenox Library.
The Berkshire International Film Festival (BIFF) is for filmmakers and film lovers alike to be entertained, educated and inspired with exclusive screenings for newly released films along with beloved classics playing in local theaters.
Stroll through downtown Main Street to Housatonic Street where it transforms twice a year the streets are set up as an expanded Gallery Style Art-Walk.
Celebrate Pride Month in the Berkshires! From the Pride Parade, parties, 5k runs for charity, art exhibitions, performances, games, educational classes, and dances abound all week long in a celebration of love.
Tanglewood Summer Concerts @ 7:00pm
Tanglewood Summer Concerts @ 8:00pm
Bask in a summer art festival at Lilac Park on July 12th and 13th, showcasing local and regional artists working in various mediums, including painting, sculpture, jewelry, and more.
Tanglewood Summer Concerts @ 2:30pm
Tanglewood Summer Concerts @ 10:30am
Enjoy free concerts in Lilac Park every Wednesday in July and August.
This year’s festival features two days of jazz throughout historic Lenox MA. The festivities commence with a ticketed concert on Friday evening at Tanglewood’s Linde Center for Music and Learning.
Browse over 50 booths of handmade treasures and unique Gallery exhibits lining the streets of Lenox. Patrons will enjoy incredible Art, live music, culinary offerings from local restaurants and gourmet food trucks on September 13th & 14th!
The Apple Squeeze is a one day Fall festival that takes over the town of Lenox. The annual event to welcome the Fall season will have over 80 artisan crafts, food and information vendors tents lined up and down the Main Street sidewalks.
Live Music in gorgeous Lilac Park in the heart of downtown Lenox All concerts are free. Bring a chair or lawn blanket for rotating local sound during the Friday Farmer’s Markets and Sunday from June through September.
As a multi-day event hosted in Downtown Lenox, The Winterland Festival includes the annual tree lighting, an outdoor craft market filled to the brim with handcrafted goods, gifts, donuts with Santa, restaurant specials, winter igloos, ice skating, & more!