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Posted on May 8th, 2025 by Canna Provisions

Top 5 Things to Do Memorial Day Weekend 2025 in the Berkshires

There’s no better time than the present to check out the exciting Memorial Day weekend events in Berkshire, MA. This historic and vibrant western Massachusetts region is always a haven for exciting outdoor activities, lively cultural events, and unforgettable culinary experiences. Check out our top picks for things to do this Memorial Day weekend.

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Top 5 Things to do Memorial Day in Berkshire, MA

Whether you want to take part in traditional Memorial Day events, attend a concert, or explore the vibrant culinary community, you’ll find local Memorial Day weekend activities in Berkshire, MA, for everyone.

1. Participate in Memorial Day Parades in Berkshire County

Attending a Memorial Day parade is a time-honored tradition and the perfect way to respect the occasion while celebrating with family and friends. With over 40 cities and towns in Berkshire County, there are plenty of opportunities to take in local Memorial Day parades and commemorative services. If you’re planning to attend a local Berkshire Memorial Day event, check your town events calendar for Memorial Day parades in the Berkshire area.

2. Attend Memorial Day Weekend Events in Berkshire, MA

You can be sure there will be plenty of exciting Berkshire Memorial Day events to choose from throughout the weekend. Here are some suggestions:

  • Tanglewood: Enjoy Berkshire Choral’s 140-voice festival chorus as they sing heart-warming love songs, including Brahms’ Neue Liebeslieder Waltzes and Copland’s inspiring The Promise of Living, led by conductor Anthony Trecek King on Sunday, May 25, 2025, at 2 pm.
  • Boston Pops: Attend the Music of the Cosmos, a multimedia concert intertwining music by the Boston Pops, galactic images, and science fiction, narrated by George Takei. May 24-25, 2025, at 7:30 pm.
  • MASS MoCA: To celebrate their 25th anniversary, MoCA is presenting its special Memorial Day weekend event starting Friday night with a Benefit Dinner & Celebration. Events throughout the three-day celebration include Vincent Valdez’s premiere art exhibition, a Family Movement Workshop, the Trisha Brown Dance Company, and poet and electro-rap artist Saul Williams, among others. May 23-25, 2025.

Ozawa-Hall

3. Enjoy Berkshire Memorial Day Festivals

  • Hudson-Berkshire Wine and Food Festival: An annual event celebrating the Hudson-Berkshire Beverage Trail, the finest beverage trail in NY’s Hudson Valley and MA’s Berkshires. This outstanding trail starts in Albany, ventures down through Columbia County, and goes back up through the Berkshires. The festival offers festival-goers an opportunity to explore an array of premier hand-crafted wines, curated ciders, local spirits, local fresh produce, and one-of-a-kind regional gourmet items. Don’t forget to check out Berkshire Mountain Distillers. Tickets are available now.

4. Check Out Lee MA Memorial Day Events

  • Rustik Eats Food Truck: What Memorial Day event is complete without great food? Enjoy one-of-a-kind, delicious handmade pizzas, pizza-bread sandwiches, and pizza-bread hot dogs. Drop by the Canna Provisions Lee location on May 23, 12-5:30 pm, for all the fun you can handle, traditional Memorial Day food, and much more!
  • Canna Provisions Concert Series: Looking for a night of live music, great food, and excellent beverages? Make this Memorial Day weekend in Berkshire, MA, memorable and drop by Locker Room Sports Pub on May 24, from 7-10 pm, for the talented local singer-songwriter and music producer Jack Waldheim.
  • Soules Memorial Day MURPH 2025: Are you up for the MURPH challenge? The Soules Sports & Fitness Murph Challenge benefits the Wounded Warrior Project. Entrants will challenge themselves, starting with a 1-mile run, 100 pull-ups, 200 push-ups, 300 squats, and finishing with another 1-mile run. Come out to participate or cheer on fellow challengers. Sunday, May 25, 2025, at 6 am. Reserve your spot now.

Soules Sports & Fitness

5. Explore Holyoke, MA, Memorial Day Weekend Events

  • Paint Pouring Workshop: Let your creative juices flow as you forego traditional paint brushes at this creative and interactive event where you will make unique abstract art by pouring paint onto a canvas and watching the colors merge to make your distinct Memorial Day art piece. Saturday, May 24, 2025, from 1-3 pm.
  • Raider Eddie and the Skeletones: Drop by the American Legion Post 351 on Friday, May 23, 2025, from 7-10 pm for New England’s best eight-piece live R&B, rock, and jazz band.

Stock Up on Cannabis Deals Memorial Day Weekend in Berkshire, MA

Canna Provisions in Western Massachusetts is your go-to Memorial Day weekend dispensary, carrying all your favorite cannabis products, from premium flower, pre-rolls, vapes, concentrates, edibles, and more. Looking for the perfect Memorial Day strain? Speak to a Canna Provisions specialist at a Lee or Holyoke location, or browse the online menu to pre-order Massachusetts’s best deals.

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