Weekend Outlook: Memorial Day WeekendBy Sabrina Damms, iBerkshires Staff
12:32PM / Friday, May 23, 2025 | |
Check out the events in the Berkshires this weekend, including a school musical, Memorial Day events, live music, a car show, and more. Farmers' markets are open for the season and can be found here.
Editor's Picks
Shakespeare & Company Community Day
70 Kemble St, Lenox
Time: 11 a.m. to 4 p.m.
The theater company is hosting a free community day. The event features live demonstrations and performances, scavenger hunts, film screenings, food trucks, and dozens of other local nonprofits sharing the ways they serve the Berkshires — and beyond.
Multiple Days
Memorial Day Events
Several towns and organizations are holding events throughout the weekend and Monday in recognition of Memorial Day. A list of ceremonies and parades can be found here.
Mass MoCA Celebration
Marshall Street, North Adams
The Massachusetts Museum of Contemporary Art is holding events over the weekend to cap off the museum's 25th anniversary.
Friday
Karaoke Night
Dalton American Legion
Time: 7 to midnight
Sing your heart out to your favorite tunes and have a drink. More information here.
Ghost Funk Orchestra Concert
Park Street, Adams
Time: 7:30 p.m.
The Ghost Funk Orchestra, known for its blending of soul, psych rock, salsa, and more, takes the state at the Adams Theater.
Tickets range from $27.99 to $35, including fees. More information here.
Foundations of Drawing for Teens and Tweens
Lee Congregational Church
Time: 4 p.m.
There will be a class focusing on drawing from observation, starting with still life and progressing to figure drawing from a live model.
Students will construct three-dimensional objects, understand proportion and perspective, and explore dramatic shading techniques using both pencils and charcoal.
The event sponsored by the Lee Youth Commission is open to students in Grades 5 through 12 who live in Lee or go to school in Lee.
Susan Lockwood Benefit Concert
Hot Plate Brewing Co., Pittsfield
Time: 7 p.m.
There will be a benefit concert with a performance by the soul, rock, funk, hip hop, and pop band Beast Mode.
The performance is in honor of Susan Lockwood, a member of the Richmond community who passed away in 2023.
A group of her lifelong friends, known as "The Richmond Girls," is partnering with Pleasant Valley Wildlife Sanctuary to establish a lasting endowment in her name.
The endowment will support trail maintenance, conserve the natural beauty of the area, and provide scholarships for educational programs. A bench with a view will be placed at Yokun Seat on Lenox Mountain as a tribute to her legacy.
Saturday
Remembrance Run
Dalton American Legion 258
Time: Registration 10 a.m.
The Legion is hosting its annual remembrance run. Grab your motorcycle and register starting at 10 a.m. There will also be a Memorial Day ceremony starting at 11 a.m. with guest speaker Dan Sargent, Wahconah Regional High School class president.
Fireside Book Discussion with Matthew Camp
Becket Athenaeum
Time: 6 p.m.
Matthew Camp will lead an interactive book discussion and workshop based on his book "Tend," focusing on mindful-driven advocacy.
Participants will assist in building a fire on the library lawn, integrating mindfulness and political advocacy concepts.
Ghost Tours
Ventfort Hall, Lenox
Time: 8 to 10 p.m.
The Gilded Age manage hosts a tour with "Ghosts of the Berkshires" author Robert Oakes.
Oakes will lead guests through the rooms and halls of the estate, sharing tales of its hauntings.
"Stand in the places where the encounters occurred, listen to the first-hand accounts of those who experienced them, and maybe even experience something unusual yourself. This is not an active investigation," according to the press release.
Admission is $30 and the minimum age to attend is age 12. Reservations are required. Purchase tickets here.
Please note that all tickets are non-refundable and non-exchangeable.
Hoosac Valley Explorer
3 Hoosac St., Adams
Departure: 1:30 and 3 p.m.
The Berkshire Scenic Railway opens for the season this weekend, offering a 60-minute round-trip train excursion to North Adams and back. Riders will listen to a narrated history of the rail line and local area on board while honoring fallen heroes.
Introduction to Birding by Ear
Greylock Glen, Adams
Time: 10 a.m.
There will be a workshop and bird walk to explore bird vocalizations. Participants will learn about the differences between songs and calls, and focus on recognizing key local bird sounds.
The outdoor portion involves less than 0.5 miles of largely stationary listening, with a wide, level gravel trail.
Tickets are $20 for adult members and $25 for adult nonmembers. Registration is recommended. More information here.
Shafi Hossain Comedy
Adams Theater, Park Street
Time: 7:30 p.m.
Comedian and writer Shafi Hossain brings his standup to the Adams Theater. Note comedy shows often contain adult themes, so audience discretion is advised.
Tickets range from $26.99 to $35.00, including fees. More information here.
Hoosac Harvest Annual Seedling Swap
Main Street, North Adams
Time: 9 a.m. to 1 p.m.
The Seedling Swap is happening in downtown North Adams, offering free vegetable and flower seedlings to help kickstart your garden.
You can take seedlings without bringing any, but donations of extras are welcome. More information here.
Rees Shad and The Conversations
Studio 9, North Adams
Time: 7 p.m.
There will be a performance by the swinging quartet Rees Shad and the Conversations.
The band relies on the narrative songwriting of singer/guitarist Shad, while maintaining a foundation of collaborative improvisation.
Mayfest Arts and Crafts Festival
Downtown Bennington Historic District
Time: 10 a.m.
The 38th annual Mayfest Arts and Crafts Festival takes over downtown Bennington.
The free festival transforms Main Street into a hub featuring a variety of craft and food vendors, music, entertainment, a kids' zone, and more.
Berkshire Carousel Preview Party
50 Center St., Pittsfield
Time: 6 p.m.
There will be a preview of the carousel before opening day. The event features light appetizers by Zucchini's and a cash bar, along with a silent auction.
Tickets are $20 each and those interested in attending should contact coordinator Janet Crawford at equineartwork2@gmail.com.
Sunday
Classic Car Show and Vendor Fair
179 Peru Road, Windsor
Time: 9 a.m.
The second annual Windsor car show at Windsor Town Park.
This year, there will be 31 trophies, including a 50-inch-tall best of show trophy 31 trophies. Dash plaques will be handed out to the first 100 cars.
The Windsor Volunteer Fire Department will cook breakfast and lunch, and there will be about 30 vendors at the show.
Next Gen Youth Pride
Burbank Park, Pittsfield
Time: Noon
Celebrate who you are, make new connections, and help us build a more inclusive future together with this free, family-friendly event.
There will be lawn games, outdoor activities, Prizes, giveaways, crafts, community booths and more. Kids also eat free.
A Tower of Remembrance
Mount Greylock State Reservation, Lanesborough Time: 1 p.m.
This Memorial Day Weekend, visit Mount Greylock's Veterans War Memorial Tower to honor those who served.
Explore the 93-foot monument, featuring a beacon light. The tour also highlights previously completed $2 million restoration efforts, featuring upgrades, energy conservation, and new visitor amenities.
The free tour is suitable for all ages, wheelchair accessible, and takes about 30 minutes. Meet at the summit by the War Memorial Tower.
Bascom Lodge at the summit also opens for the season this weekend.
Community Bike Ride
886 Crane Ave., Pittsfield
Time: 10 a.m.
Join the city of Pittsfield, Berkshire Pike Path Council, and Berkshire Bike & Board for a Community Bike Ride on the Ashuwillticook Rail Trail.
The ride departs from the Crane trailhead at 10 a.m., with early arrival at 9:30 a.m. for bike decoration and safety checks.
Berkshire Choral Performance
Tanglewood, Lenox
Time: 2 p.m.
Anthony Trecek-King will lead the 140-voice festival chorus in music of love songs for piano 4-hands, including Brahms' Neue Liebeslieder Waltzes and Copland's "The Promise of Living" in Seiji Ozawa Hall.
Great Barrington Farmer's Market
18 Church St.
Time: Saturday: 9 a.m. to 1 p.m.
The market is open every Saturday. Every week, locally grown food, flowers, and plants will be available, along with other local vendors. The market accepts and offers doubling SNAP, HIP, WIC, and Senior market coupons. More information is here.
Lee Farmer's Market
The Town Park
Time: Saturday: 10 a.m. to 2 p.m.
The market offers locally grown produce, prepared foods, locally created arts and crafts, and herbal products. YogaLee offers free community yoga from 9:30 to 10:30 on the first Saturday of each month.
The market accepts SNAP, HIP, Senior Coupons, and WIC Coupons and also offers Market Match.
Lenox Farmer's Market
St. Ann's Church
Time: 11 to 3.
This market is open every Friday through Sept. 12, and features fresh produce, pastries, cheeses, and more.
New Marlborough Farmer's Market
Village Green
Time: Sunday: 10 a.m. to 1 p.m.
The market has local vendors that offer a variety of goods from produce, eggs, baked goods, jams, hand-knit items, maple syrup, and more. More information here.
North Adams Farmer's Market
Main Street
Time: Saturday: 9 a.m. to 1 p.m.
The south side of Main Street from American Legion Drive will be closed to make room for the city's weekly farmers market, which will kick off this Saturday. Explore downtown North Adams and discover local businesses and fresh produce from local farms. More information here.
Pittsfield Farmer's Market
Pittsfield Common
Time: 9 a.m. until 1 p.m.
Roots Rising, the region's first teen-run market, will hold an indoor farmers market this Saturday. The event will feature live music, chef demos, workshops, children's activities, and more. More information is available here.
Sheffield Farmer's Market
125 Main St.
Time: Fridays, 3 to 6 p.m.
The market features healthy food and products from a variety of local vendors in an attempt to nourish the community by protecting "local small farms, land, bees, and economy."
More information on the market here.
Williamstown Farmer's Market
Spring Street
Time: Saturday: 9 a.m. to 1 p.m.
The market focuses on a wide range of local food and artisan vendors, as well as local services and music. More information here.
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