this season's festivals? Click here!
From the authentic old-time Berkshires festival at Lee Founder's Weekend to the more commercial art markets to a world-class bluegrass festival, there is no shortage of options if you are looking for a unique weekend experience. What better place to celebrate fermented foods and beverages in Great Barrington at the Berkshires Fermentation Festival? Here is an overview of some of the most notable festivals in the region.
For the most up-to-date information on this seasons festivals check out our Festivals page!
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Stockbridge Main Street at Christmas
Main Street, Stockbridge, MassachusettsThe town of Stockbridge, made famous by Norman Rockwell’s painting of the village during the holidays, becomes a magical New England setting decorated with holiday wreaths and festive lights, as the town celebrates Main St. at Christmas.
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Winterlights at Naumkeag
5 Prospect Hill Rd, Stockbridge, Massachusetts 01262This holiday season, the gardens at the popular historic homes Naumkeag in Stockbridge will sparkle with thousands of shimmering holiday lights. Each weekend features performances and activities for the whole family, from the young to the young at he
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Emma K. Rothenberg-Ware
First Fridays Artswalk
North Street, City of Pittsfield, MassachusettsThis is our favorite art event in Pittsfield. First Fridays Artswalk was born on May 4, 2012 with the very first night of opening receptions at over 30 locations in downtown Pittsfield. Retailers, restaurants, galleries, banks, offices and more open up areas within their business to host an artist for one entire month.
Insider's Tip: Pittsfield has some really great restaurants so be sure to compliment your night with a delicious meal
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Berkshire Fermentation Festival
775 Main Street, Great Barrington, MassachusettsIf you are a foodie, don't miss this one! The Berkshire Fermentation Festival is day long celebration of the diversity of all things fermented and crafted. Each year there is an array of local cultured food vendors sampling and selling their products along with demos, lectures, a culture swap, science corner, book signings, raffle, live music, and more.
Insider's Tip: The workshops here are amazing and free. Don't miss this unique opportunity to learn to ferment.
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Lee Founder's Weekend
3 Park Place, Lee, Massachusetts 01238One of the most lively events in Lee. This event depicts the real Berkshire community at its best. The event features food, music, art, a festive parade, a block dance, crafts, a magic show, face painting, entertainment, a duck derby, a vintage tennis tournament, sidewalk sales, contests and prizes, street vendors and much more.
Insider's Tip: This is the best event to get a feel for what a Berkshires community is all about.
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Freshgrass Festival 2020
1040 Mass MoCA way, North Adams, Massachusetts 01247FreshGrass is a wonderland of traditional and cutting-edge bluegrass, tucked appropriately into a 19th-century factory turned 21st-century museum in the Berkshire mountains of northwestern Massachusetts. An opportunity for enthusiasts to both appreciate and participate, FreshGrass is family-friendly and brimming with the brightest talent not just on our four stages, but also in our galleries, brick-lined courtyards, and grassy fields.
Insider's Tip: To get away from the crowds during this festival, get some fresh mountain air in the Mohawk Valley or on top of Mt. Greylock.
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Hawthorne Valley Farm Fall Festival
327 County Route 21C, Ghent, New YorkLocated just over the border, this is one of the best family events of the year in the region with games, activities and best of all-- puppet shows! For over 20 years, Hawthorne Valley has offered the Fall Festival as a free public event to thank our donors, customers, volunteers, community members, and local vendors for their support and partnership. The Festival is the perfect opportunity to get to know the area and experience the beauty of autumn in Columbia County. Over the years, the Festival has grown into a seasonal favorite with over 3,000 people attending
Insider's Tip: Carve your own pumpkin and be sure to check out the hay bale maze
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Fall Folliage Festival
785-811 MA-8, City of North Adams, MassachusettsSince 1955, North Adams has held a special week of events showcasing the beauty of autumn in North Adams. Complete with a children’s fair, road race, craft fair and performances, the Fall Foliage Festival is fun for the whole family. The highlight of the Fall Foliage Festival is the Fall Foliage Parade that takes place on the first Sunday of October and marches from the Ocean State Job Lot parking lot on Route 8 through downtown North Adams. Dozens of businesses and organizations take part in the parade, forming a collection of people who showcase the heart of the Berkshires.
Insider's Tip: Don't miss the costumed dog parade. It's hilarious!
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Berkshire Botanical Garden Harvest Festival
5 West Stockbridge Road, Stockbridge, MassachusettsThe Berkshire Botanical Garden’s Harvest Festival is held on Columbus Day weekend and encompasses the entire 15-acre Garden campus, which is brimming with children’s activities, rides, and games, entertainment, over 100 regional vendors, a farm market, tag sale and plant sale, and education offerings scheduled throughout the weekend. Proceeds from this event benefit the Garden’s horticulture and education programs.
Insider's Tip: This is as much a crafts sale as it is a harvest festival, so there is something for everyone here.
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Lenox Apple Squeeze
Main Street, Lenox, MassachusettsThe 40th Annual Lenox Massachusetts Apple Squeeze is a long-standing tradition in Berkshire County, ushering in the Fall season. Join local shops, restaurants, artisans, musicians, farm stands, & performers as Lenox celebrates the apple harvest with a fun & engaging free street festival for all ages. Some years, they have a Family Fun Zone with games and shows for children, wagon rides around town, a 5k race, and a Children’s Olympics.
Insider's Tip: This is a very popular event with lots of visitors from all parts. A very good place to shop and by some great food from one of the vendors.
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