Harvest Festivals and Craft Fairs 2025| 12:00PM / Thursday, October 09, 2025 | |
The air is crisp, the leaves are falling, the holidays are approaching; artisans and craft enthusiasts know what that means. It's craft fair and bazaar season! This list will be updated as we get more information.
October
Fall Fest
Herman Melville's Arrowhead, Pittsfield
Saturday, Oct. 11, from 10 to 4
The Berkshire Museum and the Berkshire County Historical Society is inviting the community to celebrate the Fall with a variety of crafts, games, and hands-on activities for children and adults.
The free event features hayrides, lawn games, a cider pressing activity, and more. For guests over 21 there will be samples of Berkshire Cider Project's hard cider. More information here.
Harvest Festival
Berkshire Botanical Garden, Stockbridge
Oct. 11 and 12, from 10 a.m. to 5 p.m.
The Garden's 24-acre grounds undergo a transformation celebrating community, the natural world and the region's agricultural heritage. This year, the Garden will present an array of family-friendly activities, live music, a scarecrow design contest, pony rides, a haunted house, 50 craft vendors, a plant sale and so much more. More information here.
St. John Paul II Fall Fest
Notre Dame School, Adams
Sunday, Oct. 12, from 9 to 4
The annual bazaar and kids' fair takes place over two floors in the former school behind Notre Dame Church, featuring a chinese auction, knitted goods, seasonal decor, country store, silent auctions, books, raffles, food, and carnival games. More information here.
Woodcraft Showcase
Greylock Glen Outdoor Center, 165 Gould Road, Adams
Sunday, Oct. 12, 10 to 4
Enjoy demonstrations and displays of wood-based products crafted by woodworkers and artisans from Western Massachusetts. This is a great opportunity to buy local for the upcoming holiday season! Be sure to explore the Outdoor Center and the surrounding scenery. More information here.
The Shire Harvest Market
Adams Theater
Sunday, Oct. 12, at 10 a.m.
Earlier in the day, the theater will be having harvest market to celebrate the bounty of the Fall season. The event features face painting, family activities, artisan crafts and vendors, and fall treats. More information here.
Bennington Harvest Festival
Downtown Bennington, Vt.
Saturday, Oct. 18, from 10 to 5
There will be more than 100 vendors, including artisans, craftspeople, specialty food vendors, performances on four stages, medieval fighters, a dancing witches flash mob, raffles, a scarecrow contest, and more.
Admission is free; more information here.
All Hallows Lee
Park Square, Lee
Saturday, Oct. 18 from Noon to 5
The chamber will be having a halloween market featuring live music, vendors, a bar crawl, a psychic parlor, and more.
As part of the event, there will also be a gallery reading with a Berkshire medium at Greylock Country Club on Friday, Oct. 17 from 6 to 8 p.m.
Harvest Bazaar
238 Main Street, Bennington, Vt.
Saturday, Oct. 25, 8 until 3 p.m.
Sacred Heart Saint Francis de Sales Church, 283 Main St., Bennington, holds its annual Harvest Bazaar, showcasing vendors of all kinds, including local arts and crafts artisans. More information here.
November
Community Craft Market
Berkshire South Regional Community Center, Great Barrington
Saturday, Nov. 1, from 11 to 3 p.m.
The community center at 15 Crissey Road will host a craft market in its gym and parking lot, featuring handmade and artisan goods, unique gifts, baked treats, items offered by artists and small businesses in the Berkshires, and much more.
Admission is free. More information here.
Holiday Craft Market
Mount Anthony Union High School, Bennington, Vt.
Saturday, Nov. 1 from 9 to 3
The high school holds its first annual holiday market with items from local businesses. High school groups will also be fundraising. Admission is free. More information here.
North Adams Holiday Craft Fair
100 Eagle St, North Adams
Nov. 1st and 2nd, from 9 to 2
North Adams Elks' annual two-day Craft Show, featuring more than 50 spaces filled with local and regional goods. Coordinated by Berkshire Emporium & Antiques. Free admission. Chance auction, raffles, concession, and Sunday breakfast. Held at the lodge, 100 Eagle St.
Fall Harvest Fair
First Baptist Church, North Adams
Saturday, Nov. 8, from 9 to 2
The annual fair features craft items, baked goods, homemade soup, attic treasures, chinese auction, and more. More information here.
United Methodist Church Holiday Craft Fair
6 Holmes Road, Lenox
Saturday, Nov. 22, from 9 until 3 p.m.
The United Methodist Church is holding its craft fair. Admission is free More information here.
Festive Holiday Market
508 State Road, North Adams
Saturday, Nov. 22; 10 to 4 p.m.
The annual festive holiday market returns to the Weave Shed at GreylockWorks. The 30,000 square foot open market features fresh food, farmers, fermenters, and artisan makers in a light-filled former mill. Admission is free. More information here.
St. Stanislaus Christmas Bazaar
108 Summer St., Adams
Saturday, Nov. 22; 9 to 4
St. Stanislaus School holds its annual bazaar from 9 to 4 with crafts, raffles and Polish food. All proceeds support the operation of St. Stanislaus Kostka School. More information here. https://www.facebook.com/events/805986811773747
BECC's Winter Craft Fair
1506 Harwood Hill Road, Bennington, Vt.
Saturday, Nov. 22, from 10 to 2
Bennington (Vt.) Early Childhood Center hosts its annual fair. There will be local arts, crafts and a tag sale benefiting the BECC. More information here.
St. Mary's School Christmas Bazaar
115 Orchard St, Lee
Nov. 23 from 9 a.m. to 3 p.m.
The school’s fair features an array of merchandise from crafters and local vendors, including handcraft items, baked goods, jewelry, candles, and more. There will also be a raffle for the Thanksgiving dinner.
Moonlight Magic Craft Fair
Downtown Shelburne Falls
Friday, Nov. 28, from 4 to 9 p.m.
As the holiday season approaches, the Moonlight Magic festival is back, transforming the streets of Shelburne Falls into a winter wonderland.
Organized by the volunteers of West County Arts and Culture since 2022, the event features a window decorating contest, artistic showcase at the Mill, a children’s scavenger hunt, parade of lights, and more. More information here.
December
Berkshire Winter Bazaar
Holiday Inn & Suites, Pittsfield
Saturday, Dec. 6, from 11 to 4
This day-long event in downtown Pittsfield that brings together the best of the Berkshires from handmade goods and art to thoughtful gifts and local flavor. There will also be a raffle to fundraise for a local nonprofit. More information here.
Hoosac Harvest Fall Craft and Vendor Fair
Hoosac Valley High School, Cheshire
Saturday, Dec. 6, from 9 to 2
The Middle School Parent Teacher Group hosts its annual bazaar featuring unique handmade holiday gifts, winter décor, festive treats, raffles, food, and more. More information here.
St. Mary's Christmas Bazaar
St. Mary's Parish Hall, Cheshire
Saturday, Dec. 6, from 9 to 4
Held at St. Mary's Parish Hall, 159 Church St., this traditional bazaar features raffles and door prize, Christmas crafts, gifts and holiday shop; Santa's Cafe with Polish, Italian, American food and more; baked goods and candy; jewelry; religious goods; and adult and children's chance auctions.
More information here.
Holiday Shindy
116 South St. Pittsfield
Saturday, Dec. 13, from 10 to 4.
Longtime vendors and emerging talents will be in the Masonic Temple for The Holiday Shindy, a shopping tradition, showcasing artisan vendors from across the region. There is a preview shopping hour with reservations from 9 to 10 a.m. More information here. | 
