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Events Calendar - 2025


Find a multitude of fun events and great things to do, including weekend events, throughout the year, like music, festivals, comedy, outdoor fun, boat cruises, excursions for families and kids, food, wine and beer tastings.

Check out the listings of year-round Fairs & Festivals throughout New England. Also be sure to read our list of Great Things To Do in New England. Whether you're curious about what to this weekend, this month, or this season, we have you covered.

For events specifically related to the anniversary of the American Revolution, please visit our MA250 Events Calendar.

Find the dates you plan to travel or simply search the full events list below.

We welcome the events that are open to the public. Click here to Submit your Event for FREE
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Antiques

Champlain Valley Craft Show & Antique Expo

Oct 17, 2025 - Oct 19, 2025 105 Pearl Street Essex Junction, VT 05452

For over 40 years, the Champlain Valley Exposition has proudly hosted this beloved event, bringing together the finest handmade works and rare antique treasures from across the region. Visitors can explore a vibrant marketplace filled with one-of-a-kind artisan creations and unique vintage finds, making this a must-visit destination for craft and antique enthusiasts alike. Champlain Valley Craft Show & Antique Expo is held indoor, rain, snow or shine with acres of free parking.

Arts & Crafts Shows

Art Making on the Land: A Monthly Walking Tour

Sep 7, 2025 - Sep 7, 2025 4280 Boston Post Rd Enosburg Falls, VT 05450

Every month, join a Park Guide for a lively walking conversation about the art, history, and landscape of the Cold Hollow Sculpture Park. From fabrication techniques, to use of color and play with perspective, we’ll explore the artistic process and narrative behind select sculptures in the Park. Our monthly Art Making on the Land walking tour offers a great introduction to the Park for first time visitors and a fresh way to engage with the art on view for those returning. Walking Tours are free to attend. Tours run with sun or light precipitation. Registered participants will receive an email if the tour is cancelled due to inclement weather. Learn more about the Park and our programs at https://www.coldhollowsculpturepark.com

Car Shows

Middlebury Car Show & Fall Festival

Oct 12, 2025 - Oct 12, 2025 Triangle Park/Main Street Middlebury, VT 05753

Join us in Middlebury for the 4th annual Middlebury Car Show & Fall Festival. Main Street will close to welcome 75 classic cars and trucks. Food trucks, 30+ vendors, music, kids' activities and more! Free for spectators. Don’t miss this fun, family-friendly event brought to you by the Addison County Chamber of Commerce and the Better Middlebury Partnership. For more information visit https://bit.ly/middleburycarfest.

Middlebury Car Show & Fall Festival

Oct 12, 2025 - Oct 12, 2025 Triangle Park - Main Street Middlebury, VT 05753

Join us in Middlebury for the 4th annual Middlebury Car Show & Fall Festival. Main Street will close to welcome 75 classic cars and trucks. Food trucks, 30+ vendors, music, kids' activities and more! Free for spectators. Don’t miss this fun, family-friendly event brought to you by the Addison County Chamber of Commerce and the Better Middlebury Partnership.

Charity Events

20th Annual Kelly Brush Ride

Sep 6, 2025 - Sep 6, 2025 Middlebury College Middlebury, VT 05753

Join the 20th Annual Kelly Brush Ride, powered by Union Mutual, and help empower people with spinal cord injuries to lead active lives. Choose to ride the 10, 20, 50, or 100-mile road routes, or the 30-mile gravel route. After, enjoy BBQ, brews, live music, and prizes. Whether it’s your 1st ride or your 20th, we can’t wait to ride with you and make this year the best one yet.

Fairs & Festivals

Bristol Harvest Festival

Sep 27, 2025 - Sep 27, 2025 Bristol Town Green Bristol, VT 05443

Join the 26th annual Bristol Harvest Festival presented by the Addison County Chamber of Commerce with support by the Bristol Recreation Department. The event features more than 70 vendors displaying local crafts and terrific food options on the green. All day live music at the bandstand with kids’ activities, an ADA-compliant children’s playground and a horse and wagon ride. After visiting the festival, continue strolling through the charming downtown and shop the local businesses.

64th Annual Art in the Park Fall Foliage Festival

Oct 11, 2025 - Oct 12, 2025 Main Street Park, South Main Street Rutland, VT 05701

64th Annual Art in the Park Fall Foliage Festival on October 11 & 12 (also a Summer Festival August 9 & 10). Juried fine artists, craftspeople, and specialty food producers will be featured. Rounding out the festival are food vendors, live music, Free kids’ activities, and demonstrations of works in progress held throughout the weekend. A voluntary donation is appreciated. Shows will be held rain (snow) or shine in Main Street Park at Junction of Routes 4 & 7 in Rutland, Vermont. APPLICATIONS ARE BEING ACCEPTED https://www.chaffeeartcenter.org/art-in-the-park/exhibitor-information/. Shows draw attendees from Vermont and adjacent states plus tourists who travel to/through Vermont. Estimated attendance 6000+. Exhibitors consistently report good sales and a high degree of satisfaction with the events. 802-775-0356

Farmers Markets

Chelsea Farmers Market

May 23, 2025 - Oct 10, 2025 Chelsea North Common at the Intersection of VT Route 110 and VT Route 113 Chelsea, VT 05038

Seasonal outdoor farmers market featuring local farmers, bakers, artisans and makers. Live music on the green every week in a family-friendly atmosphere.

Science & Nature

Autumn Birdwatching at the Cold Hollow Sculpture Park

Sep 6, 2025 - Sep 6, 2025 4280 Boston Post Rd Enosburg Falls, VT 05450

The Green Mountain Audubon Society returns to beautiful Cold Hollow Sculpture Park to observe birds before many depart our region for warmer climes. Participants will explore the trails in search of different species while also having the opportunity to appreciate the spectacular work of world-renowned artist David Stromeyer. To ensure an enjoyable experience, this outing is limited to twenty participants. Registration for this event will open on August 30.

Shows & Exhibits

Bennington Quiltfest

Sep 13, 2025 - Sep 14, 2025 747 East Road Bennington, VT 05201

Presented by the Quiet Valley Quilters’ Guild; Our show features new quilts, featured quilter Maria Ferri Cousins on-site with free lectures both days, guild ‘miniature’ challenge quilts, a special exhibit of Semiquincentennial quilts, vendors, raffle quilt and baskets, and a consignment and gift boutique. The on-site Quiltfest Café serves breakfast and lunch each day. The café features homemade breakfast sandwiches, pastries, soups, quiche and gourmet sandwiches.