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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.

-= Featured Events =- All Ages Antiques Auctions Car Shows Charity Events Fairs & Festivals Farmers Markets Food Trucks Literary Music Science & Nature Shows & Exhibits
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-= Featured Events =-

The Best of Vermont Summer Festival

Aug 23, 2025 - Aug 24, 2025 Okemo Field, 460 VT-103 Ludlow, VT 05149

Best of Vermont Summer Festival Celebrate Summer at the 5th Annual Best of Vermont Summer Festival! Join the fun on Saturday, August 23 and Sunday, August 24, 2025, from 11 a.m. to 5 p.m. at Okemo Field (Bixby Field) on Route 103 in Ludlow, Vermont. Now officially recognized as a Vermont Signature Event, this milestone year promises even more excitement! This pet- and family-friendly festival brings together locals, new residents, second homeowners, and visitors to enjoy the very best of the Green Mountain State. Savor specialty foods, sample wine, spirits, and craft brews, browse artisan goods and fine art, and groove to live music all weekend long. There’ll be agriculture demos, children’s activities, and special performances to mark the festival’s fifth year. Presented by Mary W. Davis Realtor & Associates and hosted by the Okemo Valley Regional Chamber of Commerce, this vibrant celebration showcases the creativity, community, and charm that make Vermont unforgettable.
11:00am
$5
802-228-5830

All Ages

The Ultimate Chocolate Tasting Experience

Jul 19, 2025 - Jul 19, 2025 750 Pine St Burlington, VT 05401

Indulge your senses in the ultimate chocolate tasting at our Flagship Store on Pine Street in Burlington. Join our chocolate experts for a fun and interactive experience. Explore how chocolate is made, discover what goes into crafting high-quality chocolate, and learn how to taste chocolate like a pro. Then put your skills to the test as you enjoy a flight of chocolate confections. Get your tickets today!
2:00pm
$16.00
802-864-1807

The Ultimate Chocolate Tasting Experience

Jul 26, 2025 - Jul 26, 2025 750 Pine St Burlington, VT 05401

Indulge your senses in the ultimate chocolate tasting at our Flagship Store on Pine Street in Burlington. Join our chocolate experts for a fun and interactive experience. Explore how chocolate is made, discover what goes into crafting high-quality chocolate, and learn how to taste chocolate like a pro. Then put your skills to the test as you enjoy a flight of chocolate confections. Are you ready for the ultimate chocolate experience? Get your tickets today!
2:00pm
$16.00
802-864-1807

The Ultimate Chocolate Tasting Experience

Aug 2, 2025 - Aug 2, 2025 750 Pine St Burlington, VT 05401

Indulge your senses in the ultimate chocolate tasting at our Flagship Store on Pine Street in Burlington. Join our chocolate experts for a fun and interactive experience. Explore how chocolate is made, discover what goes into crafting high-quality chocolate, and learn how to taste chocolate like a pro. Then put your skills to the test as you enjoy a flight of chocolate confections. Are you ready for the ultimate chocolate experience? Get your tickets today!
2:00pm
$16.00
802-864-1807

The Ultimate Chocolate Tasting Experience

Aug 9, 2025 - Aug 9, 2025 750 Pine St Burlington, VT 05401

Indulge your senses in the ultimate chocolate tasting at our Flagship Store on Pine Street in Burlington. Join our chocolate experts for a fun and interactive experience. Explore how chocolate is made, discover what goes into crafting high-quality chocolate, and learn how to taste chocolate like a pro. Then put your skills to the test as you enjoy a flight of chocolate confections. Are you ready for the ultimate chocolate experience? Get your tickets today!
2:00pm
$16.00
802-864-1807

The Ultimate Chocolate Tasting Experience

Aug 16, 2025 - Aug 16, 2025 750 Pine St Burlington, VT, VT 05401

Indulge your senses in the ultimate chocolate tasting at our Flagship Store on Pine Street in Burlington. Join our chocolate experts for a fun and interactive experience. Explore how chocolate is made, discover what goes into crafting high-quality chocolate, and learn how to taste chocolate like a pro. Then put your skills to the test as you enjoy a flight of chocolate confections. Are you ready for the ultimate chocolate experience? Get your tickets today!
2:00pm
$16.00
802-864-1807

The Ultimate Chocolate Tasting Experience

Aug 30, 2025 - Aug 30, 2025 750 Pine St Burlington, VT, VT 05401

Indulge your senses in the ultimate chocolate tasting at our Flagship Store on Pine Street in Burlington. Join our chocolate experts for a fun and interactive experience. Explore how chocolate is made, discover what goes into crafting high-quality chocolate, and learn how to taste chocolate like a pro. Then put your skills to the test as you enjoy a flight of chocolate confections. Are you ready for the ultimate chocolate experience? Get your tickets today!
2:00pm
$16.00
802-864-1807

Antiques

Craftsbury Antiques & Uniques

Jul 12, 2025 - Jul 12, 2025 Craftsbury Common, North Craftsbury Rd. Craftsbury Common, VT 05827

Join us for the 52nd Annual Antiques & Uniques on Saturday, July 12, from 9 AM to 3 PM on historic Craftsbury Common in Vermont. This one-day outdoor festival features over 100 vendors offering antiques, vintage finds, fine art, handmade crafts, specialty foods, live music, and more. Enjoy a day of discovery, community, and local flavor in one of Vermont’s most scenic settings.
9:00AM-3:00PM
Free to attend. Donations are appreciated.

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.
Friday: 10 AM – 5 PM Saturday: 10 AM – 5 PM Sunday: 10 AM – 4 PM
$12 per adult, children under 14 free.

Auctions

Great Brandon Auction - Inside

Jul 4, 2025 - Jul 12, 2025 1 Conant Square Brandon, VT 05733

The Great Brandon Auction indoor location will be open for 9 days and items will be available for silent auction bidding AND Ebay style “Buy It Now” format -- you can walk out the door with your treasures if you can’t wait! Enjoy Brandon's revitalized downtown!
Varies
free
802-247-6401

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.
10:00 am- 3:00 pm
Free

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.
10:00 am- 3:00 pm
Free

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.
all day
Price Varies by Registration

Fairs & Festivals

Do Good Fest - Montpelier, VT

Jul 12, 2025 - Jul 12, 2025 1 National Life Drive Montpelier, VT 05604

Get ready for Do Good Fest, featuring multi-platinum band The Fray as headliner, with two-time Grammy-nominated Plain White T’s and festival favorite Sammy Rae & The Friends, all on our beautiful back lawn. In addition to the music, enjoy food trucks, a beer garden, a VIP lounge, and a Nonprofit Village to learn about local causes, capped off with an exciting fireworks display. Advance tickets are required, starting at a minimum donation of $5, with all proceeds benefiting the Vermont Foodbank to help end childhood hunger, one of National Life’s core corporate causes..
1:30 PM-9:00 PM
$5 General Admission (minimum donation), $200 VIP

46th Annual Middlebury Summer Festival on-the-Green

Jul 13, 2025 - Jul 19, 2025 Middlebury Village Green - 3 Main Street Middlebury, VT 05753

Join us for a delightful week of free, family-friendly performances at the 46th Annual Middlebury Summer Festival on-the-Green. The Festival offers a unique blend of music and community spirit under the big white tent on the Middlebury, Vermont, Village Green. Enjoy “Brown Bag” programs weekdays, perfect for families and lunch-break entertainment. In the evenings, live musical performances light up the night. Performers include Caitlin Canty, Ray Vega’s Afro-Caribbean Jazz Ensemble, Ordinary Elephant, Honey & Soul, Ali McGuirk, Mathis Andersen Trio, Dobet Gnahoré, Buffalo Rose, Madaila and a Street Dance featuring the Vermont Jazz Ensemble. Free admission; donations welcomed. Events take place rain or shine.
Sat & Sun 7 - 9:45PM ; Mon-Fri Noon - 1:00PM and 7 - 9:45PM
Free; donations welcomed

64th Annual Art in the Park Summer Festival

Aug 9, 2025 - Aug 10, 2025 Main Street Park, South Main Street Rutland, VT 05701

64th Annual Art in the Park Summer Festival August 9 & 10 (and Fall Foliage Festival on October 11 & 12). 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
10am-5pm Sat, 10am-4pm Sun
Free, donation appreciated
802-775-0356

Pocock Rocks Music Festival & Street Fair

Aug 16, 2025 - Aug 16, 2025 Main Street Bristol, VT 04443

pocockrocks Pocock Rocks Music Festival & Street Fair is Bristol's annual celebration of local musicians, artisans, crafters, food producers, and beverage makers. This awesome event is set in the Gateway to the Green Mountains and is FREE for all! Come dance, eat, shop, and play in Bristol for the day.

Lineup:
Holding Napoleon - 2:30
HuDost - 3:00
Teddy Meddle - 3:45
Blues for Breakfast - 4:15
Open Swim - 5:15
Andriana & The Bananas - 6:00
2:00pm
Free
802-922-0357

Vergennes Day 2025

Aug 23, 2025 - Aug 23, 2025 City Park Vergennes, VT 05491

Join us for the 43rd annual Vergennes Day presented by the Addison County Chamber of Commerce. The event features more than 50 vendors, live music on the bandstand, a pancake breakfast, Lions Club Chicken BBQ and the Little City Road Race. Don’t miss the bubble pit at the fire station and free horse and wagon rides. Shop local merchants and enjoy a fun-filled day with activities for all ages. For more details, visit www.VergennesDay.com
10:00 am
free

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.
10:00 am
free

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
10am-5pm Sat, 10am-4pm Sun
Free, donation appreciated
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.
3pm-6pm
Free

Food Trucks

Food Truck Roundup - Brattleboro, VT

Jul 3, 2025 - Aug 21, 2025 45 Farmhouse Square Brattleboro, VT 05301

Come for the live music, stay for the delicious food truck fare! Retreat Farm is kicking off our 8th season of Food Truck Roundup with Ditrani Brothers on July 3. Our fantastic summer lineup includes performances from local and regional bands playing danceable funk, rock, bluegrass, honky tonk, and more. Enjoy Vermont craft beer from the Thirsty Goat Bar and delicious food from your favorite food truck vendors while you groove with your friends and neighbors on Farmhouse Square. See website for weekly musical lineup.
5:00pm-8:00pm
$0-$8
802-490-2270

Literary

Jane Austen Weekend: Pride and Prejudice

Aug 15, 2025 - Aug 17, 2025 100 Main Street Hyde Park, VT 05655

Weekend of literary-inspired diversions includes Regency-style dinner party with English country dancing (instruction as needed), talk on life in Regency London, English afternoon tea, quill pen letter writing, optional carriage ride or tatting lessons, Sunday brunch & a quiz on the book with prizes. Dress in whichever century suits you. Stay for the weekend or attend for an evening.
8:00 p.m.
$495-$585: 2 nights' lodging, meals & actiivities
802-888-6888

Music

Danby Country & Bluegrass Festival

Jul 24, 2025 - Jul 26, 2025 Otter Creek Fun Center - 1800 US 7 Danby, VT 05739

Danby Country & Bluegrass Festival - Live Music! Featured artists include: Seth Sawyer Band (Fri & Sat) ; Scott Henry Greene (Fri) ; Cedar Ridge (Fri & Sat) ; Just Passin’ Thru (Fri & Sat) ; Mark Miklos (Sat) ; Amy Gallatin & Stillwaters (Fri & Sat) ; Marty Wendell & his Tour Band (Sat) ; Unken Brew (Fri) ; River Mountain Valley Boys (Thu) ; and the Opening Ceremonies w/ Bob Greene (Fri).
8:00 AM
$25.00 to $85.00
802-428-3384

Manchester Music Festival: Grand Finale

Aug 7, 2025 - Aug 7, 2025 Arkell Pavilion, Southern Vermont Arts Center Manchester, VT 05255

The multi-Grammy Award-winning soprano Christine Goerke returns to the Manchester Music Festival as the Devil in Stravinsky’s masterful and sardonic take on the Faust legend, L’Histoire du soldat (Tale of the Soldier). Originally conceived for a cabaret setting, the work will be semi-staged at Arkell Pavilion by director James Glossman, and features the award-winning stage, film, and television actor David Strathairn (Goodnight, and Good Luck; Nomadland) as the Soldier, with actor Linda Setzer narrating. The chamber ensemble will be led by Paul Watkins and includes Philip Setzer (violin), Alan Kay (clarinet), and Eduardo Leandro (percussion), as well as Grace O’Connell (trumpet), Bridget Piccirilli (bassoon), and Matthew Nienow (trombone). Choreography created by Peter Sparling (Martha Graham Dance Company) will be performed by Marie Millard. Hailed “the reigning American dramatic soprano of the day” (The New York Times), Goerke will also perform a selection of cabaret songs drawn from the work of Weill, Bernstein, and Sondheim, with Watkins at the piano; and the MMF Young Artists open the program with the Mozart motet Ave Verum Corpus. Program: 
 Mozart / Ave Verum Corpus, K 618 (1791) Songs by Leonard Bernstein, Kurt Weill, Stephen Sondheim, Carrie Jacobs Bond, and others
 Stravinsky /  L’Histoire du soldat (“Tale of the Soldier”-performed in English) (1918)
7:30 PM
$51.30-80.60
802-362-1956

Science & Nature

Summer Birding at the Cold Hollow Sculpture Park in Enosburg

Jul 12, 2025 - Jul 12, 2025 4280 Boston Post Road Enosburg Falls, VT 05450

Join members of the Green Mountain Audubon Society for an extraordinary outing that combines an appreciation of both art and nature as we explore the environs of Cold Hollow Sculpture Park. Participants will have the opportunity to explore the trails while observing birds in breeding plumage and viewing the spectacular work of world-renowned artist David Stromeyer. For more information about the park, see https://www.coldhollowsculpturepark.com - To ensure an enjoyable experience, this outing is limited to twenty participants. Registration for this event will open on July 5, 2025.
8:00AM
Free

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.
8:00AM
Free

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.
9:00AM,5:00PM; 10:00AM, 3:00PM
$10