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We LoVermont - Fall Festivals

Vermont Autumn Festivals: A Celebration of Fall in New England

Fall in Vermont is a magical time of year when the leaves change colors, the air turns crisp, and the scent of cider and pumpkin fills the air. One of the best ways to experience the beauty and charm of autumn in Vermont is by attending one of the many autumn festivals held throughout the state. From celebrating the harvest to enjoying local crafts and foods, these festivals offer a unique glimpse into the culture and traditions of Vermont.

Why should you attend a Vermont autumn festival?

Attending a Vermont autumn festival is a great way to immerse yourself in the beauty and culture of the state during one of its most spectacular seasons. Whether you’re a local looking for a fun weekend activity or a visitor hoping to experience the magic of Vermont in the fall, these festivals offer something for everyone. From delicious seasonal foods to unique handmade crafts to family-friendly activities, there’s no shortage of things to see and do at a Vermont autumn festival.

August/September 2025 Festivals

August 22 – August 31, 2025

Address: 105 Pearl St, Essex Junction, VT 05452

Vermont’s ten best days of summer. Animals, agriculture, food, rides, concerts and fun!

September 20, 2024 , 6:00 pm – 10:00 pm

Address: 4323 Vermont Route 108 South Jeffersonville, VT

One night only! … Spend a beautiful fall weekend enjoying live music, craft beer, and local food at Smugglers’!

August 30, 2025 10am – 5pm

Address: Downtown Bennington Vt

Vermont will transform into Garlic Town, USA in celebration of all things garlic! Garlic Town brings over 130 vendors to our downtown “cloves” including garlic farmers, craft vendors, food trucks and treats, live bands and entertainment, chef demonstrations, kids activities, sidewalk sales from local merchants and so much more!

August 30 – 31, 2025 10am – 5pm

Address: Kenyon’s Field. Rt100. Waitsfield, VT

Picture yourself in the shadows of the beautiful Green Mountains listening to live music while you sip a craft cocktail! From small whimsical items for a few dollars to major artwork and jewelry, there is something for everyone.

August 30 – 31, 2025 2pm – 5pm

Address: President Calvin Coolidge State Historic Site. Plymouth Notch, VT

Stars from Vermont and internationally known musicians team up for a lively two-day festival of folk and blues music performed in the pure country air of historic Plymouth Notch

August 30 – 31, 2025 2pm – 5pm

Address: Golden Stage Inn. Proctorville, VT

Repeatedly voted one of the “Top 10 Fall Events” by the Vermont Chamber of Commerce, the Vermont Golden Honey Festival is part Farmers Market with local produce and hot food, and part craft fair.

Sept 20 – Sept 21. 2025 9am – 5pm

Address: Along The Common in Chester, Vt

For over 40 years, this annual event is has been held as a hallmark kick off to the beginning of fall foliage season here in our Vermont town, where hundreds of people converge on our historic Green from all over New England.

Sept 19 – Sept 20. 2025 4pm-7pm/ 11am – 5pm

Address: Wilmington-West Dover, Vt

Set in the backdrop of our world-renowned Vermont fall foliage, attendees of the 16th Annual Vermont Wine & Harvest Festival will discover, savor and enjoy Vermont vintners, small specialty food producers, chefs, painters, publishers, cheese makers, potters, jewelers, photographers, and farmers.

Sept 19 – Sept 27. 2025 10am – 3pm

Address: Bristol Town Green, Bristol, VT

Join us for the 26th annual Bristol Harvest Festival, presented by the Addison County Chamber, with support from the Bristol Recreation Department. The town green will come alive with 70+ crafters, food and live musical entertainment on the bandstand throughout the day. Continue down Main Street for merchant sales and support our local businesses.

Sept 19 – Sept 27 – 28. 2025 

Address: 186 Townshend Rd. Grafton, VT 

Follow a Vermont woodland path sprinkled with charming fairy houses for a magical experience of the natural world. Crafts for all ages, face painting, bubbles, costumes, and a lasting sense of wonder for the fall season.

October/ November 2025 Festivals

October 4 – 5, 2025. 10am – 5pm 

Address: Tunbridge Fairgrounds. Tunbridge, VT

The Green Mountain Knitting Guild invites you to participate in the Green Mountain Shawl Project, an annual activity that has become a Vermont Sheep and Wool Festival tradition.
This year the Green Mountain Shawl is – the Lindal Turritella by Ona Wöldten!

October 5, 2025. 10am

Address: Danville, Vt

For over a decade, Autumn on the Green has been bringing crafters, artisans, antiques and food to the center of beautiful Danville, Vermont. Always on the first Sunday in October!

October 4 – 5, 2025. 10am – 5pm

Address: Billings Farm. Woodstock, Vt

Against the stunning backdrop of autumn foliage, guests can take a picturesque wagon ride through the pastures, husk and shell corn, harvest sunflower seeds for next year’s garden, and press apples into cider. Guests can help gather ripe produce in the Farmstead Gardens, learn all about the varieties of apples in Vermont, and sample the sweet and savory combination of apples and Billings Farm Cheddar Cheeses.

October 4 – 5, 2025. 10am – 5pm

Address: Billings Farm. Woodstock, Vt

Against the stunning backdrop of autumn foliage, guests can take a picturesque wagon ride through the pastures, husk and shell corn, harvest sunflower seeds for next year’s garden, and press apples into cider. Guests can help gather ripe produce in the Farmstead Gardens, learn all about the varieties of apples in Vermont, and sample the sweet and savory combination of apples and Billings Farm Cheddar Cheeses.

October 11 – 12, 2025. 10am – 5pm

Address: Main Street Park at Junction of Routes 4 & 7 in Rutland, Vt

Each year, the Chaffee Art Center presents our Annual Summer and Fall Art in the Park Festivals featuring fine artists and craft persons, specialty foods, kid’s activities, and musical entertainment.

October 11 – 12, 2025. 10am – 4pm

Address: 11 Church St. Newfane, Vt

Every October for the last 53 years, locals and visitors alike have enjoyed the Newfane Heritage Festival, which showcases a juried selection of artists and craftspeople, as well as delicious food, a Super Raffle, and live entertainment.

Beer festivals in Vermont

We LoVermont - Oktoberfest

Are you looking for a fun and festive way to celebrate the arrival of fall in Vermont? Look no further than the Vermont Oktoberfest! This annual event brings together locals and visitors alike to enjoy traditional German food, music, and of course, plenty of beer. In this article, we will explore the history of the Vermont Oktoberfest, what to expect when you attend, and why it has become a beloved tradition in the Green Mountain State.

Vermont Oktoberfest is a celebration of German culture that takes place in various towns and cities across the state during the month of October. The event typically features live music, dancing, and a wide variety of German-inspired food and drinks. Attendees can expect to see people dressed in traditional lederhosen and dirndls, as well as enjoy activities such as stein-holding contests and keg toss competitions.

October 11, 2025. 11:30am – 6pm

Address: Stratton Base Area. 5 Village Lodge Road Stratton, Vt

Savor the flavors of your favorite brews at Stratton’s annual Brewfest. Sample Vermont’s finest craft ales, lagers, porters, sours, ciders and more. While you sip and kick back for the weekend, enjoy live music on the outdoor stage in front of scenic Fall foliage. Saturday’s Brewfest will run from 11:30am to 6pm, with doors at 11:30am and the last pour at 5:30pm.

October 12, 2025. 11:30am – 6pm

Address: Stratton Base Area. 5 Village Lodge Road Stratton, Vt

Keep the HarvestFest Weekend celebration rolling along with Sunday’s Oktoberfest. This traditional style Oktoberfest includes live music, a stein hoisting competition, a keg toss contest, beer brats, food and more. While this event is geared toward 21+ adults, all ages are welcome at Oktoberfest.

October 4 – 11, 2025. 11:30am – 6pm

Address: Mount Snow. Dover, Vt

Mount Snow Oktoberfest is back with the beer, bratwurst, and Oom-pah music that you love. Enjoy a selection of beers from German and domestic breweries as well as authentic German fare. Don’t miss annual games like the keg toss, yodeling contest, and stein holding. The Kids Zone will have games and fun. Please remember that all adults will need to bring a valid ID to enter the event. All ticketed events are pet-free.

October 11, 2025. All Day

Address: Sugarbush Resort. Warren, Vt

Dust off your dirndls and lederhosen, Oktoberfest returns to Sugarbush on 10/12. Get ready for a full day of mountain merriment: live music, stein-holding contests, Bavarian eats, local brews and plenty of alpine antics. Whether you’re here to dance, drink or devour a pretzel the size of your head, it’s the ultimate fall celebration.

October 3 – 4, 2025. 11:30am – 6pm

Address: Harpoon Brewery . Windsor, Vt

Flowing taps, live oompah music, stein-hoisting competitions, pretzel eating contests, chicken dancing, and more will be waiting for you at our largest festival of the year. Raise a stein with us under our open air tents with thousands of beer lovers! 

September 20, 2025. All Day

Address: Killington Resort. 

Brewfest is one of Killington’s most distinctive annual celebrations. This event will once again be returning to the Pico Mountain Base Area to enjoy the best in craft beers and Vermont mountain views.

October 18, 2025. 12noon – 6pm

Address: Jay Peak. Jay, Vt

Jay Peak’s annual Bean and Brew Festival features locally roasted coffees coupled with New England’s finest beers, ciders, and more. Quench your thirst and come to the Stateside Base Lodge to enjoy coffee and beer sampling while listening to live music and playing lawn games. All things that pair quite well with imbibement.Live Music | Noon-6p featuring the band – Organized Dead

September 20, 2025. 11am – 9pm

Address: Trapp Brewing Bierhall at 1333 Luce Hill Road in Stowe, Vt

Join us for the 16th annual Oktoberfest at the von Trapp Brewing Bierhall at 1333 Luce Hill Road in Stowe VT! The Inseldudler Band will be playing at both sessions as well as Trachten contests (for traditional Oktoberfest outfits), cask tapping and U.S. Steinholding competitions at each session.

September 19 – 20, 2025. 5:30pm – 9pm

Address: 377 Pine Street. Burlington, Vt

Oktoberfest will be held where you’ve seen the South End Get Down all summer long. Same party — free carnival games, prizes, competitions, music, dancing, food, beer and Oktoberfest garb. Less expensive tickets, more intimate, and a better overall experience!

Vermont Oktoberfest is not just a celebration of German culture, but a celebration of community and togetherness. Whether you are a local Vermonter or a visitor from out of state, attending Oktoberfest is a great way to experience the unique charm of Vermont in the fall. The event brings people together to enjoy good food, great music, and the beauty of the Green Mountain State during one of its most colorful and vibrant seasons. So mark your calendar, grab your friends and family, and head to Vermont Oktoberfest for a weekend of fun and festivities you won’t soon forget.

Vermont Oktoberfest is a time-honored tradition that brings people together to celebrate the changing of the seasons and the rich cultural heritage of the state. From traditional German music and food to fun activities and a welcoming atmosphere, there is something for everyone to enjoy at this annual event. So if you find yourself in Vermont in the fall, be sure to check out Oktoberfest and join in the festivities. Prost!

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