October in Vermont: 19 Fall Festivals to Celebrate the Season in 2025
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As summer fades away and the nights lengthen, touched by frost, the forests of Vermont heed the call to shed their summer attire for something more celebratory.
In turn, villages and towns across Vermont join in the revelry — with song and dance, ample culinary delights, and a great deal of Vermont hospitality.
We take fall seriously in Vermont, as demonstrated by the many “last hurrah” festivals throughout the state. Celebrate October in Vermont with the locals by checking out these incredible fall events all month long.
Insider tip: The short fall foliage season is busy across Vermont, so be sure to make your reservations for both lodging and dining as early as possible.
Vermont Events: October 1 – 5, 2025
Vermont Sheep & Wool Festival, Tunbridge, Vermont, October 4-5, 2025: Showcasing natural fiber and fiber art, as well as the animals, farms, and fiber artists that make this a thriving Vermont industry. Come out and meet the animals, take a class, or find inspiration for a winter fiber project of your own. This is the 37th celebration of Vermont’s wooliest residents and the humans that love them.
Harvest Celebration and Billings Farm & Museum, Woodstock, Vermont, October 4 – 5, 2025: Local hot cider and donuts, a plethora of adorable farm animals, 19th-century harvest demonstrations, and a traditional barn dance. Celebrate harvest season the old-fashioned way at this family-friendly event in one of Vermont’s most beautiful towns.
Dog Mountain Fall Dog Party, St. Johnsbury, Vermont, October 5, 2025: Celebrate October in Vermont with your favorite canine at Dog Mountain’s annual Fall Dog Party!
This unique event is located at one of the most dog-centric spots in Vermont.
Listen to live music, eat great food, enter your dogs in a contest, and take them on a scavenger hunt, all among the season’s gorgeous fall foliage. Your dogs will thank you with many tail wags and wet kisses.
Autumn on the Green, Danville, Vermont, October 5, 2025: This lively event is an award-winning showcase for artisans, crafters, cottage industries, and businesses amidst the spectacular views and color of autumn in Danville, Vermont. With more than 200 vendors, this is the spot to pick up hand-crafted Vermont gifts, sample delicious food, and take in the gorgeous fall foliage that symbolizes October in Vermont.
27th Annual Mount Snow Oktoberfest, West Dover, Vermont, October 4 and 11, 2025: It wouldn’t be October in Vermont without Oktoberfest! Check out this traditional Oktoberfest at Mount Snow featuring beer, bratwurst, and Oom-pah music, not to mention a keg toss, yodeling contest, and stein holding. There’s also a festive kids’ zone with fall games and activities.
Read Next: 10 Perfect Things to Do in Woodstock, Vermont, in the Fall
Vermont Events: October 6 – 12, 2025
HarvestFest Weekend at Stratton Mountain, Bondville, Vermont, October 2025 Dates TBA: Stratton Mountain’s HarvestFest is a family-friendly celebration of fall’s best things — gorgeous scenery and fantastic food and drink. Ride the gondola to the summit, climb the Stratton Mountain fire tower, sample some of Vermont’s best beer and chili, and rock out to live music at the BrewFest on Saturday.
Killington Harvest Faire, Killington, Vermont, October 2025 Dates TBA: Pumpkin painting, apple launching, horse-drawn carriage rides for the kiddos, and a stein hoisting competition for the adults. Events and activities at the Killington Harvest Faire are set to live music and accompanied by fabulous food and drink.
40th Annual Vermont Apple Festival & Craft Show, Springfield, Vermont, October 11, 2025: This old-fashioned festival features a pie contest, more than 60 craft and food vendors, a farmers’ market, a beer and wine tent, live music, and family-friendly activities.
Middlebury Car Show & Fall Festival, Middlebury, Vermont, October 12, 2025: Classic cars, vendors, live music, and fantastic fall food. The Middlebury Car Show & Fall Festival is the perfect event for families and old-car fanatics. The day starts with a pancake breakfast, followed by free events throughout the day in downtown Middlebury.
Newfane Heritage Festival, Newfane, Vermont, October 11 – 12, 2025: For the past 53 years, locals and visitors have descended on Newfane to celebrate fall at the annual Newfane Harvest Festival. This volunteer-run festival features a juried arts and crafts show, local specialty foods (including famous apple pie), a raffle, children’s activities, and live entertainment. The festival is located in the village of Newfane and is set against the backdrop of peak fall foliage.
Chaffee Art Center’s Annual Art in the Park Festival, Rutland, Vermont, October 11 – 12, 2025: In case you’ve been out of the loop, Rutland, Vermont, has quickly become one of the most creative hubs in the state, embracing and showcasing artistic talent all over town.
Get a taste at the annual Art in the Park Festival, which will feature an array of fine artisans and craftspeople, specialty foods, locally crafted beer, wine, and spirits, and live music in a gorgeous downtown setting.
100+ Wonderful Ways to Experience Vermont
Whether you’re a local who has lived here for years or a visitor eager to explore, there’s always more to Vermont than most guidebooks would have you believe. Sure, you can easily find the popular tourist spots, but Vermont is so much more than that.
100+ Ways to Experience Vermont is the only guide you’ll need to find popular and obscure trails, waterfalls, attractions, museums, farms, breweries, and more. And unlike printed guidebooks, this digital guide included links to relevant businesses, articles, and event listings to make trip planning easier.
Formatted as a PDF file, this beautiful ebook is available to download on your phone, tablet, or e-reader and can be easily printed for off-grid exploring.
Vermont Events: October 13 – 19, 2025
Enchanted Forest, Montpelier, Vermont, October 17- 18, 2025: This family-friendly event celebrates autumn after dark in Hubbard Park.
Hay wagon rides bring guests deep into the forest where they are led by guides through candle-lit paths where they are treated to live music, enchanting stories, and fire illuminating Hubbard Park’s 50-foot stone tower. This unique event showcases the magic of Vermont evenings.
16th Annual Bean & Brew Festival, Jay Peak, Vermont, October 18, 2025: What happens when you combine locally roasted coffee and New England’s most exemplary beers among the world’s best fall foliage? Head to Jay Peak for the annual Bean & Brew festival to find out. Come thirsty to sample a variety of coffee, beer, and ciders while listening to live music and playing lawn games.
Champlain Valley Craft Show and Antique Expo, Essex Junction, Vermont, October 17 – 29, 2025: We don’t want to rush the season or anything, but fall is a great time to start doing a little holiday shopping. This annual event is a grand expo of more than 150 exhibitors selling the region’s finest arts and crafts, unique gift items, and specialty foods.
23rd Annual Brattleboro Literary Festival, Brattleboro, Vermont, October 17-19, 2025: The festival has grown from year to year to become one of the region’s most significant annual events, drawing more tourists, more sponsors and has presented over 900 authors, including winners of the Pulitzer Prize, National Book Award, National Book Critics Circle Award, Women’s Prize, Newbery Medal, and Caldecott Medal, among others.
3rd Annual Bennington Harvest Fest, Bennington, Vermont, October 18, 2025: Main Street and School Street will be alive with the hustle and bustle of Harvest Fest, featuring an array of craft and food vendors, tantalizing tastings from distillers and brewers, and toe-tapping live music on not just one but two stages! Let the kids loose in Merchants Park, where they’ll find endless entertainment in our dedicated kid zone.
Vermont Events: October 20 – 26, 2025
Annual Gilfeather Turnip Festival, Wardsboro, Vermont, October 25, 2025: Yes, in Vermont, we celebrate a turnip that isn’t quite a turnip — the famous Gilfeather turnip, which was first cultivated in Wardsboro Vermont, and became the Vermont State Vegetable in 2016.
The Trustees of the Wardsboro Library puts on the volunteer-run Gilfeather Turnip Festival. You can show your support by heading to Wardsboro and buying Gilfeather soup, Gilfeature turnips by the pound, Gilfeather turnip seeds, and some Gilfeather turnip souvenirs to take home.
Family Halloween at Billings Farm & Museum, Woodstock, Vermont, October 2025 Dates TBA: A family-friendly Halloween celebration, complete with hayrides, farm animals, slightly spooky displays, and trick-or-treating. Kids in costume are admitted free.
Yes, October in Vermont is about appreciating the colors of fall before winter opens up a whole new set of opportunities. These fantastic fall festivals in Vermont are perfect for embracing October all over the state!
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Excellent info