Fall Vermont Festivals in 2019

The fall foliage isn’t the only reason to head to Vermont this September and October, 2019. Fall festivals abound for those who wish to enjoy local Vermont foods, music festivals, crafts and beer. Be sure to plan your trip to VT so that you can enjoy both the fall colors and one of these fall festivals. We’ve looked for the dates to events from Burlington to Southern Vermont, and everywhere else in the state. If you are local and aware of other things to do, please let us know so that we can add them to our calendar of dates. Don’t forget to also check out our list of German beer festivals for Oktoberfest in Vermont. There’s only a short amount of time before the colors fade, the leaves fall and the cold temperatures and snow set in. Enjoy it while you can!

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2019 Festivals

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Past Events

We know that you want current events. But we often don’t have dates for the current year. We leave those events with their link here so that you can look for the new dates yourself. We hope you don’t mind!

Countryman’s Pleasure Oktoberfest - Rutland, VT - Sep 29 to Oct 6, 2018
The first annual Countryman’s Pleasure Oktoberfest is going to be a great party with live music, delicious traditional foods, and lots of beer under the tent for two Saturdays! On the first Saturday, come out to hear Boston folk/bluegrass band, Pesky J Nixon, whose latest album, Red Ducks, is on the top 10 Roots Music Chart. Your $25 ticket gets you dinner (choice of entree, salad and dessert) and your first pint of beer in a custom Oktoberfest glass.  Bring your friends and celebrate, Bavarian style, at Vermont’s best German/Austrian restaurant! Free “Gramp’s Shuttle Service” from the Home Depot parking lot and back. Get excited for the dinner options, which include Bavarian-style roast, half-chicken, bratwurst stewed in beer with sauerkraut, German potato salad, celery root salad, and cucumber salad, local corn on the cob, soft pretzels with mustard, and strudel! Event happens from 5:30-9:30.

Vermont State Fair - Rutland, VT - Aug 13 to Aug 17, 2019
Vermont’s oldest agricultural fair. Circus Hollywood, racing pigs, midway rides and games, monster truck rides, 4H shows, entertainment and more. Since 1846.

Caledonia County Fair - Lyndonville, VT - Aug 21 to Aug 24, 2019
Annual Caledonia county fair – Vermont’s oldest continuously running agricultural fair. Features horse show, hhildren’s tent activities, ox pull, yoked cattle show, rug hooking, midway, decorative painting, pig scramble, bingo, chainsaw carving, demo derby, Punch and Judy puppet show, music on the gazebo, and more

Jay Peak Trail Running Festival - Jay, VT - Aug 30 to Sep 1, 2019
A family friendly weekend of running with 53.1K ultra, 25K trail race, three different 5Ks and a kids’ trail race.

Mount Snow Brewers Festival - Mount Snow, VT - Aug 31 to Sep 1, 2019
25th annual. Enjoy brews from nearly 50 different breweries who are on-hand pouring their beers and ciders from 100+ different taps, plus live music, great food and more.

Southern Vermont Garlic & Herb Festival - Bennington, VT - Aug 31 to Sep 1, 2019
Annual event for 20+ years. Sample food and find crafts from 100 vendors using garlic and herbs in products, including everything from garlic ice cream to garlic jelly, plus take in cooking demonstrations, planting and braiding tips, a little shopping, kids’ activities, the Beer and Wine Garden, live music, and more. For aspiring gardeners, garlic growers, garlic-lovers or those simply looking for a fun way to spend a Vermont end-of-summer day, the event promises something for everyone.

ACS Hops for Hope 5k - West Dover, VT - Aug 31, 2019
Mount Snow and the American Cancer Society have teamed up to bring you the Hops For Hope 5k, a fun run with all proceeds going to the American Cancer Society. Held on Saturday, August 31 at 9 am, enjoy a multi-terrain run/walk that is beginner friendly while challenging even the most seasoned of runners. After the race stay for awards and light refreshments, then at noon join the thousands of others coming to Mount Snow to enjoy over 50 breweries and 100+ beers (Brewers Festival tickets are an additional cost).

South End Art Hop - Burlington, VT - Sep 6 to Sep 8, 2019
Over 30,000 visited last year to celebrate the art and culture of Burlington, including hundrds of exhibits, sculpture, fashion shows, music, juried art show, Kids Hop and more!

Glory Days Festival - White River Junction, VT - Sep 7, 2019
A festival of railroading and transportation.

Tunbridge World’s Fair - Tunbridge, VT - Sep 12 to Sep 15, 2019
Agricultural day, amusement rides, live exhibits, pig races, live music on the grandstand, beer and wine garden and more. Since 1867.

Grand Point North - Burlington, VT - Sep 14 to Sep 15, 2019
Annual music festival at Waterfront Park.

Vermont Golden Honey Festival - Proctorsville, VT - Sep 14, 2019
An annual event held at the Golden Stage Inn featuing local honey, plus crafters and artisans and more

Bennington Food Truck Festival - Bennington, VT - Sep 14, 2019
Food trucks from downtown Bennington and beyond descent to offer breakfast, lunch, dinner, and desserts, plus free yoga classes, local musicians, craft vendors, corn hole, face painting, and more!

Colors of the Kingdom Autumn Festival - St Johnsbury, VT - Sep 14, 2019
About 30 organizations and 50 businesses have come together to produce this annual event, featuring train rides, farmers’ market, arts & crafts fair, planetarium shows, bluegrass festival, parade & much more! Many events FREE or at discounted prices!

Oktoberfest Vermont - Burlington, VT - Sep 20 to Sep 21, 2019
Waterfront Park on Lake Champlain will put a “Made in Vermont” spin on Oktoberfest during the last weekend in September. 5K run/walk is open to all ages. Sessions are 21+ with tickets going on sale June 1st. 40 brewers, oompah music, games and contests while Vermont’s fall foliage is in full swing!

Springfield Steampunk Festival - Springfield, VT - Sep 21 to Sep 22, 2019
Hosted by the Steampunk Society of Vermont and Hartness House Inn. Trader’s Bazaar, Bicycle ride & picnic, Walking history tour, Candlepin Bowling Tournament, Absinthe Tasting. Net proceeds benefit the Springfield Community Center.

Vermont Wine & Harvest Festival - Mount Snow, VT - Sep 21, 2019
Great wine, food and fall foliage at this event the Vermont Chamber of Commerce named one of its Top 10 fall events.

Trapp Family Lodge Oktoberfest - Stowe, VT - Sep 21, 2019
Austrian music, strolling accordionist, lawn games and more. Free admission and a la carte Austrian food and beer available throughout the day. Purchase a von Trapp Brewing beer and leave with a commemorative 2019 Trapp Oktoberfest beer stein. Held in the von Trapp bierhall at the Lodge

Vermont Wildlife Festival - West Dover, VT - Sep 22, 2019
A way for the local community to share their passion for the outdoors and all its activities. Representatives from the hunting and conservation communities, wildlife resuces, nature centers and more come out for a day of learning in the beautful Vermont outdoors, and they bring live birds of prey, reptile rescues, and a live wolf demonstration with them. Admission is a donation of your choice. Since 2010.

Bristol Harvest Fest - Bristol, VT - Sep 28, 2019
Head to Bristol Town Green for a full day of live music, kids’ activities, live demonstrations, pony rides, crafters, vendors and more.

Burke Mountain Fall Foliage Festival - East Burke, VT - Sep 28, 2019
Held in East Burke Village on the green at the Burke Mountain Clubhouse/East Burke Library. Parade, rubber duck race, kids area with a jump house & face painting, horse drawn wagon rides, petting zoo, craft show, silent auction, reptile exhibit, beer & wine tent and live music.

Peru Fair - Peru, VT - Sep 28, 2019
An old-fashioned country fair featuring a pig roast, crafts, antiques, clowns, magicians, pony rides, food, music, entertainment, and more!

Burlington Color Run - Burlington, VT - Sep 28, 2019
The Happiest 5K on the planet comes to Burlington, with a Colored Foam Zone and more.

Vermont Pumpkin Chuckin’ Festival - Stowe, VT - Sep 29, 2019
Annual event at Stoweflake Mountain Resort featuring a trebuchet contest, Chili Cook-off Contest, kids activities and live music. This event raises money for the Lamoille Restorative Center in Hyde Park, VT.

San Francisco Dance Film Festival - , VT - Sep 29 to Oct 5, 2019
Dance films from San Francisco and around the world, including experiemental shorts, live performance capture, dance documentaries, live performances and more.

Northeast Kingdom Fall Foliage Festivals - , VT - Sep 29 to Oct 5, 2019
Annual Northeast Kingdom Fall Foliage Festival, seven festivals in seven days, each in a different town. Each has something unique to offer, including music, crafts, farmer’s markets, parades, tours, history and great food! Specialty church suppers each night. See town’s website for individual town listings for festivals details in Marshfield, Walden, Cabot, Plainfield, Peacham, Barnet, and Groton.

Northeast Kingdom Fall Foliage Festival – Walden - West Danville, VT - Sep 30, 2019
Driving tour of artisans in their home businesses, with coffee and donuts in the morning and soup and sandwich lunch, and musical entertainment with a barbecued beef dinner. Registration and breakfast are at Walden Church in Noyesville Village.

Manchester Fall Art & Crafts Festival - Manchester Center, VT - Oct 4 to Oct 6, 2019
Enjoy a unique shopping experience at Riley Rink in Hunter Park, where artists and artisans, specialty foods and spirits, and Vermont products await!

Harpoon Oktoberfest Vermont - Windsor, VT - Oct 4 to Oct 5, 2019
The Windsor brewery of Harpoon hosts its Vermont Oktoberfest. There will be lots of Harpoon beer, live oompah music, chicken dancing, keg bowling, fall foliage and the Harpoon Oktoberfest race.

Vermont Sheep & Wool Festival - Tunbridge, VT - Oct 5 to Oct 6, 2019
Annual event for over 30 years. Marketplace, workshop, fiber arts classes, contests, animal barn, fleece show & sale, cashmere goat exhibit and floral hall.

Bennington Oktoberfest - Bennington, VT - Oct 5, 2019
The North Bennington Oktoberfest hosted by the Norshaft Lions and Bennington Area Chamber of Commerce at Colgate Park. It will have live music as well as Bavarian food, Oktoberfest beer, family activities and arts & craft vendors. Admission is $8.

Stowe Foliage Arts Festival - Stowe, VT - Oct 11 to Oct 13, 2019
In Vermont’s most colorful season, visitors can enjoy works from over 200 juried artisans exhibiting and selling contemporary and traditional crafts, original art, photography and sculpture, food products, and more, plus live music, food, beer, wine, and speciality foods will all be available as well.

Newfane Heritage Festival - Newfane, VT - Oct 12 to Oct 13, 2019
Annual event on the Common in the Village of Newfane. Juried arts & crafts amid the fall foliage on Columbus Day Weekend.

Mount Snow Oktoberfest & Harvest Art & Craft Festival - West Dover, VT - Oct 12 to Oct 13, 2019
The Mount Snow Oktoberfest will feature German beer, cuisine, and games for kids and adults. It’s the Annual Arts & Crafts Fair too. Children’s games in the kids zone include bean bag toss, bouncy house and pumpkin painting. An apple sling shot and the schnitzel toss mean there are plenty of activities for kids at this family friendly event. Selection of beer from at least twenty-five different German and domestic breweries. A Columbus Day Weekend tradition since 1997, the Mount Snow Oktoberfest is one of their signature festivals and was named The Best Fall Event in VT for 2018 by Yankee Magazine.

Gulp and Gallop 5k - West Dover, VT - Oct 12, 2019
For the “athletic beer drinkers” there’s the 8th Annual Gulp and Gallop 5k Beer Run on Saturday morning during the weekend of the Mount Snow Oktoberfest! Gulp and gallopers make four laps starting and returning in the base area. Each time participants complete a lap they have their choice of water or a cup of beer to drink before heading back out onto the course. This fun run is for the 21+ crowd only (must bring valid government issued ID) and crazy outfits are highly encouraged

Sugarbush Resort Oktoberfest - Warren, VT - Oct 13, 2019
Family friendly event with live music, beer garden, German games and kid-friendly Bavarian buffet and activities.

Vermont International Fall Festival - Burlington, VT - Oct 16 to Oct 27, 2019
Film festival with a variety of programming actoss the week.

Craft Vermont - Burlington, VT - Nov 22 to Nov 24, 2019
Meet the artists at the Craft Vermont Show, held at the DoubleTree.

Find other fun things to do in Vermont in fall:

Oktoberfest in Vermont
Vermont Corn Mazes
Vermont Ghost Tours
Haunted Houses in Vermont
Vermont Pumpkin Patches

One thought on “Fall Vermont Festivals in 2019

  1. Thelma Jackson says:

    I am looking to see about setting up my jewelry business at the festivals in my area. Can I please get information?

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