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19 Sep 2023
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Things to Do / Activities

Autumn in Vermont is a season of vibrant foliage, crisp air, and an array of festivals that celebrate the local culture, crafts, and flavors. If you're planning a trip to Killington, VT., this fall, you're in for a treat. From artisan markets to car shows and apple festivals, there's something for everyone. We’ve picked a few of our favorites to create your ultimate guide to the must-visit fall festivals around Killington.

Savor the Season at the Tap to Table Autumn Market



mom pulling children in a wagon at a fall festival pumpkin patch

When: Sunday, October 1, 2023
Where: Stewart Maple Marketplace, 5444 VT-Route 103, Cuttingsville, VT.

Kick off your fall festivities with the 3rd annual Tap to Table Autumn Market hosted by Stewart Maple. This event is a must-do for foodies, craft lovers, and families. With over 70 small business vendors from all over Vermont, you'll find tons of unique, handcrafted items perfect for gift-giving or as a memento of your trip. Enjoy live music, kid-friendly activities, and a selection of craft beer, wine, and spirits. Just a short drive from Killington, this is a local gem you won't want to miss.

Art and Autumn Leaves at the Stowe Foliage Arts Festival



view of church in Stowe, VT. during fall

When: October 6-8, 2023, 10am – 5pm
Where: Stowe, VT.

Immerse yourself in Vermont's thriving arts scene at the Stowe Foliage Arts Festival. This three-day event showcases 150 juried Fine Artists and offers a range of traditional craftwork demonstrations. Enjoy the peak of fall foliage while sampling local products, from maple syrup to gourmet chocolates. Set in one of the most picturesque towns in Vermont, a trip to Stowe will also give you a chance to get some incredible photos of the changing leaves.

Harvest Faire: Family Fun and Festivities in Killington



kid painting a pumpkin

When: October 7, 2023
Where: Killington, VT.

Step into a world of fun at the Harvest Faire in Killington. This family-friendly event will captivate kids with free activities like pumpkin painting, hayrides, and apple launching—with a chance to win winter lift tickets. For adults, there's axe-throwing courtesy of BurlyAxe and a stein hoisting competition with grand prizes up for grabs. 

But the entertainment doesn't stop there. The air will be filled with the eclectic sounds of SP4, covering genres from Funk to Jazz. Whether you're a local or just visiting, this festival offers a day of unforgettable fall fun for all ages.

Cheers to Fall at the Southern Vermont HomeBrew Festival



friends toasting with glasses of beer

When: October 7, 2023, 12pm – 4pm
Where: Bennington Sports Center, 230 School Street Bennington, VT. 05201

Are you a beer aficionado? Then, you won't want to miss the Southern Vermont HomeBrew Festival – Fall Edition. This festival showcases the best of Vermont's homebrew community, offering unlimited beverage sampling (4oz samples) from over 30 regional home brewers. But it's not just about the beer; the festival also features fresh cider, cider donuts, pies, bonfires, and more, wrapping you in the coziest New England vibes. Visit for the chance to taste one-of-a-kind brews, and vote for your favorites!

An Apple a Day at the Vermont Apple Festival & Craft Show



candied apples

When: October 7, 2023, 9am – 4pm
Where: Riverside Middle School, 13 Fairground Road, Springfield, VT.

Celebrate the apple harvest at the 39th Annual Vermont Apple Festival & Craft Show. This event is a fall classic featuring vendor-offered raffle prizes, a farmer's market, pie contests, and a 21+ beverage tent. With so many things to sip, taste, and peruse, you’ll be able to experience all things “fall” at this beloved event.

Rev Up Your Engines at the Middlebury Car Show and Fall Festival



vintage cars outdoors car show

When: October 15, 2023, 10am – 3pm
Where: Triangle Park on Main Street in Middlebury, VT.

Car enthusiasts, this one's for you! The 2nd annual Middlebury Car Show and Fall Festival is a family-friendly event featuring over 75 classic cars and trucks. But it's not just about the cars; you'll also find 60+ local vendors offering artisan crafts, delicious food, and live music. Plus, there are activities for the kids and raffle drawings to keep everyone entertained.

Vintage Vibes at the Smatterings Market in Burlington



Girl shopping for vintage clothes

When: October 22, 2023, 12pm – 4pm
Where: Burlington Beer Company, Burlington, VT.

If you're a fan of vintage goods and craft beer, make your way to the Smatterings Market at the Burlington Beer Company. This pop-up market features live music from Nick Aloi's jazz trio, carefully chosen vintage goods, and unique offerings from local vendors. It's a perfect opportunity to find incredible souvenirs while enjoying some of Vermont's finest craft beer.

Book Your Perfect Fall Getaway with Killington Rental Associates



living room of Ridge Top Chateau vacation rental in Killington, Vt.

As you can see, Killington, VT., is the ultimate destination for embracing the wonders of fall. With so many markets and family festivals happening in the surrounding areas, there's always something going on for you to enjoy. If you're planning your autumn getaway, make it truly memorable by booking directly with Killington Rental Associates. Not only will you have access to the best selection of vacation rentals, but you'll also be a short drive to all of these festivals and events. Don't miss out on experiencing Vermont's most vibrant season in style—book your fall escape today!

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