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The Ardmore Inn autumn fall front porch

From The Blog 11 fall activities to enjoy in Woodstock

Let the fall frolicking begin!

The Autumn season promises a bounty of foliage and family fun! So without further ado, we present to you 11 of our favorite adventures that'll immerses you in the warm, cozy feelings of the season:



1. Experience life on the farm

Woodstock offers a double-whammy of Sugarbush Maple and Cheese Farm (free samples? Yes, please!) and Billings Farm & Museum, one of the finest outdoor history museums—and a fully-functional farm, at that! Gather the whole family to say hello to friendly animals, snag an inside look at how things are made, discover hidden gems on hundreds of acres, and even partake in a round of pumpkin bowling—all under a vibrant canopy of leaves! Welcome to farm country.

Wagon rides at Billings Farm during fall foliage
Judy Laliberte
Billings Farm offers plenty of photo-worthy perspectives

Autumn... the year's last, loveliest smile

William Cullen Bryant
Foliage in Woodstock Vermont

2. Pick-your-own apples on Vermont’s hillside orchards

No need to upset the applecart on your autumnal plans—because you can still enjoy this pastoral adventure in the crisp, cool air! Click here to learn about two orchards within 15 minutes of Woodstock, their policies, hours, and more.

3. Hike it out

With the recent addition of the Ottauquechee River Trail, Woodstock is more walkable than ever—offering one of the best ways to experience fall foliage! Pick your path from a quick stroll through the town green to a steep hike up Mt Tom for a panoramic view of the quaint village below—and everything in between. Click here for a list of hiking options, trail-maps, and more.

4. Catch a concert under the September sky

Pull up a lawn chair, grab a blanket, and don’t forget to attend one of these music nights! Only a few weeks remain for amazing live performances at Feast & Field in nearby Barnard.

New England Falconry Introductory Session
Skye Reno
New England Falconry Introductory Session

5. Try your hand at the sport of kings

There’s nothing like watching a Harris's Hawk take flight, opening its 47” wingspan, its reddish brown feathers blending with the vibrant foliage below.

You can learn about the ancient passtime of falconry and even handle and fly a trained bird-of-prey yourself at the Historic Rutherford Barn on Woodstock’s Hartland Hill Road. Reservation only.

6. Shop local

Admiring our historic storefronts and perusing the wares of lovely mom-and-pop shops is a pastime all its own! Many of our shops are open for (in-person) business, just be sure to wear a mask both on the village sidewalks and within each business.

Elm Street shops fall foliage Gillingham's

7. Grab the reins in horse country

Saddle up for everything equestrian, from fall foliage pleasure rides across miles-and-miles of dirt roads, wooded trails, and meadows to an autumnal dressage show with The Green Mountain Horse Association (GMHA) nestled in bucolic South Woodstock. Don’t forget your riding boots and bridles. We’re not horsing around on this one.

VINS Forest Canopy Walk from below

8. Immerse yourself in the trees at the VINS Canopy Walk

The Vermont Institute of Natural Science (VINS) in nearby Quechee is a nature lover’s wonderland, and the Canopy Walk, added in 2019, takes the nature center to new heights. Between visiting rehabilitated birds in their outdoor enclosures and learning what it takes to care for these fascinating fowl, take to the treetops via an ADA-accessible boardwalk that rises as high as 81 feet (or four giraffes) above the forest floor, affording panoramic views of autumn’s colorful display, Dewey’s Mill Pond, and beyond.

9. Take farm-to-table literally

Inside the spectacular Red Barn at Kelly Way Gardens, dine on the produce plucked fresh from the grounds, brought together with local cheeses, honey, dairy, and more via menus handcrafted by Woodstock Inn & Resort Executive Chef. But don't delay, because this reservation-only dinner series concludes in September!

10. Get creative with Artistree’s classes

You can dance if you want to—or paint, write, cook, perform, and create in endless ways because Artistree’s fall classes are in session!