Foliage at the Woodstock Inn
October in Woodstock, Vermont

Extra Special Season

October started in full color this year! The hillsides are lush with vibrant foliage, and the trails and pathways that wind throughout the village and forests are speckled with fallen leaves of yellow, orange, red, and gold. With time for more green trees to join the autumn celebration, October is the perfect time to join us to experience fall views, flavors, scents, activities, and experiences. Take the scenic way and grab a local apple cider, spend an extra day to try a new passion, and slow down to enjoy every moment of this fleeting but extra special season. 

Chefs plating green and orange appetizers in a busy professional kitchen.

A Gala for A Great Cause

On Sunday, October 25, we are proud to host Change The Word Kids’ 24th Annual Para la Tierra Fundraising Gala once again! The local nonprofit organization is run by middle- and high school-aged students who volunteer in their communities and beyond. Their main focuses are humanitarian and sustainability initiatives, with an annual work trip to Costa Rica to aid in the preservation of rainforest ecosystems. 

The Para la Tierra “for the earth” Gala is their largest fundraising event of the year! Chef Matthew McClure will prepare 3 courses of fall flavors, using locally sourced meats, produce, and ingredients, some of which even come from Change The World Kids’ own garden. The student volunteers help in each step – planning, set-up, plating, service, and clean-up, alongside our resort banquet and culinary teams. Join us for an evening of fundraising, with cocktail hour, Chef’s 3-course meal with poured wine service, and a presentation from the students, followed by a live auction!

Reserve Your Seat

Woodstock Fall Weddings

An autumn wedding in Woodstock, Vermont is sure to be a truly memorable event for you and your guests. A dream fall vacation spot, your friends and family will be overjoyed to have a reason to visit. Even better, our expert wedding and event team will make your experience as the wedding couple exceptional. Have your ceremony under colorful leaves, adorn the ballroom with fall flowers, and enjoy the views of foliage all around you in Woodstock, Vermont. 

Kelly Way Gardens Fall wedding ceremony
Bride and Groom by Red Barns at Kelly Way Gardens
Fall Wedding Views from the top of Saskadena Six
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Red barn with rusted metal roof and autumn decorations beside a gravel path.

Events, Festivals & More

Finding Fall Fun!

Explore the fall foliage by way of these incredible activities and passions at the Woodstock Inn & Resort or in our community. 

Falconry Experience
Falconry during Autumn
Hand holding a small brown trout in clear, shallow water.
Girl plays with fall leaves
Fall Wagon Rides
Fall Fly Fishing
Golfer putting on a green surrounded by autumn trees.
Forest Festival:
Landscape
Golf cart on a green fairway beneath autumn trees.
Mt Tom Kids Hike
Fall Hikes up Mt. Tom
Path with wooden fence, autumn trees, and a horse in a misty field.
Village of Woodstock
Family walks on the grass event space at Kelly Way Gardens. The hillside behind them is dotted with fall folaige
Fall in Kelly Way Gardens
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