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Fall Jumper Show at GMHA

From The Blog Weekend fun: Enjoy an evening with the author, a history hike, hunter jumper show, plus art, music, & theatre festivals for all

Get ready for a new season of fun with these weekend festivities that harness our favorite elements of summer and fall...

ArtisTree's Music Theatre Festival Presents: Souvenir


September 5-8: Called “a surprisingly affecting comedy” by The New York Times, Souvenir: A Fantasia on the Life of Florence Foster Jenkins is coming to Artistree! Don’t miss a hilarious performance about the musical partnership of a passionate but tone-deaf socialite and her talented pianist – presented as part of Artistree’s Music Theatre Festival. See link for pricing and show times.

September 6-9: Then, keep the music playing with a showing of the film, David Crosby: Remember My Name. Playing at Pentangle Arts’ Woodstock Town Hall Theatre, this documentary offers a refreshing, honest look at its subject’s life and transformative career. See link for details.

September 7-8: Leap into fall with a great weekend of hunter jumper competitions in scenic South Woodstock at The Green Mountain Horse Association’s Fall Hunter Jumper Show!

September 7-8: The village green will be overflowing with creative masterpieces during The Woodstock Art Festival – made complete with live music and tasty food!

Billings 1890s Farmhouse
Billings Farm & Museum
Billings 1890s Farm Manager's House
Faces and Places

5 – 9:30 PM: Tom Ryan, author of the beloved books Following Atticus and Will’s Red Coat is coming to Woodstock – and you can spend an evening with him! Join a reception, author’s remarks, book signing, and even an intimate dinner at Heart Rock Kitchen in the company of Tom Ryan and his furry friends, Samwise and Emily, presented by Pentangle Arts to benefit Lucy Makenzie Humane Society. See link for details.

5:30 – 7 PM: Or, if you’re looking for a rip-roaring good time, gals, you’re in luck – just head to Pomfret for Friday Evening Ladies’ Rides at Suicide Six!

5:30 – 7:30 PM: Love artwork from the digital realm? Be there for the opening reception of the Faces and Places Exhibit featuring the works of Samuel Neustad at Artistree! There, you’ll admire digital paintings featuring the people, landscape and architecture of the Pomfret/Woodstock area. Profits benefit Zack’s Place.


9 AM – 12 PM: Hit the ground running in the beautiful trails of Marsh-Billings-Rockefeller National Historical Park during this week's parkrun timed 5k race! Advanced online registration required. See link for more information.

9:30 – 10:30 AM: Admire the flowers that are summer’s last holdouts during this Seasonal Florist: Flower Splendor in September edition of the Summer Garden Tour Series at Kelly Way Gardens. Complimentary for Woodstock Inn & Resort guests, $10 for visitors.

9:30 – 10:30 AM: Groceries don't get any fresher than this thanks to the Mt Tom Farmers' Market's abundance of fabulous local produce.

10 AM – 12 PM: Trek to the quiet beauty of Woodstock’s mountaintop lake, The Pogue with a guided History Hike with the Marsh-Billings-Rockefeller NHP and the Woodstock History Center. This walk includes historic photos, refreshments, and more. Advanced registration required. See link for details.

The Pogue in June lake view
Katie Berdan
A view of the Pogue in late spring
Turkey Vulture Day