Skip to main content
Historic Baseball, Billings Farm & Museum

From The Blog Weekend Fun: Labor Day Meets Leisure with Art Exhibits, Vulture Day, & A Bluegrass Festival

End the summer with a bang this holiday weekend, whether it's an evening spent at the Base Lodge Bluegrass Festival, a day of face-painting, magic shows, and family-friendly fun, or an energizing morning Rainbow Run. We guarantee you'll find an activity that's right up your alley. Read on to learn more...


8/30 – 9/2 & beyond: Revel in the musical experience with the hilarious comedy, I Love You, You’re Perfect, Now Change, playing at the Grange Theatre at ArtisTree. Showtimes vary by day, tickets available online for purchase.

8/30 – 9/3 & beyond: Swing by King Farm for LandARTLab, a free exhibition of sculptures from 17 different artists, open from dawn till dusk (8 AM – 8 PM).

8/30 – 9/3 & beyond: The 32nd Annual Quilt Exhibition continues at Billings Farm & Museum from 10 AM – 5 PM!

8/30 – 9/3 & beyond: Between 10 AM and 5 PM daily (except Sunday), you can catch an exhibit of Diana Mellar’s “Digital Doodles” in the Mezzanine Art Gallery of the Norman Williams Public Library.

8/31 – 9/2: Catch Distance Days and the Annual 82nd 100-mile CTR, spectator-friendly horseback riding competitions at Green Mountain Horse Association! Check the GMHA website here for a full schedule.

8/31 – 9/3: Some missions are not a choice; visit the Town Hall Theatre for a showing of Mission Impossible: Fallout, playing from 7:30 – 10 PM.

9/1 – 9/3: Farmhouse Pottery is bringing out the big top for their Labor Day Tent Sale! Shop or watch potters at the wheel between 10 AM – 5 PM.

King Farm in Woodstock, Vermont
The King Farm in Woodstock, Vermont


Exercise: Experience 90 minutes of yoga bliss with certified Bikram instructor Natalie Jones at the Barnard Inn Barn beginning at 9 AM.

Work: Take a synergistic approach to your workday at the Optimist Center’s Open Co-Working from 10 AM – 4 PM.


Wine Tastings
Studio Nouveau


From 1 – 5 PM, shop to your heart’s content at the April Cornell Trunk Show, happening at F.H. Gillingham & Son’s.

At 5:30 PM, take your pick for evening entertainment:

  • Sway to the sounds of the DuPont Brothers during a free Brown Bag Concert! From 5:30 – 7 PM, you’ll hear this sibling indie-folk-rock duo perform on the back lawn of the Woodstock History Center overlooking the gorgeous Ottauquechee River. Beverages available for purchase on-site, just bring yourselves and a blanket or chair!
  • Rock out at ArtisTree and Suicide Six’s Base Lodge Bluegrass Festival! There, you’ll get not just hot tunes, but also a hot meal straight from the BBQ, ice cold brews, scenic lift rides, and fun for the kids! Musical performers include Deadgrass and Hot Flannel All-Stars. Happening from 5:30 – 9:45 PM.
  • Dine picnic-style on the bucolic lawn of Cloudland Farm while the Lesley Grant Trio serenades you from the porch! Choose from a tasty buffet of pulled pork, house-made rolls, a variety of local summer vegetable salads, and dessert. Beginning at 5:30 PM.

Then from 6 – 8 PM, visit local galleries and shops while you partake in great food and music at Woodstock Village Square Art Walk! Participating businesses include:

  • Galleries: The Woodstock Gallery, Gallery on the Green, Christine Orcutt Henderson, Collective, Canaday Gallery at the Woodstock History Center
  • Merchants: Clover Gift Shop, Phlox, The Yankee Bookshop, Unicorn, Encore Designer Consignment & Gear Traders
Color Run


Exercise: Beginning at 9 AM, make it a colorful Saturday with a 5K Rainbow Run/Hike on the Ascutney Trails.

Gardens & produce:

  • 9 – 9:45 AM: Let the Woodstock Inn & Resort take you through the Kelly Way Orchard, highlighting the diversity of various fruit trees and landscape plants during the complimentary Fruits of Our Labor tour.
  • 9:30 AM - 12:30 PM: Get your week’s fruits and veggies at the Mt Tom Farmers’ Market.
  • 10 AM - 12 PM: With this garden tour and tasting, you’ll uncover Lessons in Leeks through an informative walk through the acres with Architect and Gardener Benjamin Pauly, followed by a culinary demonstration from Resort Executive Chef Rhys H. Lewis.

Special events:

  • 10 AM – 3 PM: Let Wellwood Orchards celebrate you during their Customer Appreciation Day! There, you’ll find a magic show, food, kids’ games, petting zoo, face painting, balloon art, contests, wagon rides, live music, and prizes – all FREE!
  • 10 AM – 5 PM: As International Vulture Day, it’s the perfect time to admire those underappreciated birds of prey! At VINS, you’ll learn about these fascinating creatures, and even meet a few up close. 
  • 10 AM – 5 PM: Explore work and play the old-fashioned way at Billing Farm & Museum’s Labor & Leisure Day, from building split-rail fences, ice cream making, laundry, historical baseball, croquet, and so much more.

Music: Enjoy a free mountainside concert from 3:30 – 6:30 PM at Killington’s Cooler in the Mountains Concert Series! With J.S. Ondara opening for Donavon Frankenreiter at the Roaring Brook Umbrella Bar, you’ll get two acts for the price of none in a stellar location out in the open air.


From 1 – 4 PM:

  • Get a taste of Jazz on a Sunday Afternoon! At this concert series, you'll hear the smooth sounds of Sabrina & The Jazzcats at 1 The Green, located at the corner of Central & Elm St in Woodstock Village.
  • Or search for the perfect mushroom with the Upper Valley Food Co-Op! Feel free to bring mushrooms you collected yourself for identification help, then enjoy cooking and tasting your edible finds back at the Co-Op’s classroom.

The Barnard Inn & Max’s Tavern invite you for a holiday weekend pop-up event you won’t forget! From 2- 6 PM, you’ll find fabulous local vendors including:

  • Whistle Pig
  • SILO
  • Stonecutter Spirits
  • Curiosity Woodworks
  • Woods Maple Syrup
  • Grace & Evan Potter
  • Teal Emlyn Illustrations
  • Rocky Pasture Quilts
  • Luce Farm (CBD)
  • VT Farmstead Cheeses

With live music from Bow Thayer and free spirit tastings, how can you resist?

Join an annual Woodstock tradition at Our Lady of the Snows Catholic Church for a Mozart Concert! From 4 – 6 PM, celebrated violist Scott Woolweaver will lead Andrew Price, oboe, John Lindsey, violin, and Karen Kaderavek, cello, through a selection of Mozart masterpieces. Part of Pentangle Arts' Classical Music Series.


Close out Labor Day with a bit of something different: