Past Events from September 14 – November 9 › Rutland County › – Happy Vermont

Vermont Events

Rutland Whoopie Pie Festival

Downtown Rutland Center Street & Merchants Row, Rutland, VT, United States

Don't miss the Rutland Whoopie Pie Festival! Try whoopie pies from over a dozen bakers and take part in activities lining Center Street and Merchants Row.

Killington Brewfest at Pico Mountain

Pico Mountain 73 Alpine Drive, Mendon, VT, United States

Sample your favorite craft beers, ciders and seltzers surrounded by Vermont's finest autumn foliage. Enjoy live music, food and more. For ages 21+ only. General admission $66 (early bird), $77 (regular admission), $88 (VIP).

Blues Without Borders in Brandon

Brandon Town Hall 1 Conant Square, Brandon, VT, United States

Hear covers of blues rock tunes, a few classics, and many new songs from some of today’s hottest acts  plus a bit of Blues Without Borders original music.  

Tap to Table Autumn Market in Cuttingsville

Stewart Maple 5444 VT Route 103, Cuttingsville, VT, United States

Don’t miss the 4th annual Tap to Table Autumn Market hosted by Stewart Maple in Cuttingsville. The festival features more than 70 small business vendors from all across Vermont. Enjoy kid’s activities, live music, incredible food, craft beer, wine and additional spirits for those 21+ to...

Killington Harvest Faire

Killington Killington Road, Killington, VT, United States

Enjoy fall in the mountains at the Killington Harvest Fair at the Snowshed Base Area with amazing food, fun and games for all ages. Throughout the day, the resort will offer free children's activities, including pumpkin painting, horse-drawn hayrides, face painting, carnival games and a...

Recurring

Art in the Park Festival in Rutland

Main Street Park 5 South Main Street, Rutland, VT, United States

The Chaffee Art Center invites you to its annual Art in the Park Festival on Aug. 10-11 and Oct. 12-13, 2024. Enjoy fine art, photography, crafts, Vermont vineyards/breweries/distilleries, specialty foods, kids' activities, and musical entertainment in a festive outdoor setting.

Recurring

Cider Days in Mount Holly

Mount Holly Cider Days 26 Maple Hill Road, Belmont, VT, United States

Gather on the village green for Cider Days in Mount Holly. This two-day event features cider pressing, apple pie and all the joys of fall in Vermont.

Recurring

Killington Scenic Gondola Rides

Killington Killington Road, Killington, VT, United States

Enjoy a mile and a quarter ride up the K-1 Express Gondola to the top of 4,241-foot Killington Peak, Vermont's second tallest and highest lift-serviced peak, for incredible views. Enjoy 15 miles of designated hiking trails in addition to the Appalachian and Long Trails. Rides...

Recurring

Pittsford Haunted House

Town of Pittsford 426 Plains Road, Pittsford, VT, United States

Get into the Halloween spirit at the 41st annual Pittsford Haunted House. The event is a fundraiser for the Pittsford Volunteer Fire Department. Tickets sold from 6 p.m. to 9 p.m. at the gate.

Rutland Halloween Parade

Downtown Rutland Center Street & Merchants Row, Rutland, VT, United States

Don't miss the Rutland Halloween Parade, an annual tradition since 1960. Parade route is Madison Street and Strongs Avenue to Wales Street, left to West Street, left onto Merchants Row, and ending at the plaza. Parade line up is at 5:30 p.m. Rain date is Oct....

Recurring

Holiday Artisan Gift Show in Rutland

Chaffee Art Center 16 South Main Street, Rutland, VT, United States

The 4th Annual Holiday Artisan Gift Show at the Chaffee Art Center in Rutland is where you’ll find items that are unique, handmade and affordable. Come shop for one-of-a-kind treasures perfect for gift giving this holiday season. Perfect for gift giving or to treat yourself! Free...

“Brandon Has Talent” in Brandon

Brandon Town Hall 1 Conant Square, Brandon, VT, United States

This 10th edition of the popular Brandon Has Talent show at the town hall promises great entertainment, plenty of laughter and lots of fun with a few surprises. Tickets $8 adults; $6 seniors; $5 students; children 5 and under free. -Courtesy photo / Brandon Town...