Middlebury Vermont Entertainment & Events

Special Events

Annual Middlebury Spooktacular
Middlebury Town Green
From 2 to 4 p.m. enjoy music & dancing, games, a jumpy castle & spooky obstacle course, prizes, and a kid's Main St. trick or treat parade. more...
Sponsored By: The Better Middlebury Partnership

Two Brothers Tavern
86 Main Street • Middlebury, VT 05753
802-388-0002
Featuring a European-style outdoor cafe, a full bar, and live music. Open daily until 2 a.m. more...

Vergennes Opera House
120 Main Street • Vergennes, VT 05491
Located on the 2nd Floor of City Hall
802-877-6737
The continuing mission, as well as the current services provided by the Friends of the Vergennes Opera House, involves the restoration, revitalization and preservation of the landmark opera house for the Vergennes area and the region by: developing the historic opera house into a cultural, performing arts and community center; presenting a diverse range of high quality performances that expand the community’s cultural experiences; promoting educational programs for children and adults that nurture the performing arts in school and community life; and encouraging artists in the development and presentation of their work. more...

Middlebury Maple Run - The Sweetest Half
South Street in Front of Porter Hospital
802-388-7951 x2
Participate in one of New England’s "must-do" road races. The Middlebury Maple Run - The Sweetest Half has earned a reputation as being well-organized and friendly. Plus, the beautiful, scenic course features vistas of the Green Mountains and Adirondacks. more...