Festivals near Woodstock, VT.

Spring Farmers Market

• Apr. 18 - Apr 18, 2026
• Vermont State University Randolph Campus - Randolph, VT USA

• Other / General

A market of farmers, growers, bakers, artists and craftsmen located at Vermont State University (formerly Vermont Technical College). 30 Vendors. Free ....

Veronica Robles Quartet

• Apr. 19 - Apr 19, 2026
• Next Stage Arts - Putney, VT USA

• Music

• $1 - $10
• $10 - $25
• $25 - $50

Female mariachi singer, musician, and Latin American folkloric dancer and choreographer Veronica Robles has become a cultural icon for Boston’s Latino ....

Bloodshot Bill with the Tsunamibots

• Apr. 23 - Apr 23, 2026
• Charlie O's - Montpelier, VT USA

• Music

BIO Award-winning, multi-instrumentalist Bloodshot Bill has been perfecting his brand of raw rhythm & honky tonk punk for over 25 years. A true styl ....

Montpelier MudFest

• Apr. 25 - Apr 25, 2026
• Montpelier - Montpelier, VT USA

• Other / General

Saturday features the Muddy Onion Gravel Grinder. This classic Central VT event is organized by Onion River Outdoors and attracts over 700 riders. Cyc ....

May Day 5K & Family Fest

• May. 3 - May 3, 2026
• 149 Emerald St - Keene, NH USA

Join the Cheshire Children’s Museum for a morning of fitness, flowers, and family fun! Whether you’re a competitive runner or just looking for a festi ....

Bookstock 2026

• May. 15 - May 17, 2026
• The Green - Woodstock, VT USA

• Other / General

• FREE!!

Bookstock, the Vermont Festival of Words, features author readings; a huge used book sale; poetry; workshops; events for children; food; and other fes ....

50th ANNUAL ORFORD NH FLEA MARKET

• Aug. 1 - Aug 1, 2026
• Orford - Orford, VT USA

50th Annual Orford Flea Market Sponsored by the Orford Volunteer Fire Department, Inc. (non-profit organization) August 1st & 2nd, 2026 (Saturday & S ....

50th ANNUAL ORFORD NH FLEA MARKET

• Aug. 2 - Aug 2, 2026
• Annual Orford Flea Market - Orford, VT USA

50th Annual Orford Flea Market Sponsored by the Orford Volunteer Fire Department, Inc. (non-profit organization) August 1st & 2nd, 2026 (Saturday & S ....

65th Annual Art in the Park Summer Festival--applications available

• Aug. 8 - Aug 9, 2026
• Main Street Park - Rutland, VT USA

Chaffee Art Center's 65th Annual Art in the Park Summer Festival Aug 8 & 9 featuring fine artists & craft persons. Exhibitor APPLICATIONS available ww ....

New World Festival

• Sep. 6 - Sep 6, 2026
• Chandler Music Hall ~ Chandler Center for the Arts - Randolph, VT USA

• Music

• $25 - $50
• $50 - $100

Get ready for an unforgettable experience at the 34th Annual New World Festival! Vermont's premier Celtic & Québecois music festival. This vibrant c ....

Annual Ramblin' Roads Country Fest 2026

• Oct. 3 - Oct 3, 2026
• Bondville Fair - Winhall, USA

• Music

• $10 - $25

Ramblin’ Roads Country Fest – Vermont 2026 ?? Bondville Fairgrounds, Winhall VT ?? October 3, 2026 ?? Rain Date: October 4 ?? Doors open at Noon - 9pm ....

65th Annual Art in the Park Fall Festival--applications available

• Oct. 10 - Oct 11, 2026
• Main Street Park - Rutland, VT USA

Chaffee Art Center's 65th Annual Art in the Park Fall Foliage Festival Oct 10 & 11 featuring fine artists & craft persons. Exhibitor APPLICATIONS avai ....

Cafely Deploys Analytical Data Portal

• Mar. 30 - Mar 30, 2026
• Cafely - Keene, NH USA

• FREE!!

Come aboard with Cafely and unearth the freshest Starbucks statistics while navigating the pulsating currents of today’s coffee market! Imagine yourse ....

Kalos plus Dan Houghton & Rachel Clemente

• Mar. 6 - Mar 6, 2026
• Next Stage Arts - Putney, VT USA

• Music

• $1 - $10
• $10 - $25

Kalos is a trio of innovative interpreters and composers of Celtic roots music—Eric McDonald, Ryan McKasson, and Jeremiah McLane. Masters of tradition ....

Area 52 Unveiled: A Night to Remember

• Jan. 31 - Jan 31, 2026
• 860 Southern Vermont Arts Center Dr - MANCHESTR CTR, VT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? As we navigate the ever-evolving landscape of grass and hemp-derived products, it’s essential ....

Area 52: Step into the Unknown

• Jan. 31 - Jan 31, 2026
• Hannah Grimes Marketplace - Keene, NH USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Introduction to Area 52: A Journey of Self-Discovery and Wellness As we embark on a path of p ....

Area 52: The Nexus of Possibilities

• Jan. 31 - Jan 31, 2026
• Area 52 - Rutland, VT USA

• Music

• FREE!!

Come celebrate the launch of Area 52 What is Area 52? Discover the Premier Online Dispensary: Area 52 In the rapidly evolving world of weed product ....

Joe K. Walsh & Matt Flinner

• Nov. 15 - Nov 15, 2025
• Next Stage Arts - Putney, VT USA

• Music

• $1 - $10
• $10 - $25

Renowned mandolinists Matt Flinner and Joe K. Walsh unite for an evening of rich tone, intricate interplay, and masterful musicianship. Flinner, a Nat ....

Joe K. Walsh & Matt Flinner

• Nov. 15 - Nov 15, 2025
• Next Stage Arts - Putney, VT USA

• Music

• $1 - $10
• $10 - $25

Renowned mandolinists Matt Flinner and Joe K. Walsh unite for an evening of rich tone, intricate interplay, and masterful musicianship. Flinner, a Nat ....

Middlebury Car Show & Fall Festival

• Oct. 12 - Oct 12, 2025
• Triangle Park - Middlebury, VT USA

Join us in Middlebury for the 4th annual Middlebury Car Show & Fall Festival. Main Street will close to welcome 75 classic cars and trucks. Food truck ....

9th Annual Mt. Sunapee Duck Drop

• Oct. 12 - Oct 12, 2025
• Mount Sunapee Resort - Newbury, NH USA

Northcape Design Build is proud to be back for the 9th annual Duck Drop at Mount Sunapee Resort on October 12 from 10 a.m. to 2 p.m. with awards at 3 ....

Montpelier Skelly Run

• Oct. 11 - Oct 11, 2025
• Montpelier - Montpelier, VT USA

• Holiday (Halloween)
• Holiday (Other)
• Outdoor / Recreation
• Seasonal (Fall)
• Sports / Fitness

• $50 - $100
• $100 - $250

Get ready to lace up your running shoes for the most spine-tingling fun run of the year "Skelly Run"!Inspired by the beloved 12ft Halloween decoration ....

Chaffee Art Center's 64th Annual Art in the Park Fall Festival

• Oct. 11 - Oct 12, 2025
• Main Street Park - Rutland, VT USA

• Arts (Arts & Crafts)
• Community (Community / Social)
• Community (Family & Kids)
• Community (Fundraiser)
• Music

• FREE!!

64th Annual Art in the Park Fall Foliage Festival featuring fine artists and craft persons, specialty foods, kid’s activities, and musical enter ....

64th Annual Art in the Park Fall Foliage Festival

• Oct. 11 - Oct 12, 2025
• Main Street Park - Rutland, VT USA

Chaffee Art Center's 64th Annual Art in the Park Fall Foliage Festival October 11 & 12 featuring fine artists & craft persons, specialty foods, kid’s ....

78th Annual Warner Fall Foliage Festival

• Oct. 10 - Oct 12, 2025
• Downtown Warner - Warner, USA

If you’re a lover of fall in New England, this is the event for you. The best part? It is all free. Come and celebrate the rural life and vibrant foli ....