Festivals near Rutland, VT.

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 ....

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 ....

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 ....

PAX West 2026

• Aug. 28 - Aug 29, 2026
• Pax Lane - Pottersville, NY USA

• Sports / Fitness

• FREE!!

PAX West 2026 is one of the largest gaming festivals in North America, bringing together game developers, publishers, creators, and players for four d ....

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 ....

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 ....

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 ....

Bandwagon Summer Series: Folk, Roots, & Americana Music Festival

• Jul. 18 - Jul 18, 2026
• Robertson Paper Company Field - Bellows Falls, VT USA

• Music

• $25 - $50

Join us for an unforgettable celebration of song, story, and community featuring three outstanding acts: The Mammals, Michael Veitch Band, and Doozy J ....

Forest and Field Festival

• Jul. 18 - Jul 18, 2026
• Smokey House Center - Danby, VT USA

• Other / General

Join Smokey House Center for our 1st annual Forest & Field Festival, a free community celebration of Vermont’s farms, forests, food, and local partner ....

Twilight On the Tavern Lawn: Emily Margaret Band

• Jul. 12 - Jul 12, 2026
• Putney Tavern Lawn - Putney, VT USA

• Music

Twilight Music and Next Stage Arts present Emily Margaret Band on the Putney Tavern Lawn. Blending R&B-flavored pop, jazz-rock, and soulful storytelli ....

Bake Sale

• Jul. 11 - Jul 11, 2026
• Williamstown United Church - Williamstown, VT USA

• Food / Wine / Beer

Williamstown United Church Ladies Group will be hosting a bake sale from 9 a.m. to 1 p.m. at the church located next to the Bar Harbor Bank in Trust o ....

Adirondack Greek Festival

• Jul. 10 - Jul 11, 2026
• St George Antiochian Orthodox - South Glens Falls, NY USA

• Other / General

The 17th Adirondack Greek Festival will be hosted by St. George Church, 55 Main St., South Glens Falls, NY. On Thursday, July 9 from 4 to 8 pm, enjoy ....

Montpelier's July 3rd Celebration

• Jul. 3 - Jul 3, 2026
• Montpelier - Montpelier, VT USA

Join Montpelier Alive for one of Vermont's largest Independence Day celebrations on Friday, July 3, 2026. This year's theme, **"250 Together!"**, hono ....

Strawberry Sunday at Alyson's Orchard

• Jun. 21 - Jun 21, 2026
• 57 Alyson's Ln - Walpole, NH USA

It's Strawberry Season at Alyson's Orchard. Pick them yourself, or purchase them fresh picked from our farmstand. Strawberry Sunday is a day Dad and ....

2026 Rutland County Pride Festival

• Jun. 20 - Jun 20, 2026
• 28 Center St - Rutland, VT USA

• Other / General

Join us for the 2026 Rutland County Pride Festival! Celebrate Pride with us in Downtown Rutland on Saturday, June 20, 2026 for a full day of communi ....

2026 Rutland County Pride Festival

• Jun. 20 - Jun 20, 2026
• Downtown Rutland Partnership - Rutland, VT USA

• Other / General

Join us for the 2026 Rutland County Pride Festival! Celebrate Pride with us in Downtown Rutland on Saturday, June 20, 2026 for a full day of communi ....

Montpelier Community Gospel Choir Concert - "I'm Gonna Sing"

• Jun. 13 - Jun 13, 2026
• Unitarian Church Of Montpelier - Montpelier, VT USA

• Music

• $10 - $25

The Montpelier Community Gospel Choir, with special guest Shidaa, is excited to present their Juneteenth celebration led by new Artistic Director Dr. ....

Plein Air Petal Portraits with Annelein Beukenkamp

• Jun. 12 - Jun 13, 2026
• Swift House Inn - Middlebury, VT USA

• $50 - $100

Join local artist Annelein Beukenkamp for a relaxed and inspiring watercolor workshop set among the blooms at Swift House Inn gardens. Working from a ....

Sparrow Plein Air Festival

• Jun. 12 - Jun 14, 2026
• Sparrow Art Supply - Middlebury, VT USA

• Other / General

Sparrow Plein Air Festival returns to Middlebury June 12-14 with three days of outdoor painting, artist demonstrations, workshops, and community progr ....

Concert of Traditional Javanese and Contemporary American compositions for Gamelan Orchestra

• Jun. 6 - Jun 6, 2026
• Bethany United Church of Christ - Montpelier, VT USA

• Music

Vermont's one and only Javanese gamelan will perform traditional Indonesian and contemporary American compositions for a 13-member orchestra playing g ....

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 ....

Battenkill Fly fishing & Arts Festival

• Apr. 30 - May 3, 2026
• 3938 Vermont Rte 7a - Arlington, VT USA

• Music

• $10 - $25

Recently named a Vermont Signature Event, this is more than just a festival; it’s a homecoming for anyone who finds peace in the rhythm of the river a ....

Hadley Maple In April

• Apr. 25 - Apr 25, 2026
• Rockwell Street - Hadley, NY USA

Celebrate a quarter-century of sweetness at the 25th Anniversary Hadley Maple in April Festival. This beloved and long-standing community tradition ca ....

Cars, Trains, and Maple Magic: The 25th Annual Hadley Maple in April Returns!

• Apr. 25 - Apr 25, 2026
• Hadley - Hadley, NY USA

• Other / General

Celebrate spring at the Hadley Maple in April Festival, on Saturday, April 25, from 9:00 AM to 4:00 PM on Rockwell St. in Hadley, NY. This free commun ....

Cars, Trains, and Maple Magic: The 25th Annual Hadley Maple in April Returns!

• Apr. 25 - Apr 25, 2026
• Rockwell Street - Hadley, NY USA

Celebrate a quarter-century of sweetness at the 25th Anniversary Hadley Maple in April Festival. This beloved and long-standing community tradition ca ....