Festivals near Rutland, VT.

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 ....

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 ....

Pasta Dinner

• Oct. 4 - Oct 4, 2025
• The Brick Church (Clarendon Congregational Church) - Clarendon, VT USA

• $1 - $10
• $10 - $25

The menu will include Penne pasta, handmade meatballs, homemade sauce, salad, rolls, dessert and drinks. Adults $12 | Kids (4-10) $6.00 - Limited Seat ....

Puuluup (Neo-Zombie-Post-Folk)

• Oct. 3 - Oct 3, 2025
• Chandler Music Hall ~ Chandler Center for the Arts - Randolph, VT USA

• Music

• $10 - $25

Experience the Estonian zombie-folk duo Puuluup, returning to Central Vermont with their genre-defying blend of tradition and innovation. Performing o ....

Bandwagon Summer Series: The Gaslight Tinkers plus Sammy & Brothers

• Sep. 13 - Sep 13, 2025
• Cooper Field - Putney, VT USA

• Music

• $10 - $25

Get ready for a high-energy night of global grooves and fiddle fire! The Gaslight Tinkers blend African, Caribbean, funk, reggae, and Latin rhythms wi ....

Bandwagon Summer Series: The Gaslight Tinkers plus Sammy & Brothers

• Sep. 13 - Sep 13, 2025
• Cooper Field - Putney, VT USA

• Music

• $10 - $25

Get ready for a high-energy night of global grooves and fiddle fire! The Gaslight Tinkers blend African, Caribbean, funk, reggae, and Latin rhythms wi ....

Classicopia

• Jul. 20 - Jul 20, 2025
• Court Street Arts - Haverhill, NH USA

• Music

• $10 - $25

Classicopia is a non-profit, year-round, professional chamber music organization dedicated to performing great chamber music in intimate spaces and no ....

Alyson's Orchard SummerFEST

• Jul. 19 - Jul 19, 2025
• Alyson's Orchard - Walpole, NH USA

• $10 - $25

2 Big Events in 1 Day. SummerFEST opens at 10am with live music all day, vendors and food trucks, touch a truck featuring DHart, Blackhawk Helicopte ....

West Windsor Vermont Music Festival

• Jun. 27 - Jun 29, 2025
• West Windsor Town Hall - West Windsor, VT USA

• Arts (Performing Arts)
• Music

• FREE!!
• $10 - $25

“Vermont’s most charming little festival...”, Lynn Danz, Franklin, MA. Location         &n ....

AFTER HOURS with John Pinetree

• Jun. 13 - Jun 13, 2025
• Woodstock Town Hall Theatre - Woodstock, VT USA

• Music

• $10 - $25

John Pinetree is a multi instrumentalist singer songwriter with deep roots in all things Americana using his bass-baritone, guitar grooves, and searin ....

Vermont's Legendary 8084 in Concert with special guest John Sullivan

• Jun. 7 - Jun 7, 2025
• Bellows Falls Opera House - Bellows Falls, VT USA

• Music

• $10 - $25

In November of 1982, 8084 performed their first show together with the current line-up: Andre Maquera, Randy Smith, Frank Barnes, and Gary Spaulding, ....

Ben Kogan Band & The Freeze Brothers

• May. 31 - May 31, 2025
• Woodstock Town Hall Theatre - Woodstock, VT USA

• Music

• $10 - $25

The Ben Kogan Band A Woodstock favorite, The Ben Kogan Band blends Americana, roots rock, and singer-songwriter soul. Known for heartfelt lyrics and h ....