Ramblin' Roads Country Fest 2026- Annual Country Music Festival

Ramblin' Roads Country Fest 2026- Annual Country Music Festival

Bondville FairWinhall, VT
Saturday, October 3  •  12 PM - 9 PM
Overview

Live country music, local vendors, and community come together at the Bondville Fairgrounds, October 3, 2026.

Ramblin’ Roads Country Fest 2026 is an annual festival that is making its Vermont debut at the Bondville Fairgrounds for a full day of live country music, local vendors, food, and community connection.

Set against the backdrop of Southern Vermont in peak fall season, the festival brings together regional artists, small businesses, and families for a relaxed outdoor experience centered around great music and local flavor.

Guests can expect live performances throughout the day including a songwriters round, food trucks and artisan vendors, a family-friendly kids area, and open fairgrounds space to gather, explore, and enjoy the atmosphere.

Whether you’re coming for the music, the vendors, or simply a day outdoors with friends and family, Ramblin’ Roads is designed to feel welcoming, connected, and distinctly Vermont.

Tickets are non-refundable unless the event is canceled. In the event of bad weather, Ramblin’ Roads Country Fest will be held on Sunday, October 4th at the same location and time. Tickets will be honored for the rain date.

For Sponsorship and Media please go to:

www.ramblinroadsentertainment.com

Live country music, local vendors, and community come together at the Bondville Fairgrounds, October 3, 2026.

Ramblin’ Roads Country Fest 2026 is an annual festival that is making its Vermont debut at the Bondville Fairgrounds for a full day of live country music, local vendors, food, and community connection.

Set against the backdrop of Southern Vermont in peak fall season, the festival brings together regional artists, small businesses, and families for a relaxed outdoor experience centered around great music and local flavor.

Guests can expect live performances throughout the day including a songwriters round, food trucks and artisan vendors, a family-friendly kids area, and open fairgrounds space to gather, explore, and enjoy the atmosphere.

Whether you’re coming for the music, the vendors, or simply a day outdoors with friends and family, Ramblin’ Roads is designed to feel welcoming, connected, and distinctly Vermont.

Tickets are non-refundable unless the event is canceled. In the event of bad weather, Ramblin’ Roads Country Fest will be held on Sunday, October 4th at the same location and time. Tickets will be honored for the rain date.

For Sponsorship and Media please go to:

www.ramblinroadsentertainment.com

Good to know

Highlights

  • 9 hours
  • all ages
  • In person
  • Free parking

Refund Policy

No refunds

Location

Bondville Fair

30 Vermont 30

Winhall, VT 05340

How do you want to get there?

Map
Organized by
Report this event

More events from Ramblin Roads Country Fest

Discover more events from Ramblin Roads Country Fest, from Music to other experiences you might love.