Quantcast
 
 

Events Calendar - 2026

Find a multitude of fun events and great things to do, including weekend events, throughout the year, like music, festivals, comedy, outdoor fun, boat cruises, excursions for families and kids, food, wine and beer tastings.

Check out the listings of year-round Fairs & Festivals throughout New England. Also be sure to read our list of Great Things To Do in New England. Whether you're curious about what to this weekend, this month, or this season, we have you covered.

For events specifically related to the anniversary of the American Revolution, please visit our MA250 Events Calendar.

Find the dates you plan to travel or simply search the full events list below.

Fairs & Festivals Music Sports
We welcome the events that are open to the public. Click here to Submit your Event for FREE
Scott Farm General Ad

Fairs & Festivals

Rainbowpalooza: a Pride and Vegfest

Jun 27, 2026 - Jun 27, 2026 21 Fairground Road Springfield, VT 05156

Rainbowpalooza is Springfield’s Pride celebration and VegFest in one joyful, family-friendly day. Join us for free vegan food, live performances, community speakers, local vendors, and an LGBTQ+ celebration rooted in compassion, connection, and belonging.
12:00PM - 5:00PM
0 FREE
802-885-4017

Music

5th Annual! WEST WINDSOR, VERMONT MUSIC FESTIVAL

Jun 26, 2026 - Jun 28, 2026 22 Brownsville-Hartland Road, Brownsville, VT 05089

Experience a weekend of exceptional live music at the 5th Annual West Windsor Music Festival, taking place June 26–28 at the historic Town Hall in West Windsor, Vermont.

This beloved community festival features three unforgettable concerts performed by outstanding musicians, along with a free family-friendly event featuring music and activities for children. Whether you're a devoted music lover or simply looking for a memorable cultural experience, the West Windsor Music Festival offers something for all ages.

Join fellow music enthusiasts for a weekend of inspiring performances in one of Vermont's most charming settings.
See website for more details.
802-672-1958

Sports

21st Annual Kelly Brush Ride

Sep 12, 2026 - Oct 24, 2026 Alumni Stadium, Middlebury College, 14 Old Chapel Rd Middlebury, VT 05753

The 21st Annual Kelly Brush Ride, powered by Union Mutual, is back! This incredible fundraising event brings our community together to help make active lives possible for people with spinal cord injuries and to improve safety for ski racers on course. Whether you’re an experienced cyclist or just getting started, the Kelly Brush Ride is a fun day you won’t want to miss! Join us by riding from Middlebury on one of our scenic supported road routes or our 30-mile gravel route. Can’t make it? Ride from Anywhere with our remote option! Choose your own route and join us anytime until October 24.
7:00AM - 4:00PM
Prices vary by age group and registration date
802-846-5298