Festivals, Parades and Fun!

The Greater Brattleboro Area is host to annual events that celebrate the arts, agriculture, literature, music, film and bacon – yes, bacon!  See below for all of the great reasons to plan a trip to Brattleboro.  Make sure to visit each event’s website for dates and times – and check out our calendar of events for more activities for the entire family!

First Friday of Every Month

gallerywalk 2Gallery Walk

Downtown Brattleboro

This festival of the arts features exhibit openings at galleries, eateries, and other businesses, most within a few blocks of Main Street.  Activities, street performances, and more – a festive block party.


May 27, 2017 – Brattleboro Brewers Festival


This one day beer tasting event features some of the best craft brewers in Vermont, Massachusetts, New Hampshire and New York. Brewers are on hand to share samples and meet their fans.


OLYMPUS DIGITAL CAMERAJune 2-4, 2017 – Strolling of the Heifers

Brattleboro and surrounding venues
(802) 490-6366

Named one of the top 10 summer events in the country by livability, this festival is built around a parade of heifer calves led by future farmers, followed by other animals, tractors, bands and floats. The weekend includes a Friday evening street fair and a Sunday farm-to-farm “Tour de Heifer” cycling and farm tours.


Fourth of July flagJuly 4, 2017 – Brattleboro Goes Fourth Independence Day Parade

Brattleboro Goes Fourth on Facebook

This annual Independence Day parade is followed by activities throughout the day and fireworks in the evening at Living Memorial Park.


Print September 9, 2017 –
Brattleboro Baconfest – Bacon, Blues + Brews

Guilford Fairgrounds, Guilford, VT
Brattleboro Baconfest on Facebook

Bacon, blues and brews are featured at this annual family-friendly festival! Local vendors showcase their mouthwatering bacon recipes, Brattleboro’s own Whetstone Station pours their craft beer, and the Mark Manley band provides the Blues. The day begins with the Hog Jog, a 5K and 10K race. This event is sure to sizzle!

HogJogLogoSeptember 9, 2017 –
Brattleboro Baconfest Hog Jog

Guilford Fairgrounds, Guilford, VT
Hog Jog at Baconfest

The race is held in conjunction with the Brattleboro Baconfest – Bacon, Blues + Brews. The 5K and 10K race kicks off at the Guilford Fairgrounds on Weatherhead Hollow Road in Guilford, VT and winds its way through the back roads of Guilford. This is a family-friendly event, so whether you are a serious runner or just want to have fun this is the race for you!


literary festivalOctober 12-15, 2017 – Brattleboro Literary Festival


The Festival is a four-day celebration of those who read books, those who write books, and of the books themselves. The Festival includes readings, panel discussions, and special events, featuring emerging and established authors.


Jingle bell logo - boxDecember 9, 2017 – Jingle Bell Jog

Downtown Brattleboro
Jingle Bell Jog on Facebook

The 5K run and walk road race kicks off the Brooks House on Main Street and runs along the Whetstone Brook. Prizes are awarded to the first three men and women finishers. Holiday-themed attire is encouraged, but not required! Jingle bells will be provided. This is a family-friendly event, so whether you are a serious runner or just want to have fun this is the race for you!