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Addison County Annual Events 2020

For the true Vermont experience add an event to your itinerary! Find more details at

February 15-17 : Winterfest, Middlebury – a weekend of winter events for the whole family.

May 25 : Memorial Day Parade, Vergennes – remember our military and enjoy the parade.

June 28 : Foodaroo 5, Middlebury – featuring 30+ Vermont food and beverage all-stars, internationally acclaimed street performers, live music, King Arthur Flour baking contests, and surprises for all ages!

June 20 : Pocock Rocks Music Festival & Street Fair, Bristol – Bristol’s own block party featuring live music from well-known regional bands, microbrews, wine, hard ciders, and spirits, plus specialty foods, gifts and crafts.

July 4th : July 4th Celebration, Bristol – outhouse races, huge parade, vendors, crafts and great food.

July 12-19 : Festival on the Green, Middlebury – week-long family-friendly music festival supported by community donations and volunteers.

August 1 : Vermont Day at UVM Morgan Horse Farm, Weybridge – open house at Morgan Horse Farm

August 4-8 : Addison County Fair & Field Days, New Haven – rides, music, animals and great food.

August 22 : Vergennes Day, Vergennes – Pancake breakfast, 65+ crafters/vendors, horse drawn wagon rides, bandstand music, chicken BBQ, children’s venue, Rubber Duckie race.

September 19 : Eat on the Green – a sampling of foods from top area restaurants, live music, games for kids.

September 26 : Bristol Harvest Festival, Bristol – A full day of live music on the bandstand, activities for kids, pony rides, live demonstrations, crafters, vendors, and area non-profit organizations.

September 27 : Better L8 Than Never Car Show, Bristol – Cars, vendors, great food, live DJ, raffle drawings, piston toss, kids’ activities, bake sale and more. Fun for the whole family!

December 5 : Holiday Stroll, Vergennes – A full day of family-friendly holiday festivities throughout Vergennes.

December : Cool Yule, Bristol – Holiday celebration throughout December, including The Chocolate Walk and Lumen Celebration of Fire & Light, bazaars, concerts, activities and shopping.

December : Very Merry Middlebury, Middlebury – a whole month of holiday events.

Contact: For more details about these events and experiencing Middlebury and the region visit

Please confirm all dates with the organizer.


Rutland Region

Visit Rutland County, Vermont – the life you were meant for.
Rutland County is made up of 27 towns and the City of Rutland – each bringing their own unique attractions that are all worth visiting.  We encourage you to virtually explore some of our towns to help plan your visit.  Doing so will give you an endless list of sites to see.  For even more insight on Rutland County, check out our Discover our Region video about life in our region.

Visit. Love it. Move.
Come experience the natural beauty of Vermont’s mountains, valleys, rivers, and lakes as you ride, hike or paddle. A four-season destination, the Rutland Region offers unparalleled recreation and other activities for your enjoyment.

To stay up to date on things to do, visit our Real Rutland website for outdoor adventures, arts and entertainment, family activities, places to stay, and so much more.

One of the biggest attractions to Rutland County is the wide variety of events that happen throughout the year for locals and friends that are visiting. If you are still trying to decide what time of year to visit, consider planning around one of our signature events. If your dates are already selected, see what is happening while you’re here! Our community-wide calendar provides up-to-date happenings throughout Rutland County.

Only here for a few days? Download our Weekender’s Guide to Rutland County for recommendations on things to do and places to stay.

Falling in love with Rutland County is easy. If you come for a visit and find yourself wanting to make Rutland County your forever home, connect with one of our concierge volunteers to learn more about life in Rutland County and the best way to navigate a move.

For more information, visit Chamber & Economic Development of the Rutland Region website, Facebook, and Instagram as well as the Real Rutland website, Facebook, and Instagram.