Events from November 24 – December 10 › Windham County › – Happy Vermont

Vermont Events


Brattleboro Flea Holiday Market

Brooks House Atrium 132 Main Street, Brattleboro, VT, United States

The Brattleboro Flea Holiday Market features a two-weekend local shopping extravaganza just in time for the holidays. The Brooks House Atrium will be transformed into a magical maker's haven with dozens of local makers selling  unique, original, handmade items in the heart of downtown Brattleboro....

Christmas Bazaar in Londonderry

Second Congregational Church in Londonderry 2015 North Main Street, Londonderry, VT, United States

Find fresh handmade wreaths, holiday gifts, Christmas decorations, baked goods, lunch and more at the Christmas Bazaar in Londonderry.

Winter Craft Market in Guilford

Broad Brook Community Center 3940 Guilford Center Road, Guilford, VT, United States

Find unique holiday gifts, ornaments, and crafts made by local artisans at the inaugural Winter Craft Market at the Broad Brook Community Center. Local artisans and vendors will be there selling their unique creations alongside activities for the whole family, including gingerbread house making, fairy...

Christmas in Weston

Weston Village Green Route 100, Weston, VT, United States

Get into the holiday spirit at the 38th Christmas in Weston celebration. Enjoy food, shopping and caroling in this classic Vermont town with a visit from Santa and fireworks at dusk.


Holiday BIZaar in Jamaica

Jamaica Town Hall 3735 Route 30, Jamaica, VT, United States

Shop for jewelry, pottery, art, food, handmade clothing and support small local businesses at the Jamaica Holiday BIZaar.

Christmas in Grafton 2023

Grafton Village Grafton, VT, United States

Christmas in Grafton is the perfect way to welcome the holidays with all the traditions a small New England town offers. Santa arrives at 11:30 a.m., led by the Grafton Dog Parade. Enjoy shopping, cookie decorating, crafts, wagon rides, live music, a fire with s'mores...

Holiday VSO Brass Concert in Grafton

Grafton Community Church 55 Main Street, Grafton, VT, United States

Celebrate the holiday season at the Holiday VSO Brass Concert in Grafton featuring the Vermont Symphony Orchestra's Brass Quintet and Counterpoint concert tour program. Tickets on sale Nov. 10, 2023.


Harris Hill Ski Jump in Brattleboro

Harris Hill Cedar Street, Brattleboro, VT, United States

The Harris Hill Ski Jumping Competition offers spectators an opportunity to experience the Olympic sport of ski jumping up close. This long-standing two-day Brattleboro tradition, established in 1922, is held on an Olympic-size, 90-meter hill.