Craft Shows & Fairs in Woodstock, Vermont
Woodstock sits at the heart of the Upper Valley, a corridor of historic villages in Windsor County where craft shows and artisan events have deep roots. The Woodstock Apples and Crafts Fair is a long-running community event. Six miles east in Quechee (Hartford), the Quechee Balloon Festival has been a Father's Day weekend tradition for more than 45 years. South along the valley, the Chester Festival on the Green and the Weston Craft Show extend the region's craft calendar. For a village of roughly 3,000 people, Woodstock anchors a remarkably active stretch of Vermont's craft show map.
Upcoming events in Woodstock, VT
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Also within 50 miles of Woodstock, VT
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Woodstock's Craft Events
The Woodstock Apples and Crafts Fair is the signature event. It draws 100+ vendors featuring Vermont crafts, specialty food, and food trucks. Admission is $10 for adults; children 12 and under are free. The fair is held in October (October 10 in 2026), during fall foliage season when tourism traffic through the village peaks. The mix of handmade goods and local food reflects Woodstock's identity as a place where agricultural tradition and artisan culture meet.
The Quechee Balloon Festival on the Village Green in Quechee (town of Hartford) — just six miles from Woodstock village — runs Father's Day Weekend in June (June 19–21 in 2026). A tradition for more than 45 years, it features hot air balloon launches, live music, food vendors, and family-friendly shows.
Vermont Crafts Council member studios in Windsor County participate in Open Studio Weekend twice a year (Memorial Day Weekend and first weekend of October), giving visitors a chance to meet makers in their working spaces across the Upper Valley.
The Upper Valley Craft Corridor
Woodstock's craft appeal extends to the surrounding villages. Chester, about 30 miles south, hosts the Chester Festival each September — 100+ vendors, handcrafted goods, and free entry. Weston, 30 miles southwest, is home to the Weston Craft Show at the Weston Playhouse, which was not held in 2024 because of flood repairs. These shows share an audience with Woodstock visitors, and many craft travelers plan multi-stop trips through the corridor during fall foliage season.
The Upper Valley also bridges Vermont and New Hampshire — Hanover, NH (Dartmouth College) is about 13 miles northeast. This cross-state connection means Woodstock craft events draw from both sides of the Connecticut River.
Best Times to Visit Woodstock for Craft Events
Fall (October) is the peak. The Woodstock Apples and Crafts Fair runs in October, a few weeks after the Chester Festival in mid-September. Fall foliage drives heavy tourist traffic through the Upper Valley. Vermont Crafts Council Open Studio Weekend (first weekend of October) activates studios across Windsor County. Summer (June) brings the Quechee Hot Air Balloon, Craft & Music Festival over Father's Day Weekend — balloon launches at 6 AM and 6 PM (weather permitting) on the Quechee Village Green. Spring (May) opens with Vermont Crafts Council Open Studio Weekend over Memorial Day, offering studio visits across the region. Holiday Season (November-December) brings indoor markets and seasonal shopping in the Upper Valley villages.Nearby Cities for Craft Shows
- Burlington — ~70 miles northwest; Church Street Marketplace; Good Trade Makers Market (December); Champlain Valley Craft Show (October)
- Stowe — ~65 miles north; Stowe Foliage Arts Festival (October, 150+ juried artisans)
- Manchester — ~40 miles southwest; Southern Vermont Arts Center Fall Craft Market (October)
- Bennington — ~75 miles southwest; Bennington Mayfest (May, 130+ vendors)
- Brattleboro — ~55 miles south; Putney Craft Tour (Thanksgiving weekend); Cotton Mill artisan studios
Frequently Asked Questions
When is the Woodstock Apples and Crafts Fair?
The Woodstock Apples and Crafts Fair and Food Truck Festival is held in October during fall foliage season (Saturday, October 10, 2026, 10am–4pm). The fair features 100+ vendors with Vermont crafts, food, and food trucks. Admission is $10 per person; children 12 and under are free.
What is the Quechee Balloon Festival?
The Quechee Balloon Festival has been a Father's Day weekend tradition for more than 45 years (the 46th was June 19–21, 2026). It is held on the Village Green in Quechee, part of Hartford, VT — six miles east of Woodstock — with balloon launches, live music, food vendors, and family activities.
Are there other craft shows near Woodstock?
The Chester Festival (~30 miles south, mid-September, 100+ vendors, free entry) is a natural companion event in fall; check the status of the Weston Craft Show (~30 miles southwest, Weston Playhouse). The Stowe Foliage Arts Festival (65 miles north) and the SVAC Fall Craft Market in Manchester (about 40 miles southwest) are within day-trip range. Vermont Crafts Council Open Studio Weekend activates studios across Windsor County twice a year.
Is Woodstock a good base for craft show travel in Vermont?
Woodstock's central Upper Valley location makes it a strong base for reaching multiple events. Chester, Weston, Quechee, and Hanover NH are all within 30 miles. Manchester and Brattleboro are under an hour's drive. During fall foliage season, several major craft shows run within the same week or two, making multi-stop trips practical.
Find Events in Woodstock
CraftShow Events covers craft shows, artisan fairs, and event listings in Woodstock, the Upper Valley, and across Vermont. Search by date and event type to find the Apples and Crafts Fair, Quechee Balloon Festival, and events throughout the region.