This guide was researched in spring 2026. Timing below describes when events usually happen, not confirmed dates. For this year's dates, prices and vendor details, see the listed upcoming events or check the organizer's website before you go or apply. How we verify events

Craft Shows & Fairs in Woodstock, New York

Woodstock has been an artist colony since the early 1900s. The Woodstock Artists Association & Museum was founded in 1919. The Byrdcliffe Arts Colony — begun in 1902 — still hosts workshops and artist residencies. The town's identity as an arts destination is built on more than a century of working artists making and selling their work here.

Woodstock's Craft Show Scene

The Woodstock-New Paltz Art & Crafts Fair, produced by Quail Hollow Events, is the major regional craft fair associated with Woodstock — held at the Ulster County Fairgrounds in New Paltz (~20 miles south). It runs twice a year:

Memorial Day Weekend — late May
Labor Day Weekend — early September

Each edition brings 200+ artists from across the United States in fine craft: ceramics, glass, metal, fiber, wood, mixed media, jewelry, fashion, and fine art. The show traces back to the early 1980s, when brothers Neil and Scott Rubinstein, both woodworkers, created it as a new kind of craft festival. Sunshine Artist Magazine has voted it one of the top art and craft shows in America.

In Woodstock itself, Tinker Street has galleries, craft shops, and artisan boutiques in nearly every block. The Woodstock Artists Association & Museum on Tinker Street is open to the public and functions as both a gallery and community hub.

The Mower's Flea Market operates on Saturdays and Sundays from mid-May (opening weekend May 16–17 in 2026) — a fixture of the Woodstock outdoor scene for decades, with a craft and handmade component alongside vintage and collectible sellers.

The Phoenicia Flea, a nomadic market of makers and merchants that pops up monthly around the region, has held markets in Woodstock and Kingston (in 2025: May and late September in Woodstock, July and early October in Kingston).

County Fair Connection Near Woodstock

The Ulster County Fair is held at the Ulster County Fairgrounds in New Paltz (same venue as the Woodstock-New Paltz Art & Crafts Fair) in early August (August 4–9 in 2026) — traditional agricultural fair with 4-H, livestock, and craft vendor sections.

Additional nearby fairs:

Grahamsville Little World's Fair — Grahamsville, Sullivan County (third weekend of August)
Greene County Fair — Cairo (~19 miles north)

Best Times to Visit Woodstock for Craft Events

Memorial Day Weekend: Woodstock-New Paltz Art & Crafts Fair (Ulster County Fairgrounds, New Paltz) — highest concentration craft event of the spring. Summer (June-August): Mower's Flea Market every weekend. Tinker Street galleries at peak activity. High tourist volume. Labor Day Weekend: Woodstock-New Paltz Art & Crafts Fair second edition. The Ulster County Fair (August 4–9 in 2026) precedes this. October: Fall foliage tourism. Phoenicia Flea has held fall markets in the area. Tinker Street and artisan shops well-trafficked through month's end. Winter: Quieter, but Tinker Street shops remain open. Ski traffic from Hunter Mountain and Belleayre adds winter visitors.

Nearby Cities for Craft Shows

New Paltz, NY — ~20 miles south; Ulster County Fairgrounds (site of Woodstock-New Paltz Art & Crafts Fair); SUNY New Paltz arts community
Kingston, NY — ~10 miles southeast; Ulster County seat; growing Rondout waterfront arts district
Rhinebeck, NY — ~13 miles southeast; Rhinebeck Crafts Festival (late May or early June), NY State Sheep & Wool Festival (October), Handcrafted Octoberfest

Frequently Asked Questions

Where are the best craft shows in Woodstock, NY?

The Woodstock-New Paltz Art & Crafts Fair at the Ulster County Fairgrounds in New Paltz (Memorial Day Weekend and Labor Day Weekend) is the area's most significant juried craft event. In Woodstock itself, Tinker Street's galleries and the Woodstock Artists Association & Museum offer the most consistent access to local artisan work year-round.

When do craft shows happen in Woodstock?

The Woodstock-New Paltz Art & Crafts Fair runs Memorial Day and Labor Day weekends. Mower's Flea Market (craft vendors included) runs on weekends from mid-May (opening weekend May 16–17 in 2026). Phoenicia Flea pops up in the area several times a year. Tinker Street shops and galleries are accessible year-round.

Are there country fairs near Woodstock?

Yes. The Ulster County Fair is held at the Ulster County Fairgrounds in New Paltz (same location as the Woodstock-New Paltz Art & Crafts Fair) in early August (August 4–9 in 2026). Greene County Fair in Cairo (~19 miles north) and the Grahamsville Little World's Fair in Sullivan County are within driving distance.

Is there a handmade market scene in Woodstock?

Woodstock's handmade arts scene is deeply embedded in the town's identity. The Woodstock Artists Association & Museum has supported working artists since 1919. Byrdcliffe Arts Colony provides residencies and workshops. Tinker Street has a higher density of working-artist galleries and craft shops than almost any other small town in the Hudson Valley.

Find Events in Woodstock

Search CraftShow Events for craft fairs and artisan markets in Woodstock, NY and Ulster County. Check the Quail Hollow Events calendar for the exact Memorial Day and Labor Day weekend dates for the Woodstock-New Paltz Art & Crafts Fair each year.