Things To Do
Tinker Street
There are plenty of gift shops, boutiques, and other retail stores to support small businesses. On Tinker's sister street Mill Hill Road, pick up a book to read in nature at The Golden Notebook, a vacation keepsake at The Rare Bear, a vintage find at Three Turtle Doves, and a handmade candle at Candlestock — or just wander the downtown and see which window boxes call your name.
Pearl Moon Woodstock
Serves up American diner classics with a Latin American twist. Indoor and outdoor seating. Live music during brunch on weekends!
Early Terrible
A very eccentric and beautiful outdoor wine bar
Kaaterskill Falls
Half-mile trail with a moderate climb & creek leads to the scenic 260-ft. Kaaterskill Falls.
Mower's Saturday Sunday Flea Market
Every Saturday and Sunday there is an outdoor flea market literally in the center of town in Woodstock! It's definitely worth a stroll on Sunday after the wedding for a taste of the local vendors.
Woodstock Byrdcliffe Guild
Visitors can tour the grounds and see where magic was made, then stop by the Woodstock Artists Cemetery in town to pay respect to the creatives in Woodstock who died doing what they loved.
Moonrise Bagels
A small and delicious bagel place known for their stuffed bagels (stuffed with all kinds of things.. cheeses.. meats... savory things). It's a cool breakfast option.
Giant Ledge Trailhead
A beautiful hike in the area. It's probably a medium in how hard it is, and it has an amazing view at the top of the 'giant ledge'. If you're looking for a real hike to do where you'll sweat, this is our favorite.
Dixon Roadside
Cool spot that serves comfort food. Located in the center of Woodstock.
Overlook Mountain Trailhead
Moderate out and back hike (4.6 miles, 2 hr 47 min to complete) with extraordinary views.
The Mud Club - Woodstock
Amazing outdoor coffee and breakfast cafe
Station Bar & Curio
Local drinking spot in an old train station in Woodstock, with a pool table indoors, and an outdoor covered area with picnic tables.
SILVIA
Delicious bougie food and drink in a gorgeous space in Woodstock, with a wide range of veggie options.