woodstock, ny
Woodstock is one of those mythic towns whose reputation seems to stretch across the country and even the world. A music and arts hub since its days as an artist colony in the early 1900’s, Woodstock has long been a center for the creative and eccentric. Although the famed 1969 Woodstock concert did not actually take place here, its identity has certainly been tied to that tie dye covered era and continues to color the town to this day. With an exceptionally cute main street made up of charming shops, restaurants, galleries and music venues, it’s hard not to fall for the charm of this Hudson Valley gem. Plan to park the car and spend your weekend on foot, stepping into independent shops like The Golden Notebook Bookstore, Three Turtle Doves for exceptional vintage clothing, or Ever Records to expand your vinyl collection with artists like Bob Dylan and The Band, both of which have deep connections to the town. Grab a bite at Shindig before heading to a concert at Colony, a music venue dating back to 1929, or visit Upstate Films for an independent movie in their one-screen movie house. Once you visit, you will more than likely plan a quick return as there is an ever expanding list of wonderful activities in Woodstock for every kind of traveler.
getting there
Accessible by Bus
108 Miles from NYC
Stay
Woodstock Way
Contemporary 19 room hotel tucked behind a waterfall
Herwood Inn
Four room boutique inn with an eco friendly focus
shops
Three Turtle Doves +
Amazing collection of women’s vintage clothes (Pictured) | Visit
Shop Little House +
Supplies for modern pioneers | Visit
The Golden Notebook +
Independent Bookstore, est: 1978 (Pictured) | Visit
Narnia Vintage +
Vintage clothing and objects | Visit
Woostock Music Shop +
Instruments, records, supplies | Visit
Woodstock Hardware +
One of the best hardware stores we've visited with an amazing home section | Visit
The Tea Shop of Woodstock +
Wide array of tea, beautiful accessories (Pictured) | Visit
Tinker Toys +
Unique toys for children (and adults) of all ages | Visit
D-Day +
Art space, special objects | Visit
Ever Records +
Incredible selection of vinyl | Visit
Restaurants & Bars
Joshua’s Cafe +
Farm-to-table Middle Eastern fare, est. 1977 (Pictured) | Visit
Tinker Taco Lab +
Handmade tortillas, locally sourced, stream side seating | Visit
Shindig +
Seasonal & organic comfort food, craft beer & cider | Visit
Silvia +
New american cuisine, open wood fired grill, vegetable-centric pantry | Visit
Cucina +
Contemporary Italian food, great ambiance | Visit
Yum Yum Noodle Bar +
Japanese noodle bowls, Southeast asian street-food, outdoor seating | Visit
Garden Cafe +
Vegan restaurant, juice bar, beautiful garden seating | Visit
Early Terrible +
Tapas Bar, specialty cocktails, cozy rustic interior | Visit
Catskill Mountain Pizza +
Family owned pizza spot, home of the 12” slice | Visit
Station Bar & Curio +
Hand crafted cocktails, local craft beers, live music | Visit
Dixon Roadside +
Locally sourced comfort food, same owners as Phoenicia Diner, cooperative live music venue (Pictured) | Visit
Cafés & Provisions
Olsen and Company +
Coffee, pastries, provisions | Visit
The Mud Club +
Montreal style wood-fired bagels, great coffee | Visit
Bread Alone Bakery +
Bread, pastries, coffee, est 1983 (Pictured) | Visit
Harana Market +
Asian groceries & Filipino deli | Visit
Nancy’s of Woodstock +
Artisanal ice cream, coffee house | Visit
Oriole 9 +
Breakfast, lunch, coffee | Visit
Cub Market +
A country market & deli deep in the woods in Bearsville, NY | Visit
Art, Music, Theaters
Center for Photography +
Famous photo exhibition space, special speakers and events, est. 1977 | Visit
Bearsville Theater +
Iconic and historic music venue, hosts 120 concerts a year, film screenings, and events, etc. 1989 (Pictured) | Visit
Levon Helm Studios +
Home of Levon’s legendary midnight rambles, hosts intimate concerts and events | Visit
Maverick Concerts Inc +
Oldest chamber music festival, set in an incredible wood structure in the woods, est. 1916 | Visit
Byrdcliffe Arts Colony & Theater +
250 acre arts and performance center, est. 1902 | Visit
Woodstock Artists Association & Museum +
Year round exhibition space | Visit
Colony +
The Cornerstone of the vibrant Woodstock music scene, est. 1929 (Pictured) | Visit
Upstate Films +
Single screen independent cinema, excellent film selection, etc. 1972 | Visit
Woodstock Playhouse +
Site of American Theatre & Music History uniting Country Living with Fulfilled Expectations of Great Performances | Visit
Outdoor Adventures
Mower’s Weekend Flea Market +
Weekend Flea at 11 Maple Ln, May through October | Visit
Overlook Mountain +
4.6 mile moderate uphill trail with a firetower and magical views at the top | Visit
Ashokan Reservoir Rail Trail +
Paved 11.5 mile trail wrapping around the expansive reservoir | Visit
Saugerties Lighthouse +
½ mile nature trail leading to the spectacular lighthouse, check tide schedule before visiting | Visit
Kaaterskill Falls +
1.4 mile round trip, highest cascading waterfall in NY State, enjoy responsibly | Visit
Huckleberry Point Trailhead +
4.5 mile moderate wooded trail, sweeping view of Plattekill Clove | Visit
Opus 40 +
World famous sculpture park and museum on 50 acres, 6 acre bluestone maze | Visit
Big Deep +
Popular swimming hole, please leave no trace when visiting | Visit
Fawn’s Leap +
40 foot cliff, crystal clear turquoise water | Visit
Hunter Mountain +
Ski resort, 1600 foot vertical drop, four season adventures Windham Mountain: Ski resort, tubing, skating | Visit
Nearby Towns
Saugerties
Kingston
Phoenicia
Rhinebeck
Hunter
Photo Credit: Max Flatow, Emma Tuccillo, & Natalie Chitwood