Things To Do
Walking Tour
We highly recommend spending an afternoon walking up and down Tinker Street. There's a ton of "Woodstock" stores full of souvenirs/gifts, as well as restaurants, landmarks and galleries to check out.
The Mud Club - Woodstock
Delicious, delectable bagel sandwiches that cure all physical and emotional ailments. This breakfast spot is outdoors but comes complete with fire pits to cozy up to.
Oriole 9
A breakfast/brunch classic that's been in town forever. Chelsea goes bananas for their Balthazar baked goods.
Garden Cafe Woodstock
This one's for our vegetarian & vegan friends! Don't sleep on their smoothies, meat eaters.
Tinker Taco Lab
Where Chelsea gets her necessary taco fix! The best tucked-away tacos in town.
Que Lo Que
Yummy Dominican food in the heart of Woodstock.
SILVIA
One of Brian's favorite restaurants to ever exist.
Cucina
Classic Italian in a homey setting. Can't go wrong with Cucina.
Good Night
We haven't been yet but Good Night has been at the top of our list since it opened in 2021. If you're staying in town for an extra night and want a nice dinner experience, this could be the place. The bar there is beautiful!
Early Terrible
Quite possibly our favorite bar in America. Day or night, ET provides great vibes, good music, superb drinks and a disco ball that never stops spinning. We're hosting our after party here!
Station Bar & Curio
We celebrated NYE here in 2018. The first of many memorable Woodstock nights.
Candlestock
We can't get enough of this candle shop! Candlestock curates a wide collection of candles sourced locally and beyond. From all natural options to "candles I'd never burn because they're art," this place has it all. Check out the "candle mountain" while you're there - it started with one single drip candle in 1969 and has continued to grow psychedelically!
Mirabai of Woodstock
One of Chelsea's all time favorite book & stone stores. This unique shop leans on the spiritual side.
Casa Ziki
No trip is complete without popping into Casa Ziki. This might be one of the coolest home decor, modern novelty stores ever. Once you go inside, you'll see why we love it so much.
Three Turtle Doves
Introduced to Chelsea by our friend Dore, Three Turtle Doves offers upscale vintage finds and designer pieces.
Tinker Street Cinema
Staying the weekend and feel like a flick? Catch a classic at Tinker Street Cinema.
Glo Spa Woodstock
Get your glow on during your downtime! Saunas, steam-room, facials, massages and more.
Woodstock Golf Club
Woodstock Golf Club is private. However, they extend an opportunity to play at their historic course to all guests who present an out of town driver's license and receipt of local vacation rental or hotel booking. You must contact them in ADVANCE to make this booking. Tap the view button to inquire.
Overlook Mountain
Trails, hiking and views.
KTD - Karma Triyana Dharmachakra
The english translation of the name Karma Triyana Dharmachakra is “Karmapa’s Dharma Wheel of the Three Vehicles,” which represent the three paths to enlightenment. All are welcome at the beautifully peaceful Tibetan Buddhist temple.
Explore Kingston & Saugerties
Two neighboring towns near Woodstock - Kingston and Saugerties are both full of history, super cute shops/boutiques and great restaurants! We suggest you veering off to either town in your free time. Both Kingston and Saugerties are about 20 minutes away from Woodstock.