Great hike - not too strenuous with incredible views of the Catskills.
Great and easy walk/hike along the reservoir. Multiple entry/exit points and ends up very close to the wedding site. You can walk or bike along the trail.
Popular hiking trail very close to the center of town.
If you love ziplining, head to Hunter Mountain.
A local spot for a quick dip in Woodstock's chilly water on a summer day.
Beautiful rock quarry with spectacular views.
Great place if you're looking to stretch out a bit.
In case you can't handle a break in your fitness routine, this is a place for getting your schvitz on. It's no Equinox. Aesthetics aren't its strong suit. But it has everything you should need, and it's across the street from Hotel Dylan.
Just in case you need a massage or want to get that chemical peel before the big day.
If you want to take a gorgeous drive (about an hour and 15 or so) and bring back a little bit of fun, head to Great Barrington. We love this dispensary, but there are plenty of others to choose from.
Eat some of Mark's meatballs and plant-based balls, in his awesome and newly-expanded space in the center of Woodstock!!
Open Saturday and Sunday - good bagels and coffee, fun place to sit outside (pricy!).
Right in the center of town, this groovy spot has a great vibe, with lots of outdoor seating, and really good tacos and drinks. This is a perfect afternoon bite and bevvy option on the weekend.
A delicious vegan restaurant with a cute side garden in the center of Woodstock. Service here can be on the slower side.
A solid lunch and brunch option in the center of Woodstock.
Popular place for coffee, pastries, sandwiches and salads and...you guessed it...bread.
Delicious bougie food and drink in a gorgeous space in Woodstock, with a wide range of veggie options.
The owners of Silvia recently opened this Woodstock restaurant, featuring Southeast Asian cuisine in a chic space.
Tasty Italian food and full bar in a modern Woodstock farmhouse with a pretty wraparound porch.
During the day there can be some outdoor concerts here. Lots of picnic tables for you to sit down, have a beer and listen to some music.
Local drinking spot in an old train station in Woodstock, with a pool table indoors, and an outdoor covered area with picnic tables.
Really great vintage clothing and jewelry store owned by our friend Heather.
The new shop of our friends, Grant and Ryan (the same guys who brought you Grey Ant)... featuring uniquely fabulous handmade furniture and accessories. For crystal lovers, Easy Livin' Woodstock is the only east coast supplier of the witchy wares of Spellbound Sky (based in Silver Lake, Los Angeles).
Our friend Tonya's shop, with a fun selection of housewares, cards and plant-related items.
You might have noticed that Brian has a thing for rugs. Many of ours have come from this shop, owned by lovely rug aficionado Scott and his son, Lieb. Be sure to check out the upstairs space, which is where the antique and semi-antique rugs reside.
Our friend Jojo's store - definitely worth checking out for some fabulous stuff for your home.
A pretty little shop with housewares by local makers that reflect a Catskills-meets-Hamptons vibe.
Fantastic food coop / supermarket in Woodstock, with the full range of everything you might need to stock up your weekend space. On the pricier side.
Great farmstand / juice bar / petite grocery store with tasty prepared foods on the edge of Woodstock.
This shop, between Kingston and Woodstock, is a great place for stocking up with cheese, pickled items, crackers and the like.
This shop, located between Kingston and Woodstock, next door to Cheese Louise, is a great option for those looking to stock up their bars for the weekend. It's owned and run by Ursula, who has a great palate and nice range of options, including many local spirits.
If you're a tea queen, or if you are looking for a ginger elixir to get you going, check out this lovely tea house located between Woodstock and Saugerties, run by our friends, Corinna and Jason.
Brooklyn meets Catskills in this recently renovated upscale diner with nicely-done comfort food and a full bar.
A chill vibe spills across picnic tables at this Mount Tremper spot, offering a nice selection of casual eats and drinks.
Delicious Filipino food and Asian-inspired groceries at this spot, which has a side garden for casual outdoor dining.
This Bread Alone Boiceville location was recently redone and is very close to the rail trail and wedding venue. Perfect for pickup or dine-in sandwiches, pastries and such.
Award-winning chocolates for sale at this shop, located next to the Ashokan Rail Trail.
Delish bread items in Uptown Kingston. David thinks that they have the best croissants in the area, and their levain is also pretty stellar.
Great pizza, pasta and a full bar in a pretty modern space in Uptown Kingston.
The Mexican food at this Uptown Kingston spot is delicioso.
A good casual lunch spot in Uptown Kingston, with vegetarian and vegan options, and vintage items for sale.
Fantastic vegan bakery in Uptown Kingston.
Coffee, beer and a great selection of books... all in a welcoming space in Uptown Kingston... with couches, a bar and spots to linger.
A great bar and cool space, for those wanting a cocktail in Uptown Kingston.
If you're in need of caffeination, treats and modern ceramic serving pieces in Midtown Kingston, this is a good option.
If you want to bring home some horticultural items, this Woodstock staple has a fantastic collection of perennials, annuals and shrubs.
The perfect place in Kingston to cruise estate-grade specimen trees and shrubs that are available for purchase.
A storybook nursery in Kerhonksen, for those wanting to bring home native Catskills plants and shrubs.
Further afield, but cool to check out, if you're driving through this area and wanting to visit an outdoor sculpture park.
This former school has been turned into a very cool gallery space by NYC gallerist Jack Shainman. A fun place to check out.
Cool to check out, if you are traveling between Woodstock and NYC with a penchant for outdoor art and time to spare.
Cool to check out, if you are traveling between Woodstock and NYC with a penchant for art and time to spare.