16 Best Things to do in Woodstock NY

Now an eternal symbol of all things peace, love, and rock and roll (thanks to the Woodstock Music Festival of 1969), Woodstock is a small town in New York’s Catskill region that is home to some pretty rad activities.

So, if you’re looking for all the best things to do in Woodstock NY then this local’s guide is totally for you! And that’s perfect since this is without a doubt one of the best small towns in New York.

[{"selector":"#anim-f1a2c228-ae1b-46ce-b25c-c78a0a63a3a5","keyframes":{"opacity":[0,1]},"delay":0,"duration":600,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-b4b28e14-6d82-4b5d-a9e8-039e02499495","keyframes":{"transform":["translate3d(0px, 188.88885%, 0)","translate3d(0px, 0px, 0)"]},"delay":0,"duration":600,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] Learn more

After all, I’ve lived in New York for 30+ years and want to share with you all of my secret tips for making the most out of your time in Woodstock.

[{"selector":"#anim-5ccd500d-f665-4e02-8ecf-a1c8878fff65","keyframes":{"opacity":[0,1]},"delay":0,"duration":600,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-d1c806b0-14f8-48e4-8019-fbb538e9147c","keyframes":{"transform":["translate3d(112.08458%, 0px, 0)","translate3d(0px, 0px, 0)"]},"delay":0,"duration":600,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] Learn more

Visit Catskill Park and Hike Overlook Mountain

[{"selector":"#anim-0042799c-0e90-4ce5-990c-78346c7f53d8","keyframes":{"opacity":[0,1]},"delay":0,"duration":2500,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-05a2d702-5291-4868-8f2c-df82a3cee89b","keyframes":{"transform":["translate3d(-84.67153%, 0px, 0)","translate3d(0px, 0px, 0)"]},"delay":0,"duration":2500,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] 1 Hidden away in the heart of the Catskills region of New York, Woodstock is surrounded by more than 700,000 acres of wilderness. Learn more

Shop til’ You Drop on Tinker Street

[{"selector":"#anim-29029cdc-adf3-4d76-ac3e-5ff36bced6bc","keyframes":{"opacity":[0,1]},"delay":0,"duration":2500,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-d6262899-6cec-4833-81b5-caaf7c8c0c52","keyframes":{"transform":["translate3d(-85.40146%, 0px, 0)","translate3d(0px, 0px, 0)"]},"delay":0,"duration":2500,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] 2 continue down Tinker Street and you’ll see a bunch of locally owned shops that get particularly awesome right when you hit Tannery Brook Road but before the entire road forks off into Rocky City Road and Mill Hill Road. Learn more

Check Out Ashokan Reservoir

[{"selector":"#anim-77174df8-3f0f-45a0-96a9-b490840f89b2","keyframes":{"opacity":[0,1]},"delay":0,"duration":2500,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-1ccfdfdb-8ada-48f4-93b9-9e1b9b1e1c55","keyframes":{"transform":["translate3d(-93.43065%, 0px, 0)","translate3d(0px, 0px, 0)"]},"delay":0,"duration":2500,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] 3 Did you know that Ashokan Reservoir supplies NYC with most of its drinking water? Yup, crazy but totally true. And just another one of the pros of living in New York City since this water is some of the cleanest in the entire country. Learn more

[{"selector":"#anim-3509badb-4631-47f1-883f-ed044038a174","keyframes":{"opacity":[0,1]},"delay":100,"duration":2000,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] [{"selector":"#anim-e8e6434f-2ad9-42d3-b9b6-4cb3aa287888","keyframes":{"transform":["translate3d(0px, 201.81993%, 0)","translate3d(0px, 0px, 0)"]},"delay":100,"duration":2000,"easing":"cubic-bezier(0.2, 0.6, 0.0, 1)","fill":"both"}] Swipe Up For The Rest Of The List Learn more

16 Best Things to do in Woodstock NY

Now an eternal symbol of all things peace, love, and rock and roll (thanks to the Woodstock Music Festival of 1969), Woodstock is a small town in New York’s Catskill region that is home to some pretty rad activities.

So, if you’re looking for all the best things to do in Woodstock NY then this local’s guide is totally for you! And that’s perfect since this is without a doubt one of the best small towns in New York.

After all, I’ve lived in New York for 30+ years and want to share with you all of my secret tips for making the most out of your time in Woodstock.

Visit Catskill Park and Hike Overlook Mountain

Shop til’ You Drop on Tinker Street

Check Out Ashokan Reservoir

Other stories

Best Glamping Upstate NY – 20 Best Spots for 2023

What to Wear in NYC with Secret Tips for 2023 to Create the Best Ever NYC Packing List

22 Pros and Cons of Living in New York City In 2023