What to do in Woodstock, NY

Activities, attractions and tours

Woodstock
Woodstock
Woodstock
Woodstock
Woodstock

Woodstock Attractions

Let Expedia help you to experience the best that Woodstock has to offer! If you’re planning a trip to Woodstock, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Woodstock with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Woodstock

Woodstock is crammed with must-see places to visit and things to do. We can help you decide where to stay in Woodstock, and make it a breeze to explore Woodstock and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Woodstock to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Woodstock, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Woodstock.

Woodstock attractions

Woodstock has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Woodstock to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Woodstock.

Looking for things to do in Woodstock can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Woodstock or catch up with the vibrant local culture, our guides to Woodstock attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

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What to do in Woodstock

Popular places to visit

Overlook Mountain Trailhead

Learn about the local history of Woodstock when you take a trip to Overlook Mountain Trailhead. Discover the mountain views while you're in the area.

Overlook Mountain Trailhead

Karma Triyana Dharmachakra Monastery

Learn about the local history of Woodstock with a stop at Karma Triyana Dharmachakra Monastery. Discover the mountain views while you're in the area.

Karma Triyana Dharmachakra Monastery

Woodstock Music Shop

You can search for that perfect souvenir at Woodstock Music Shop during your visit to Woodstock. Discover the mountain views while you're in the area.

Woodstock Music Shop

Woodstock Golf Club

Enjoy a round of golf in Woodstock at Woodstock Golf Club. Discover the mountain views while you're in the area.

Woodstock Golf Club

Thorn Preserve - Catskill Center

Explore the great outdoors at Thorn Preserve - Catskill Center, a lovely green space in Zena.

Thorn Preserve - Catskill Center

Byrdcliffe Barn

Byrdcliffe Barn is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Amble around this relaxing area's forests or experience its art scene.

Byrdcliffe Barn

Colony

You can get tickets for a performance at Colony on your trip to Woodstock. Amble around this relaxing area's forests or experience its art scene.

Colony

The Comeau Property

Explore the great outdoors at The Comeau Property, a lovely green space in Woodstock. Amble around this relaxing area's forests or experience its art scene.

The Comeau Property

Woodstock Public Library

Woodstock Public Library is just one of the places to see in Woodstock, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.

Woodstock Public Library

Explore areas of Woodstock

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Shady

Shady might not have many top sights, but Overlook Mountain Trailhead and Byrdcliffe Barn are two attractions nearby that you can check out.

Shady

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Day trip destinations from Woodstock

Photo by Frank Graziano

Elka Park

Frequently asked questions

Is Woodstock worth visiting?
Famous for its cycling and markets, discovering awesome things to do in Woodstock is a cinch. Remember to add James Cox Gallery to your itinerary when here.
How do I spend a day in Woodstock?
Overlook Mountain Trailhead and Saugerties Village Beach are two great places to start your getaway adventures. Be sure to check out the dining and retail options in Woodstock while you're in town too.
What is the top tourist attraction in Woodstock?
The top tourist attraction in Woodstock is James Cox Gallery, so don't forget to include it on your itinerary.
Is three days enough to stay in Woodstock?
Three days will give you plenty of time to tick off many city attractions, such as James Cox Gallery, Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery. The average stay in Woodstock is two days. If you have the urge to extend your break, Poughkeepsie isn't far away.
Is Woodstock a walkable city?
With popular neighbourhoods and leading sights within walking distance of the city centre, Woodstock is a great destination to experience on foot. Enjoy wandering between Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery. Then take a stroll through Bearsville, located 3 kms (2 miles) from the centre, and Zena, which is roughly 3 kms (2 miles) away.
What are some activities to do in Woodstock with kids?
Deciding what to do in Woodstock with kids has never been simpler. Whether you're getting away with toddlers or teenagers, there are many family-friendly tours and attractions to keep everyone entertained here.

What to do in Woodstock for adults?
Whether you're a culture enthusiast, food lover or adventure seeker, there are loads of things to do in Woodstock for adults including Bethel Woods Museum and Senate House State Historic Site.
Are there free things to do in Woodstock?
One of the easiest ways to discover free things to do in Woodstock is to speak with a local tour guide. You'll get insider tips on vibrant neighbourhoods, parks and other attractions you can visit without taking your wallet out. Overlook Mountain Trailhead is one place that doesn't charge an entrance fee.