Title: 10 TOP Things to Do in Woodstock October 2025 | Expedia.ca [Hotels in Woodstock](https://expedia.ca/Woodstock-Hotels.d176573.Travel-Guide-Hotels)[Flights to Woodstock](https://expedia.ca/Cheap-Flights-To-Woodstock.d176573.Travel-Guide-Flights)[Woodstock Car Rentals](https://expedia.ca/Car-Rentals-In-Woodstock.d176573.Car-Rental-Guide)[Woodstock Vacation Packages](https://expedia.ca/Woodstock.d176573.Destination-Travel-Guides) # What to do in Woodstock, NY ## Activities, attractions and tours ## Visit Woodstock Types of activities Where to stay [Woodstock travel guide](https://expedia.ca/Woodstock.dx176573) ![Woodstock](https://mediaim.expedia.com/destination/1/4bdbdfb05c4d71df3980a7bb302808dd.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Woodstock](https://mediaim.expedia.com/destination/1/0fa7e7d19af93f0f8b35f7149a367f77.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Woodstock](https://mediaim.expedia.com/destination/1/5ce6a78e91ac676617755aea3c999fc4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Woodstock](https://mediaim.expedia.com/destination/1/fe7a067918d4254ccd8f907b2ee6bb99.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Woodstock](https://mediaim.expedia.com/destination/1/f3a7de91419450f1516f5345f0f3f239.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Woodstock Attractions Let Expedia help you experience the best that Woodstock has to offer! If you’re looking for fun itinerary ideas, 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 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. #### Activities and Tours Woodstock is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore 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 experience 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, 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. #### Woodstock Attractions Expedia 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 to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Woodstock. Looking for things to do 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 or catch up with the vibrant local culture, our guides to Woodstock attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ## Recommended things to do in Woodstock | Number of things to do | 6 | | --- | --- | | Cheapest thing to do on Expedia | [Self-Guided Audio Driving Tour in Catskills Scenic Byway](https://expedia.ca/things-to-do/catskills-scenic-byway-audio-driving-tour.a46993713.activity-details): CA $24 | | Top 5 things to do | - [Hudson River Sightseeing Cruise from Kingston](https://expedia.ca/things-to-do/hudson-river-sightseeing-cruise-from-kingston.a4099266.activity-details) - [Woodstock NY Rock and Roll Tour](https://expedia.ca/things-to-do/woodstock-ny-rock-n-roll-tour-rock-junket-tours.a4113223.activity-details) - [Self-Guided Audio Driving Tour in Catskills Scenic Byway](https://expedia.ca/things-to-do/catskills-scenic-byway-audio-driving-tour.a46993713.activity-details) - [Transport to Hunter Mountain](https://expedia.ca/things-to-do/return-transport-to-hunter-mountain.a46966902.activity-details) - [Meet Our Rescue Animals: Private Tour of A Family-Run Farm](https://expedia.ca/things-to-do/meet-our-rescue-animals-private-tour-of-a-family-run-farm.a47405261.activity-details) | | Half-day tours | - [Hudson River Sightseeing Cruise from Kingston](https://expedia.ca/things-to-do/hudson-river-sightseeing-cruise-from-kingston.a4099266.activity-details) - [Woodstock NY Rock and Roll Tour](https://expedia.ca/things-to-do/woodstock-ny-rock-n-roll-tour-rock-junket-tours.a4113223.activity-details) - [Meet Our Rescue Animals: Private Tour of A Family-Run Farm](https://expedia.ca/things-to-do/meet-our-rescue-animals-private-tour-of-a-family-run-farm.a47405261.activity-details) | | With kids | - [Hudson River Sightseeing Cruise from Kingston](https://expedia.ca/things-to-do/hudson-river-sightseeing-cruise-from-kingston.a4099266.activity-details) - [Woodstock NY Rock and Roll Tour](https://expedia.ca/things-to-do/woodstock-ny-rock-n-roll-tour-rock-junket-tours.a4113223.activity-details) | ## What to do in Woodstock * * * ### Discover the most popular places to visit in Woodstock #### 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. [](https://expedia.ca/Overlook-Mountain-Trailhead-Woodstock.d553248621532664652.Vacation-Attraction) #### 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. [](https://expedia.ca/Karma-Triyana-Dharmachakra-Monastery-Woodstock.d553248621532664651.Vacation-Attraction) #### Woodstock Music Shop You can search for that perfect souvenir at Woodstock Music Shop during your trip to Woodstock. Discover the mountain views while you're in the area. [](https://expedia.ca/Woodstock-Music-Shop-Woodstock.d553248621532664650.Vacation-Attraction) #### Woodstock Golf Club Enjoy a round of golf in Woodstock at Woodstock Golf Club. Discover the mountain views while you're in the area. [](https://expedia.ca/Woodstock-Golf-Club-Woodstock.d553248635926759932.Vacation-Attraction) #### Thorn Preserve - Catskill Center Explore the great outdoors at Thorn Preserve - Catskill Center, a lovely green space in Zena. [](https://expedia.ca/Thorn-Preserve-Catskill-Center-Kingston.d553248635975748336.Vacation-Attraction) #### 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 forest or experience its art scene. [](https://expedia.ca/Byrdcliffe-Barn-Woodstock.d875874528342085632.Vacation-Attraction) #### Colony You can get tickets for a performance at Colony during your stay in Woodstock. Amble around this relaxing area's forest or experience its art scene. [](https://expedia.ca/Colony-Woodstock.d949215965288275968.Vacation-Attraction) #### The Comeau Property Explore the great outdoors at The Comeau Property, a lovely green space in Woodstock. Amble around this relaxing area's forest or experience its art scene. [](https://expedia.ca/The-Comeau-Property-Woodstock.d949215139509391360.Vacation-Attraction) #### 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. [](https://expedia.ca/Woodstock-Public-Library-Woodstock.d553248621532664646.Vacation-Attraction) ### Explore areas of Woodstock ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Shady If you're looking for some top things to see and do in Shady and surrounding area, you can visit Overlook Mountain Trailhead and Byrdcliffe Barn. [](https://expedia.ca/Woodstock-Shady.dx553248635976471788) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/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 Taozi ](https://mediaim.expedia.com/destination/2/6ba84c5a4151d331a9b2a778191f08b9.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### West Hurley [](https://expedia.ca/West-Hurley.dx553248634999053244) ![Photo by Frank Graziano](https://mediaim.expedia.com/destination/2/c36b31d875e519651a62dc57d8d79702.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Elka Park [](https://expedia.ca/Elka-Park.dx553248635974530560) ## 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 kilometres from the centre, and Zena, which is roughly 3 kilometres 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. > > > > - [Hudson River Sightseeing Cruise from Kingston](https://expedia.ca/things-to-do/hudson-river-sightseeing-cruise-from-kingston.a4099266.activity-details) > - [Woodstock NY Rock and Roll Tour](https://expedia.ca/things-to-do/woodstock-ny-rock-n-roll-tour-rock-junket-tours.a4113223.activity-details) ### 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. 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