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Discover the most popular places to visit in Woodstock
Woodstock Music Shop
9.6/10 (18 reviews)
Vinyl paradise awaits at Woodstock Music Shop with its curated collection spanning countless genres. Engage with knowledgeable staff who can guide you to musical treasures among the rare albums and handcrafted vinyl art.
Overlook Mountain Trailhead
9.6/10 (34 reviews)
Hike through ruins of the historic Overlook Mountain House before reaching a restored fire tower. Climb to the summit for breathtaking 360-degree views of the Hudson Valley and Catskill Mountains.
Colony
This historic Woodstock venue blends rustic charm with live music in an intimate setting. Enjoy performances in the vintage ballroom or unwind in the beer garden with dinner and craft cocktails.
Woodstock Golf Club
9.0/10 (2 reviews)
This historic nine-hole golf course designed by Tom Bendelow offers a serene challenge among mature trees. Members and their guests enjoy bent-grass fairways and comprehensive instruction from April through October.
Karma Triyana Dharmachakra Monastery
10.0/10 (12 reviews)
This Tibetan Buddhist monastery showcases a magnificent two-story Buddha statue and serves as the Gyalwang Karmapa's North American seat. Join free weekend guided tours to learn about sacred traditions.
Bearsville Theater
After visiting Bearsville Theater, make a plan to see the other sights and activities in Woodstock. Amble around this relaxing area's forests or experience its art scene.
The Comeau Property
This serene park offers peaceful trails through forests and along the Saw Kill stream, near city centre Woodstock. Explore meadows and woodlands while enjoying this tranquil natural escape.
Byrdcliffe Barn
This historic barn at Byrdcliffe Arts Colony preserves Woodstock's artistic heritage in a rustic setting. Attend evening concerts or exhibitions between May and October for an authentic cultural experience.
What to do in Woodstock
Self-Guided Audio Driving Tour in Catskills Scenic Byway
"AMAZING stay - gorgeous space, awesome shared amenities (hot tub, bikes), walkable into town. Will 100% stay here again next time we're in Woodstock!"
"It's all great, as far as i'm concerned, but one has to know in advance what sort of place it is. It's a mosaic of rustic on the outside, elegant/modern on the inside, quadruplexes, with classic LPs and a turntable in the room. There's no restaurant, fitniess room, etc.. (which their website makes clear.) i loved it, It's in the heart of the village. You'll want to walk to everything, which I enjoyed. When I was there, I couldn't find a place for breakfast the Wednesday morning I left;...
"We love staying at Morning Glory BnB. The setting is so serene and peaceful with chickens roaming around, the steam running along the property and the homey feeling of being taken care of.
Breakfast with fluffy eggs and whole grain toast with a generous side of fresh ripe fruit and waffles on Sunday with fruit. Perfect way to start the day."
"Great stay and better than expected. Loved the spaciousness of the airstream trailer, the nice outdoor tables and chairs and fire pit. Wish I'd stayed longer!"
"We enjoyed our stay at Hampton Inn. They had a lot of area to walk our dogs. The hot breakfast was good. Very nice, spacious room! Would stay at Hampton Inn again!"
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
You can snap up a holiday package to this destination on Expedia. But how much your holiday to Woodstock costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Woodstock?
January, May and November are the best times to search for cheap Woodstock holiday packages. Choosing to travel in less busy periods means you can usually find better prices on accommodation and flights.
How many days is enough for Woodstock?
To fully enjoy a Woodstock holiday, we recommend staying for 2 days. Divide your time between visiting Woodstock Golf Club, Thorn Preserve - Catskill Centre and other must-see attractions, as well as experiencing neighbourhoods like Bearsville and Zena. If you've got some spare time, add a tour or day trip to your Woodstock holiday itinerary.
Is it worth booking a holiday package to Woodstock?
Popular for its markets, hiking and cycling, a Woodstock holiday has something for everyone. Be sure to check out top sights like Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery, and consider renting a car for day trips to discover even more.
How to find the best Woodstock package deals?
Bagging a cheap Woodstock package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can customise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Woodstock package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Woodstock holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a customised Woodstock holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Woodstock?
If you have your Woodstock holiday dates confirmed, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Woodstock?
Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to holiday in Woodstock.
Set your budget: Consider expenses like flights, transportation and food when calculating how much to put aside for your trip to Woodstock. Then, select a property that suits your budget, whether that's a low-cost option or a more luxurious getaway.
Decide how long to go away for: Now that you know more about Woodstock, you can work out the right length of your break. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
Bundle your accommodation and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Woodstock holiday package for you.