Before you get excited, the world-famous 1969 Woodstock music festival actually took place in Bethel, a town 60 miles away from Woodstock. That being said, the town itself is a leafy haven for culture junkies with an incredibly rich arts scene. It’s a romantic town settled in the Catskill Mountain range and has been the source of inspiration for tons of musicians over the decades. Woodstock has an iconic small-town feel as it’s resisted development from hotel chains and even cell towers -- so don’t expect your phone signal to be impeccable. But if you’re looking for a little bucolic getaway, Woodstock is one of New York’s finest gems.
One of the best things to do in Woodstock is go shopping along Tinker Street and Mill Hill road. The colorful street is filled with quirky mom-and-pop shops that make up the town’s vibe. Browse vintage bookstores, boutique chocolate stores, and arts and craft shops. Listening to live music is another great thing to do here, as the town still carries much of the novelty and pride of the festival that happened almost 50 years ago. When you don’t have anything to do, go people watching in the town center, Village Green, or hike up to Overlook Mountain for some great views. And, for a peaceful retreat from everything, visit the Karma Triyana Dharmachakra, a monastery that looks like it’s been plucked from the Himalayan countryside.
Summertime in Woodstock is definitely the best time to visit. The weather is nice, the shops are open, and the town's energy really comes alive. Don't be afraid to visit during the shoulder months of spring or fall for a chillier break.
This climate histogram shows you the weather patterns in Woodstock. The warmest months in Woodstock are June and May, when temperatures reach 97 ˚F. The coolest month is January, when temperatures drop to -3 ˚F. The wettest month in Woodstock is August with 3.47 inches of rain, while the driest month is July with 1.12 inches of rain.
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Pick the perfect vacation rental for your vacation at AllTheRooms.com. We compare Airbnb, Priceline, Hostelworld and many more. AllTheRooms has 520 vacation rentals, hotels and other great places to stay during your time in Woodstock, with everything from cheap hostels and homestays to extravagant Airbnbs and hotels. For those traveling on a budget, the most economical place to stay in Woodstock is available at $20 per night. An average accommodation in Woodstock costs on average $255 a night.
If you would like to stay connected during your vacation, then you can choose from over 303 accommodations in Woodstock that have WiFi. 38 places to stay include a morning meal. Choose from 6 places to stay that provide gym options, so you won't miss a single workout. Driving to Woodstock? Then choose one of the 299 places to stay that comes with a parking spot included. 47 accommodations have a a pool or jacuzzi
If you're traveling with your best friend, then make sure to choose one of the 122 pet-friendly accommodations available.
439 accommodations in Woodstock have been reviewed; 87% are rated excellent or good. 215 places to stay in are instantly bookable.