Find Romantic Hotels in Woodstock, NY

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Check availability on Woodstock Romantic Hotels

Top Woodstock Romantic Hotels

Find out more about Woodstock

Find out more about Woodstock

Woodstock attractions for couples

Woodstock, New York, is a paradise of artistic and outdoor adventures that will captivate quality-seeking travelers. Start your exploration at the iconic Woodstock Playhouse, where you can catch a live performance in a historic venue that has hosted legendary artists since the 1930s. For art lovers, the Woodstock Artists Association & Museum showcases the rich artistic history of this town, featuring works from local talents and rotating exhibitions that highlight contemporary artists. Outdoor enthusiasts will relish a hike through the stunning Overlook Mountain Trail, which leads to breathtaking views and the remnants of an old hotel, perfect for a family adventure. Don't miss the chance to visit the charming shops and cafés in the heart of town; the local artisan boutiques offer unique crafts and gifts, while the cozy eateries serve up locally sourced dishes that reflect the region's culinary creativity. For a comfortable stay, consider the accommodations around Tinker Street, where boutique hotels and cozy B&Bs provide personalized service and easy access to these attractions, ensuring a seamless blend of relaxation and adventure for your family.

Top Woodstock Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Very beautiful and quite location but I want to add up something and i think the authority should update, 1. Microwave(no microwave) 2. Water(very strong bad smell) 3. The bed frame(makes noises and the corner will hurt u badly) 4. More details about room’s photo and the dining options on the website. Not a complain but i think those are basic things. "
Swapon 1-night trip
Posted 10 days ago
Hotel Vienna

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Frequently asked questions

Searching for romantic hotels in Woodstock?
Are you and your partner looking for a romantic getaway? Our guests also enjoy Woodstock for its art scene. If you want to explore the area, you might head to Overlook Mountain Trailhead, Catskill State Park, or Woodstock Music Shop. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Woodstock?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Woodstock: The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Woodstock are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Woodstock?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Woodstock has to offer. If you're hoping to see some of the area's cultural attractions, you'll enjoy Woodstock for its art scene. You might think about stopping by Overlook Mountain Trailhead, Catskill State Park, or Woodstock Music Shop while you're seeing the sights.
What's the best way to get to Woodstock and around town during my romantic getaway?
This information about transportation options in Woodstock might help your romantic trip get off to a smooth start: The closest major airport is Hudson, NY (HCC-Columbia County), located 27.2 mi (43.7 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.