Find Romantic Hotels in Woodstock, NY

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 Woodstock Music Shop, Overlook Mountain Trailhead, or Karma Triyana Dharmachakra Monastery. 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.

This Sioux Tipi is no longer available, but we have one nearby in another town! is a favorite lodge for couples, and features in-room fireplaces and kitchens.

Expedia has 23 romantic Woodstock hotels for you to get cozy in.

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.

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 Woodstock Music Shop, Overlook Mountain Trailhead, or Karma Triyana Dharmachakra Monastery while you’re seeing the sights.

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.