Find Romantic Hotels in Woodstock, NY

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Check availability on Woodstock Romantic Hotels

Tonight
21 Jul - 22 Jul
Tomorrow
22 Jul - 23 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Woodstock Romantic Hotels

CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
Outdoor pool, a heated pool

CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town

10.0 out of 10, Exceptional, (64)
"This is our second time staying here with our 2 year old daughter. The location is great, short drive to main street."
CHARMING LARGE STUDIO WITH POOL AND MOUNTAIN VIEWS ON 10 ACRES. Close to town
Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim 🏊‍♂️ hike
Exterior

Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim 🏊‍♂️ hike

9.8 out of 10, Exceptional, (38)
"A great location in Woodstock. Ike was always very helpful and communicative. Had a great time, the cottage decoration and furnishings were beautiful "
Cozy 2 bedroom cottage in Woodstock heated pool, mountain views,bbq,swim 🏊‍♂️ hike
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.

Frequently asked questions

Searching for romantic hotels in Woodstock?
Are you in need of 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, Karma Triyana Dharmachakra Monastery or Catskill State Park. If you'd like to stay close to a certain attraction, you can sort by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
What's the best accommodation for a romantic holiday in Woodstock?
This Sioux Tipi is no longer available, but we have one nearby in another town! is a favourite lodge for couples, and features in-room fireplaces and kitchens.
How many romantic hotels can we expect to find in Woodstock?
Expedia has 23 romantic Woodstock hotels for you to get cosy in.
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, take a look at these details about year-round temperatures in Woodstock: The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Woodstock are January, February, March and April, with each month seeing an average of 17 cm 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, Karma Triyana Dharmachakra Monastery or Catskill State Park 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 go off without a hitch: The closest major airport is in Hudson, NY (HCC-Columbia County), located 27.2 mi (43.7 km) from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.