Find Romantic Hotels in Woodstock, NY

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Our top choices for Woodstock romantic hotels

Morning Glory B n B Woodstock NY

Morning Glory B n B Woodstock NY
3.0 star property
Woodstock
8.4 out of 10, Very Good, (156 reviews)
"Diane was a very gracious host of her lovely BnB! My privacy was well respected and check in/out was easy as pie! Thank you!"
United States
Andrew
The price is ₩290,761
₩325,652 total
includes taxes & fees
Feb 17 - Feb 18
Morning Glory B n B Woodstock NY

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (859 reviews)
"Great location, very nice common rooms, friendly staff"
United States
Benjamin John
The price is ₩211,836
₩260,586 total
includes taxes & fees
Mar 4 - Mar 5
Hunter Lodge, a Bluebird by Lark

Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn
3.5 star property
Rhinebeck Village
8.4 out of 10, Very Good, (838 reviews)
"Clean comfortable room; nice staff"
United States
Mark
The price is ₩248,535
₩281,155 total
includes taxes & fees
Feb 9 - Feb 10
Beekman Arms and Delamater Inn

Urban Cowboy Lodge

Urban Cowboy Lodge
5.0 star property
Big Indian
9.2 out of 10, Wonderful, (200 reviews)
"Fantastic stay. Only regret was it wasn’t longer! Staff is wonderful and the property was beautiful. Looking forward to our next visit. "
United States
Nate
The price is ₩219,276
₩245,589 total
includes taxes & fees
Feb 11 - Feb 12
Urban Cowboy Lodge

Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (109 reviews)
"Great experience, looking forward to staying again."
United States
Greg
The price is ₩206,137
₩230,873 total
includes taxes & fees
Feb 8 - Feb 9
Changing Times Boutique Country Lodging

Hotel Kinsley

Hotel Kinsley
3.5 star property
Stockade District
9.0 out of 10, Wonderful, (341 reviews)
"Nice large room, food at hotel was good, charming town and close to lots of things to do. "
United States
Dwayne
The price is ₩267,675
₩358,249 total
includes taxes & fees
Mar 8 - Mar 9
Hotel Kinsley

The Nest Hudson

The Nest Hudson
3.5 star property
Hudson
9.6 out of 10, Exceptional, (219 reviews)
"Great stay! Great location!"
Canada
Amanda
The Nest Hudson
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.

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

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 Woodstock Music Shop, Overlook Mountain Trailhead, or Catskill State Park. 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 Woodstock Music Shop, Overlook Mountain Trailhead, 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 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.