Find Romantic Hotels in Woodstock, NY

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Check availability on Woodstock Romantic Hotels

Tonight
23 Jun - 24 Jun
Tomorrow
24 Jun - 25 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Woodstock Romantic Hotels

Morning Glory B n B Woodstock NY
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property

Morning Glory B n B Woodstock NY

3.0 star property
8.4 out of 10, Very Good, (139)
"We absolutely loved our stay - the white room was clean and lovely. We love the location too - great proximity to Station, movie theater and restaurants."
The price is SAR 747
SAR 836 total
includes taxes & fees
24 Jun - 25 Jun
Morning Glory B n B Woodstock NY
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Terrace/patio

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is SAR 675
SAR 1,151 total
includes taxes & fees
13 Jul - 14 Jul
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (240)
"The house was just as advertised. It is cozy and clean, on a gorgeous stream, and close to town. We'll definitely be back!"
The price is SAR 559
SAR 1,206 total
includes taxes & fees
24 Jun - 25 Jun
Streamside Cottage Half Mile to Town of Woodstock
Woodstock Historic Artist Estate - The Carriage House
Fridge, microwave, oven, stovetop

Woodstock Historic Artist Estate - The Carriage House

9.8 out of 10, Exceptional, (41)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
The price is SAR 1,129
SAR 2,408 total
includes taxes & fees
30 Jun - 1 Jul
Woodstock Historic Artist Estate - The Carriage House
Woodstock Historic Artist Estate - The Museum House
Outdoor pool

Woodstock Historic Artist Estate - The Museum House

10.0 out of 10, Exceptional, (6)
"Fantastic modern house by a clear beautiful creek, right next to downtown Woodstock. Plenty of comfortable beds, great kitchen, beautiful views - wonderful stay."
The price is SAR 3,428
SAR 5,348 total
includes taxes & fees
6 Jul - 7 Jul
Woodstock Historic Artist Estate - The Museum House
Woodstock historic artist estate - The Pond House
Exterior

Woodstock historic artist estate - The Pond House

10.0 out of 10, Exceptional, (10)
"Beautiful and relaxing home, very open. It’s like being outside, inside. Lots of nature to explore on the property too. "
The price is SAR 2,188
SAR 3,720 total
includes taxes & fees
2 Jul - 3 Jul
Woodstock historic artist estate - The Pond House
rural, serene + sophisticated space
Interior

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is SAR 1,122
SAR 1,362 total
includes taxes & fees
30 Jun - 1 Jul
rural, serene + sophisticated space
The Nest Hudson
Balcony

The Nest Hudson

3.5 star property
9.6 out of 10, Exceptional, (194)
"Had a great stay"
The Nest Hudson
Church Des Artistes a Hudson Valley retreat
Outdoor dining

Church Des Artistes a Hudson Valley retreat

9.8 out of 10, Exceptional, (10)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
The price is SAR 5,065
SAR 8,796 total
includes taxes & fees
30 Jun - 1 Jul
Church Des Artistes a Hudson Valley retreat
Diamond Mills Resort
Deluxe Room, 1 King Bed, Balcony | Premium bedding, pillowtop beds, minibar, in-room safe

Diamond Mills Resort

3.5 star property
9.6 out of 10, Exceptional, (301)
"Beautiful resort in Saugerties. Gorgeous king bed room overlooking the falls with a balcony. Unfortunately the weather wasn’t nice, but I still enjoyed it."
The price is SAR 1,009
SAR 1,224 total
includes taxes & fees
6 Jul - 7 Jul
Diamond Mills Resort
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 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.
What's the best place to stay for a romantic vacation in Woodstock?
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.
How many romantic hotels are there in Woodstock?
Expedia has 23 romantic Woodstock hotels for you to get cozy 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, 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.