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Find Romantic Hotels in Woodstock, NY

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Check availability on Woodstock Romantic Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Woodstock Romantic Hotels

Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is SAR 747
SAR 1,454 total
includes taxes & fees
13 Dec - 14 Dec
Streamside Cottage Half Mile to Town of Woodstock
Children's area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is SAR 676
SAR 1,160 total
includes taxes & fees
14 Dec - 15 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Studio, Private Bathroom, Garden View (Dove house on Tannery br) | View from property
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, (155)
"Beautiful historic home. We had a nice stay. "
United States
Anonymous traveler
The price is SAR 709
SAR 794 total
includes taxes & fees
9 Dec - 10 Dec
Morning Glory B n B Woodstock NY
Outdoor pool
Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House

Woodstock
10.0 out of 10, Exceptional, (6)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
The price is SAR 2,057
SAR 3,578 total
includes taxes & fees
9 Dec - 10 Dec
Woodstock Historic Artist Estate - The Museum House
Front of property
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (800)
"Really enjoyed staying at this lovely property."
United States
Kenneth
The price is SAR 388
SAR 439 total
includes taxes & fees
1 Jan - 2 January 2026
Beekman Arms and Delamater Inn
Lobby sitting area
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3.0 star property
Hunter
9.2 out of 10, Wonderful, (818)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is SAR 540
SAR 664 total
includes taxes & fees
17 Dec - 18 Dec
Hunter Lodge, a Bluebird by Lark
Balcony
The Nest Hudson

The Nest Hudson

3.5 star property
Hudson
9.6 out of 10, Exceptional, (210)
"What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! "
United States
Kseniya
The Nest Hudson
Restaurant
Hotel Kinsley

Hotel Kinsley

3.5 star property
Stockade District
9.0 out of 10, Wonderful, (330)
"Room was great and staff very friendly"
Canada
Byron
The price is SAR 826
SAR 1,076 total
includes taxes & fees
6 Jan - 7 January 2026
Hotel Kinsley
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
8.8 out of 10, Excellent, (344)
"convenient nice and clean residence with kitchen and market nearby."
United States
Jatin
The price is SAR 605
SAR 653 total
includes taxes & fees
14 Dec - 15 Dec
Winwood Condominiums by Windham Mountain Club
Exterior
Mirbeau Inn & Spa

Mirbeau Inn & Spa

4.0 star property
Rhinebeck
9.6 out of 10, Exceptional, (307)
"The inn was lovely with attentive staff!"
United States
Karen
The price is SAR 1,685
SAR 2,044 total
includes taxes & fees
5 Jan - 6 January 2026
Mirbeau Inn & Spa
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.
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Top Woodstock Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Great place for local skiing. Very little local wifi coverage so make sure you have all your check-in details in advance. Nice spot."
Bruce 1-night trip
Posted 8 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 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.