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Check availability on Woodstock Romantic Hotels

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Our top choices for 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, (276 reviews)
"The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!"
United States
Abigail Y.
The price is ￥27,160
￥55,454 total
includes taxes & fees
Apr 11 - Apr 12
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

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, (47 reviews)
"A gem just minutes from the heart of Woodstock!"
United States
Susannah H.
The price is ￥28,741
￥49,358 total
includes taxes & fees
Apr 12 - Apr 13
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Interior

Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House
Woodstock
9.8 out of 10, Exceptional, (9 reviews)
"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 ￥87,515
￥152,916 total
includes taxes & fees
Apr 12 - Apr 13
Woodstock Historic Artist Estate - The Museum House
Dining

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17 reviews)
"Great"
United States
christopher s.
The price is ￥32,728
￥81,849 total
includes taxes & fees
Apr 7 - Apr 8
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Interior

West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is ￥20,118
￥63,459 total
includes taxes & fees
Apr 7 - Apr 8
West Kill Barnhouse: Ski, Work & Unwind
Interior

Brand New House w gated backyard that is located right at the Saugerties Village

Brand New House w gated backyard that is located right at the Saugerties Village
Saugerties
10.0 out of 10, Exceptional, (41 reviews)
"Great new and clean property! Very close to downtown, supermarket, and a short drive to Hunter Mountain & Kaaterskill falls. "
United States
Michael
The price is ￥27,160
￥64,574 total
includes taxes & fees
Apr 12 - Apr 13
Brand New House w gated backyard that is located right at the Saugerties Village
Property grounds

QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub

QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub
Hunter
9.8 out of 10, Exceptional, (26 reviews)
"Had the best week at Quinn Hollow. Truly the perfect place to relax after days of skiing. Hope to be back!"
United States
Jacqueline G.
The price is ￥36,644
￥79,927 total
includes taxes & fees
Apr 7 - Apr 8
QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub
Exterior

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (59 reviews)
"Everything was perfect! Great location!"
United States
Susan I.
The price is ￥31,615
￥48,629 total
includes taxes & fees
Apr 7 - Apr 8
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (22 reviews)
"Great stay, lovely place, friendly host. Everything was perfect!"
United States
Taylor
The price is ￥57,322
￥89,844 total
includes taxes & fees
Apr 7 - Apr 8
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Interior

rural, serene + sophisticated space

rural, serene + sophisticated space
Red Hook
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is ￥42,967
￥62,249 total
includes taxes & fees
Apr 8 - Apr 9
rural, serene + sophisticated space
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
"Breakfast was awesome! Rooms were clean. Loved the pool. "
Shana 2-night trip
Posted 5 days ago
Hotel Vienna

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 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.
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 Karma Triyana Dharmachakra Monastery 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.