Find Romantic Hotels in Preston Hollow, NY

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Check availability on Preston Hollow Romantic Hotels

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Preston Hollow romantic hotels

Lobby sitting area
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark
3.0 star property
Hunter
9.2 out of 10, Wonderful, (828)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is ￥24,328
￥29,681 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hunter Lodge, a Bluebird by Lark
Outdoor banquet area
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns
2.5 star property
Schoharie
6.8 out of 10, (796)
"clean , people are friendly very nice place to stay"
United States
james
The price is ￥11,686
￥13,087 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Quality Inn & Suites Schoharie near Howe Caverns
Fridge, microwave, oven, stovetop
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is ￥26,810
￥71,933 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Seasonal outdoor pool
Winwood Condominiums by Windham Mountain Club

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 ￥29,823
￥32,208 total
includes taxes & fees
Dec 23 - Dec 24
Winwood Condominiums by Windham Mountain Club
Exterior
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (41)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is ￥14,907
￥24,618 total
includes taxes & fees
Dec 23 - Dec 24
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Property grounds
Cozy Townhouse Near Hunter Mountain

Cozy Townhouse Near Hunter Mountain

Cozy Townhouse Near Hunter Mountain
Tannersville
10.0 out of 10, Exceptional, (14)
"Super cozy accommodation with everything you might need to hangout and cook at home. Otherwise, a great location close to fun towns and delicious restaurants while being in beautiful country. "
Canada
Kees
Cozy Townhouse Near Hunter Mountain
Property grounds
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

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (55)
"Nice place and great little town "
United States
PAUL V.
The price is ￥22,716
￥37,652 total
includes taxes & fees
Jan 4 - Jan 5, 2026
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Fridge, microwave, oven, stovetop
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Hunter
9.8 out of 10, Exceptional, (14)
"Clean, comfortable, great location. Highly recommended!"
United States
Brett
The price is ￥31,392
￥65,933 total
includes taxes & fees
Dec 23 - Dec 24
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Flat-screen TV
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

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, (20)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
United States
Carmela L.
The price is ￥56,632
￥87,911 total
includes taxes & fees
Dec 23 - Dec 24
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Interior
West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (16)
"Wow - what a great location to get out and explore - tons of hiking at your fingertips!! Very easy to find - great communication and would def stay here again!"
United States
Lisa S.
The price is ￥51,900
￥101,711 total
includes taxes & fees
Dec 27 - Dec 28
West Kill Barnhouse: Ski, Work & Unwind
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 Preston Hollow Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Staff was extremely helpful and friendly The room was very clean as well as the rest of the hotel"
Kim 2-night trip
Posted 7 days ago
Hotel Vienna

Frequently asked questions

Searching for romantic hotels in Preston Hollow?
If you and your partner need a romantic escape, we'd like to help you plan for it. While you're in Preston Hollow, you'll find plenty to see and do. If you want to explore the area with your significant other, you might head to Hunter Mountain, Zoom Flume, or Windham Vineyards and Winery. Whether you'd like to lounge around in luxurious bedding or get a couples' massage, you'll be sure to find your ideal accommodation in Preston Hollow to make for a relaxing weekend away.
What's the best accommodation for a couple going to Preston Hollow?
Amazing Views, Away from it all! is a favorite guesthouse for couples, and features in-room fireplaces and ski-in/ski-out access.
When is the best time of year for a romantic getaway to Preston Hollow?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Preston Hollow: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Preston Hollow are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Preston Hollow?
There's nothing better than wandering around a new place with your sweetheart, so consider checking out all there is to see and do in Preston Hollow. There's a lot to see and do in the area, so you might consider making a stop at Hunter Mountain or Zoom Flume.
What's the best way to get to Preston Hollow and around town during my romantic getaway?
This information about transportation options in Preston Hollow might help your romantic trip go off without a hitch: If you're looking to fly to Preston Hollow, the closest major airport is Hudson, NY (HCC-Columbia County), located 28.1 mi (45.3 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.