Preston Hollow Hotel Guide - Romantic Hotels in Preston Hollow, New York

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Check availability on Preston Hollow Romantic Hotels

Tonight
20 Dec - 21 Dec
Tomorrow
21 Dec - 22 Dec
Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan

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, (827)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is €161
includes taxes & fees
4 Jan - 5 Jan 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 €71
includes taxes & fees
21 Jan - 22 Jan 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 €388
includes taxes & fees
11 Jan - 12 Jan 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
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
The price is €299
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Townhouse Near Hunter Mountain
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 €137
includes taxes & fees
22 Dec - 23 Dec
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
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 €174
includes taxes & fees
22 Dec - 23 Dec
Winwood Condominiums by Windham Mountain Club
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 €226
includes taxes & fees
4 Jan - 5 Jan 2026
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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 €487
includes taxes & fees
22 Dec - 23 Dec
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 €564
includes taxes & fees
27 Dec - 28 Dec
West Kill Barnhouse: Ski, Work & Unwind
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Hunter
9.8 out of 10, Exceptional, (110)
"The stay was fantastic!! It was a wonderful location and was so nice with the lake access. "
United States
Lydia S.
The price is €758
includes taxes & fees
13 Jan - 14 Jan 2026
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
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 5 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 be pampered with breakfast in bed or get a couples' massage, you'll be sure to find your ideal accommodation in Preston Hollow to make for the perfect couples' weekend.
What's the best hotel for a couple visiting Preston Hollow?
Amazing Views, Away from it all! is a favourite guest house 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, take a look at these details about year-round temperatures in Preston Hollow: The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Preston Hollow are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Preston Hollow?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Preston Hollow has to offer. 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 getaway go off without a hitch: If you're looking to fly to Preston Hollow, the closest major airport is in Hudson, NY (HCC-Columbia County), located 28.1 mi (45.3 km) from the city centre. If you'd like to venture out around the area, consider renting a car to explore more sights.