Find Romantic Hotels in Preston Hollow, NY

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Check availability on Preston Hollow Romantic Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Preston Hollow Romantic Hotels

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, (817)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is AED 566
AED 691 total
includes taxes & fees
11 Dec - 12 Dec
Hunter Lodge, a Bluebird by Lark
Outdoor banquet area
Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

2.5 star property
Schoharie
6.8 out of 10, (795)
"clean , people are friendly very nice place to stay"
United States
james
The price is AED 250
AED 280 total
includes taxes & fees
4 Jan - 5 January 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

Lanesville
9.8 out of 10, Exceptional, (16)
"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 AED 753
AED 1,883 total
includes taxes & fees
10 Dec - 11 Dec
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
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

Windham
9.2 out of 10, Wonderful, (40)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is AED 314
AED 537 total
includes taxes & fees
7 Dec - 8 Dec
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
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

Windham
9.0 out of 10, Wonderful, (54)
"Check in & checkout and communication super easy. Location is excellent. A/C and hot water great. For 4 guys on a 2 day golf trip it worked fine. "
United States
david d.
The price is AED 463
AED 797 total
includes taxes & fees
7 Dec - 8 Dec
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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 AED 657
AED 710 total
includes taxes & fees
7 Dec - 8 Dec
Winwood Condominiums by Windham Mountain Club
Property grounds
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 AED 551
AED 1,230 total
includes taxes & fees
4 Jan - 5 January 2026
Cozy Townhouse Near Hunter Mountain
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

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

Hunter
9.8 out of 10, Exceptional, (110)
"Second time staying here with family and it was just as good as the first time! Large house, comfy beds, all the kitchen stuff you could need and of course lake is great. Life jackets and 3 small kayaks, pedal boat and 1 SUP are there to use. Perfect for kids. Will likely be staying here again in the future!"
United States
Adrienne D.
The price is AED 1,065
AED 2,999 total
includes taxes & fees
8 Dec - 9 Dec
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Fridge, microwave, oven, stovetop
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room

Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room

Hunter
9.6 out of 10, Exceptional, (12)
"⭐️⭐️⭐️⭐️⭐️ The most important part of any stay is having a great host — and we truly did! Our host was incredibly welcoming, responsive, and thoughtful, which made the entire experience so much smoother and more enjoyable. The property itself was cozy, well-maintained, and perfectly located to explore Hunter, NY. We felt right at home from the moment we arrived and left with wonderful memories. Highly recommend this place to anyone visiting the area!"
United States
Taha
The price is AED 1,620
AED 2,868 total
includes taxes & fees
7 Dec - 8 Dec
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
Outdoor spa tub
QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub

QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub

Hunter
9.8 out of 10, Exceptional, (20)
"Great place to stay, perfect for a friend ski weekend. Highly recommend !!!"
United States
Sophia A.
The price is AED 1,396
AED 2,594 total
includes taxes & fees
8 Dec - 9 Dec
QUINN HOLLOW - Hunter Mountain Ski Cabin, Hot Tub
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.
View all properties

Top Preston Hollow Hotel Reviews

Hotel Mountain Brook

Hotel Mountain Brook

10/10 Excellent
"It's an amazing place - lovely rooms, friendly staff, delicious breakfast, and great vibes. They take care of every detail and give you the best experience possible. It's perfect for a weekend getaway!"
Orit 2-night trip
Posted 5 days ago
Hotel Mountain Brook

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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.