Find Romantic Hotels in Round Top, NY

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Check availability on Round Top Romantic Hotels

Our top choices for Round Top romantic hotels

Dinner served
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, (823)
"Wonderful views, location, and accommodations. I would gladly return to Hunter Lodge"
United States
Russel
The price is NT$4,630
NT$5,674 total
includes taxes & fees
Dec 15 - Dec 16
Hunter Lodge, a Bluebird by Lark
Shared fridge, microwave
The Nest Hudson

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
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

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 NT$5,896
NT$6,603 total
includes taxes & fees
Dec 15 - Dec 16
Morning Glory B n B Woodstock NY
View from room
Diamond Mills Resort

Diamond Mills Resort

Diamond Mills Resort
3.5 star property
Saugerties
9.4 out of 10, Exceptional, (346)
"Amazing view from the room. We had a great stay. "
United States
Adam
The price is NT$7,663
NT$9,363 total
includes taxes & fees
Jan 8 - 2026/1/9
Diamond Mills Resort
Exterior
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 NT$5,305
NT$5,729 total
includes taxes & fees
Dec 15 - Dec 16
Winwood Condominiums by Windham Mountain Club
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 Round Top Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Love this place when its available. Low key, clean and conveniently near BOTH Hunter and Windham ski areas!"
Bruce 1-night trip
Posted 6 days ago
Hotel Vienna

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Frequently asked questions

Searching for romantic hotels in Round Top?
Are you and your partner looking for a romantic vacation? Our guests also enjoy Round Top for its mountain views. If you want to see some of the sights in Round Top, you might consider checking out Catskill State Park. If you'd like to stay close to a particular destination, 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 Round Top?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Round Top: 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 28°F. The snowiest months in Round Top are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Round Top?
There's nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Round Top has to offer. Couples looking to get out in nature will enjoy Round Top for its mountain views. Catskill State Park is one of the local sights that might be worth a stop.
What's the best way to get to Round Top and around town during my romantic getaway?
These transportation options in Round Top might help your romantic trip get off to a smooth start: To get to Round Top, book a flight to Hudson, NY (HCC-Columbia County), which is the closest major airport, located 17 mi (27.3 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.