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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 ₹13,421
₹16,448 total
includes taxes & fees
15 Dec - 16 Dec
Hunter Lodge, a Bluebird by Lark
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 traveller
The price is ₹17,090
₹19,140 total
includes taxes & fees
15 Dec - 16 Dec
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 ₹22,212
₹27,139 total
includes taxes & fees
8 Jan - 9 Jan 2026
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 ₹15,376
₹16,606 total
includes taxes & fees
15 Dec - 16 Dec
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 5 days ago
Hotel Vienna

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Frequently asked questions

Searching for romantic hotels in Round Top?
Are you in need of a romantic getaway? 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're interested in staying near a particular destination, you can sort by neighbourhood or distance to top landmarks, 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, take a look at these details about year-round temperatures in Round Top: The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Round Top are January, March, December and November, with each month seeing an average of 18 cm of snowfall.
What is there to do in Round Top?
There's nothing better than experiencing 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 go off without a hitch: 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 centre. If you'd like to explore around the area, consider renting a car to explore more sights.