Find Romantic Hotels in Red Hook, NY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Red Hook Romantic Hotels

This weekend
Next weekend

Top Red Hook Romantic Hotels

rural, serene + sophisticated space

Red Hook
10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is SAR 1,122
SAR 1,438 total
includes taxes & fees
8 Dec - 9 Dec
rural, serene + sophisticated space

DoubleTree by Hilton Poughkeepsie Convention Center

4.0 star property
Downtown Poughkeepsie
8.4 out of 10, Very Good, (1002)
"Courteous staff, clean and well outfitted rooms, nice breakfast buffet. "
United States
Kaye
The price is SAR 372
SAR 435 total
includes taxes & fees
9 Dec - 10 Dec
DoubleTree by Hilton Poughkeepsie Convention Center

Beekman Arms and Delamater Inn

3.5 star property
Rhinebeck
8.4 out of 10, Very Good, (798)
"Really enjoyed staying at this lovely property."
United States
Kenneth
The price is SAR 388
SAR 439 total
includes taxes & fees
1 Jan - 2 January 2026
Beekman Arms and Delamater Inn

The Nest Hudson

3.5 star property
Hudson
9.6 out of 10, Exceptional, (209)
"What a beautiful stay right in the heart of Hudson. Cute, cozy, super clean with everything you need! "
United States
Kseniya
The Nest Hudson

Interlaken Inn & Resort

3.5 star property
Lakeville
8.2 out of 10, Very Good, (270)
"The staff is courteous and accommodating especially the restaurant staff."
United States
Christian
The price is SAR 782
SAR 899 total
includes taxes & fees
7 Dec - 8 Dec
Interlaken Inn & Resort

The Millerton Inn

2.0 star property
Millerton
8.0 out of 10, Very Good, (9)
"Beautiful property, only stayed one night for business but it was very nice. Great burger at the restaurant downstairs! Possibly one of the best burgers I’ve ever had!"
United States
Jason
The price is SAR 605
SAR 684 total
includes taxes & fees
1 Jan - 2 January 2026
The Millerton Inn

Hotel Kinsley

3.5 star property
Stockade District
9.0 out of 10, Wonderful, (330)
"Room was great and staff very friendly"
Canada
Byron
The price is SAR 826
SAR 1,075 total
includes taxes & fees
4 Jan - 5 January 2026
Hotel Kinsley

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 SAR 769
SAR 1,924 total
includes taxes & fees
10 Dec - 11 Dec
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
The price is SAR 747
SAR 1,454 total
includes taxes & fees
13 Dec - 14 Dec
Streamside Cottage Half Mile to Town of Woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
The price is SAR 675
SAR 1,173 total
includes taxes & fees
7 Dec - 8 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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.

Top Red Hook Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Red Hook?
If you and your partner need a romantic escape, we've got just the thing. Our guests also enjoy Red Hook for its coffeehouses and lakeside setting. If you want to explore the area, you might head to Old Rhinebeck Aerodrome, Poet's Walk Park, or Red Hook Golf Club. If you're interested in staying close to a particular destination, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Red Hook?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Red Hook: The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Red Hook are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Red Hook?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Red Hook. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Red Hook for its coffeehouses. A visit to Old Rhinebeck Aerodrome, Poet's Walk Park, or Red Hook Golf Club might be just the ticket when you're checking out the sights.
What's the best way to get to Red Hook and around town during my romantic getaway?
This information about transportation options in Red Hook might help your romantic getaway go off without a hitch: If you're looking to fly to Red Hook, the closest major airport is Hudson, NY (HCC-Columbia County), located 22.3 mi (35.9 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.