Find Romantic Hotels in Southold, NY from CA $246

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Check availability on Southold Romantic Hotels

Our top choices for Southold romantic hotels

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (242 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is CA $215
CA $246 total
includes taxes & fees
Mar 22 - Mar 23
The Shoals Suites and Slips
Property grounds

Aqua by American Beech - Superior King

Aqua by American Beech - Superior King
Aquebogue
10.0 out of 10, Exceptional, (5 reviews)
"Had the best stay! Will be back "
United States
Jennifer
The price is CA $162
CA $273 total
includes taxes & fees
Feb 24 - Feb 25
Aqua by American Beech - Superior King
Terrace/patio

Aqua by American Beech - Rooftop Suite

Aqua by American Beech - Rooftop Suite
Aquebogue
10.0 out of 10, Exceptional, (1 review)
"Quick stay after a day at the wineries. Location is is set in a beautiful quiet area and the view is just amazing. The staff could truly not be any better, any request or issue was dealt with in literally a minute. Room was perfect, clean and made you feel at home with anything you needed. Will definitely be back!"
United States
Jerrold H.
The price is CA $271
CA $416 total
includes taxes & fees
Feb 24 - Feb 25
Aqua by American Beech - Rooftop Suite
Terrace/patio

Aqua by American Beech - Deluxe King

Aqua by American Beech - Deluxe King
Aquebogue
9.0 out of 10, Wonderful, (2 reviews)
"The property was lovely. The staff was super sweet and attentive. I would love to go back when theres better weather. Love the decor, sweet little touches and lovelt amenities "
United States
Nicole T.
The price is CA $190
CA $307 total
includes taxes & fees
Feb 22 - Feb 23
Aqua by American Beech - Deluxe King
Dining

American Beech in Greenport - Deluxe King Suite 12

American Beech in Greenport - Deluxe King Suite 12
Greenport
The price is CA $203
CA $324 total
includes taxes & fees
Feb 22 - Feb 23
American Beech in Greenport - Deluxe King Suite 12
Bar (on property)

American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Perfect Great place"
United States
Dean J.
The price is CA $176
CA $290 total
includes taxes & fees
Feb 22 - Feb 23
American Beech in Greenport NY - King Suite 1
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (298 reviews)
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
The price is CA $442
CA $505 total
includes taxes & fees
Feb 24 - Feb 25
Zey Hotel
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
"Everything was excellent, best hotel on the north fork. "
United States
Dan
The price is CA $240
CA $275 total
includes taxes & fees
Feb 22 - Feb 23
Silver Sands Motel & Beach Bungalows
Terrace/patio

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (196 reviews)
"Very nice and very clean."
United States
Daniel
The price is CA $211
CA $296 total
includes taxes & fees
Feb 22 - Feb 23
American Beech Hotel
Breakfast, lunch, brunch served; local cuisine

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (556 reviews)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is CA $205
CA $257 total
includes taxes & fees
Mar 5 - Mar 6
Southampton Inn
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 Southold Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The view of the ocean and gazebos were amazing. Everyone was so courteous and it wasn't a madhouse. Quiet and relaxing. The pool was also nice and warm"
Lacey 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa

Frequently asked questions

Searching for romantic hotels in Southold?
If you and your partner need a romantic escape, we'd like to help you plan for it. You might consider checking out some of the nearby sights and attractions such as The Old Field Vineyards, Croteaux Vineyards, or Horton Lane Beach. If you're interested in staying near a certain attraction, you can sort properties by neighborhood 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 Southold?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Southold: The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What is there to do in Southold?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in Southold. If you want to spend a day exploring, you might consider a stop at The Old Field Vineyards, Croteaux Vineyards, or Horton Lane Beach.
What's the best way to get to Southold and around town during my romantic getaway?
These transportation options in Southold might help your romantic trip get off to a smooth start: Make your way to Southold with a flight to East Hampton, NY (HTO), which is the closest major airport located 11.8 mi (18.9 km) from the city center. If you want to explore the larger area, ride aboard one of the trains from Southold Station.

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