Find Romantic Hotels in Southold, NY

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Check availability on Southold Romantic Hotels

Compare Southold Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

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 Sparkling Pointe, Croteaux Vineyards, or Osprey’s Dominion. 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.
What's the best hotel for a couple going to Southold?
The Shoals Suites and Slips is a favorite hotel for couples, and features wedding services and free breakfast.
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 Sparkling Pointe, Croteaux Vineyards, or Osprey’s Dominion.
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.