Hotels with Swimming Pool, Southold New York

Q: What are some accommodations with pools in Southold?

The Shoals Suites and Slips : Features a sauna, a pool, and sun loungers. Sound View Greenport : Offers a private beach, a seasonal outdoor pool, and 2 bars. Water's Edge Resort & Spa : Features a seasonal outdoor pool, an indoor pool, and a private beach. Residence Inn by Marriott New York Long Island East End : Offers a seasonal outdoor pool, an indoor pool, and 2 hot tubs. Hyatt Place Long Island East End : Provides an indoor pool, an outdoor pool, and 2 bars.

Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.

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Our top choices for Southold hotels with a pool

Vine & Sand

Southold

Judy

Clinton Motel

Clinton

Michael

P5,217 total

includes taxes & fees

Feb 23 - Feb 24

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Southampton

Chyanne

P6,494 total

includes taxes & fees

Feb 23 - Feb 24

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

The Harbor Front Inn

Greenport

Pamela

P10,332 total

includes taxes & fees

Feb 23 - Feb 24

Windward Shores Ocean Resort

Napeague

Jerry

P10,336 total

includes taxes & fees

Feb 25 - Feb 26

Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Hilary

P4,483 total

includes taxes & fees

Mar 1 - Mar 2

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Choose what matters most at hotels with a pool in Southold

Breakfast included

4 stars

Top Southold Hotel Reviews

Hilton Garden Inn Riverhead

10/10 Excellent

"The room was fine, but we had kind of a hard time having somebody clean the room while we were at our stay"

Saybrook Point Resort & Marina

10/10 Excellent

"Staff were so welcoming, knowledgeable and helpful! Room was gorgeous with a perfect view of the marina and the light house; the fireplace and cozy chairs with blankets were great - best to enjoy with a cup of delicious coffee and cake - which we did! We had the best salmon and pork chop of our lives!!! king size bed was comfortable and the bathroom was bright, well-appointed and spacious! Definitely order the breakfast in your room - you will NOT be disappointed! the Saybrook location is central - and allowed us to go thrifting, antiquing and catch the great Jimmy Greene at the Side Door - just 3 miles away from the resort! We are coming back soon!"

Frequently asked questions

What's it like visiting Southold?

If lounging next to a pool is your idea of the perfect getaway, you may want to check out family-friendly Southold, which has 6 places to stay with pools. While you're visiting, you can explore sights such as The Old Field Vineyards and Croteaux Vineyards, and then relax and unwind poolside at one of the accommodations in Southold that guests like for their pools.

What are some accommodations with pools in Southold?

The Shoals Suites and Slips: Features a sauna, a pool, and sun loungers. Sound View Greenport: Offers a private beach, a seasonal outdoor pool, and 2 bars. Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool, and a private beach. Residence Inn by Marriott New York Long Island East End: Offers a seasonal outdoor pool, an indoor pool, and 2 hot tubs. Hyatt Place Long Island East End: Provides an indoor pool, an outdoor pool, and 2 bars.

How many pool hotels should I expect to find in Southold?

Expedia has 6 hotels in Southold for your poolside break.

What is there to see and do in Southold?

Enjoy a stroll along the shore at Horton Lane Beach and McCabe's Beach. Discover sights such as The Old Field Vineyards, Croteaux Vineyards, and Osprey's Dominion during your stay.

When is the best time to book a hotel with a pool in Southold?

You may want to think about a place to stay with an outdoor swimming pool if you will be visiting Southold in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temp is 38°F.

What's the best way to travel around Southold?

Knowing the transportation options in Southold can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, ride aboard one of the trains from Southold Station. Southold might not have many public transit options to choose from so consider renting a car to explore more.

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