Find Hotels with a Pool in Southold, NY

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Check availability on Southold Hotels with a Pool

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Top Southold Hotels with a Pool

Clinton Motel
Seasonal outdoor pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (280)
"Great staff and clean rooms"
The price is NT$2,379
NT$2,736 total
includes taxes & fees
Oct 13 - Oct 14
Clinton Motel
Ocean Vista Resort
Indoor pool, a waterfall pool

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (196)
"Lovely short stay! Right on the beautiful beach. Staff were so welcoming and even quickly sent me something I accidentally left behind in the room. Absolutely plan to be back!"
Ocean Vista Resort
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1006)
"We have stayed there before so have been pleased with it."
The price is NT$2,851
NT$3,279 total
includes taxes & fees
Nov 3 - Nov 4
Quality Inn Old Saybrook - Westbrook
Hampton's Vacation Inn
Children's activities

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is NT$3,843
NT$4,390 total
includes taxes & fees
Oct 9 - Oct 10
Hampton's Vacation Inn
Carole's Place B & B
Property grounds

Carole's Place B & B

3.0 star property
9.8 out of 10, Exceptional, (59)
"Small B&B with a charming old school vibe. Second time we’ve stayed there and we will return."
The price is NT$4,575
NT$5,226 total
includes taxes & fees
Oct 9 - Oct 10
Carole's Place B & B
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (262)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (456)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
The price is NT$2,181
NT$2,509 total
includes taxes & fees
Nov 2 - Nov 3
Econo Lodge Inn & Suites Old Saybrook Westbrook
The Sagaponack
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (188)
"Great stay!"
The price is NT$5,188
NT$7,146 total
includes taxes & fees
Oct 14 - Oct 15
The Sagaponack
Hamlet Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (427)
"Great Staff"
The price is NT$3,815
NT$4,931 total
includes taxes & fees
Oct 9 - Oct 10
Hamlet 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.
View all properties

Top Southold Hotel Reviews

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

10/10 Excellent
"Great experience, loved the bartender and happy hour. Very friendly staff ."
frances 2-night trip
Posted 4 days ago
Hotel Indigo East End by IHG

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Sparkling Pointe 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: Provides buffet, an indoor pool, and free self parking. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool, and 2 bars. Quality Inn Old Saybrook - Westbrook: Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. Sound View Greenport: Offers 2 outdoor pools, an indoor pool, and a full-service spa. The Atlantic Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
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 McCabe's Beach and Horton Lane Beach. Discover sights such as Sparkling Pointe, 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.