Hotels with Swimming Pool in Southold, New York

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Top Southold Hotels with Swimming Pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (280)
"Great staff and clean rooms"
The price is P4,514
P5,191 total
includes taxes & fees
Oct 7 - Oct 8
Clinton Motel

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (195)
"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

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (260)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel

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 P7,292
P8,330 total
includes taxes & fees
Oct 7 - Oct 8
Hampton's Vacation Inn

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 P8,681
P9,917 total
includes taxes & fees
Oct 7 - Oct 8
Carole's Place B & B

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1004)
"We have stayed there before so have been pleased with it."
The price is P5,411
P6,222 total
includes taxes & fees
Nov 2 - Nov 3
Quality Inn Old Saybrook - Westbrook

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (79)
"Shelter Island is definitely a gem"
The price is P19,219
P24,153 total
includes taxes & fees
Oct 12 - Oct 13
The Pridwin Hotel

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (426)
"Great Staff"
The price is P7,552
P9,762 total
includes taxes & fees
Oct 7 - Oct 8
Hamlet Inn

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 P4,139
P4,760 total
includes taxes & fees
Nov 2 - Nov 3
Econo Lodge Inn & Suites Old Saybrook Westbrook
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 Southold Hotel Reviews

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.