Search Hotels with Pool in Southold

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Check availability on Southold Hotels with Pool

Top Southold Hotels with Pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (280)
"Great staff and clean rooms"
The price is 2.055.378 ₫
2.363.685 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Clinton Motel

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort

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 2.463.819 ₫
2.833.392 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook

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 3.321.612 ₫
3.794.810 ₫ total
includes taxes & fees
12 Oct - 13 Oct
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 3.952.650 ₫
4.515.771 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Carole's Place B & B

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (263)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel

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 1.885.674 ₫
2.168.525 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (188)
"Great stay!"
The price is 4.482.305 ₫
6.174.746 ₫ total
includes taxes & fees
16 Oct - 17 Oct
The Sagaponack

Hamlet Inn

2.0 star property
8.6 out of 10, Excellent, (427)
"Great Staff"
The price is 2.822.192 ₫
3.647.769 ₫ total
includes taxes & fees
9 Nov - 10 Nov
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.

Top Southold Hotel Reviews

Frequently asked questions

What's it like visiting Southold?
If laying by the pool is your idea of the perfect getaway, you may want to consider family-friendly Southold, which offers 6 places to stay with pools. During your visit, you can explore sights such as Sparkling Pointe and Croteaux Vineyards, and then kick back and relax poolside at one of the accommodation options in Southold that guests like for their pools.
How many pool hotels are there 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 that offers an outdoor pool if you plan to visit Southold in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temp is 3°C.
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 see more of the larger area, hop on a train at Southold Station. Southold may not have many public transport options to choose from, so consider renting a car to explore more.