Hotels with Swimming Pools in Southold

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Check availability on Southold Hotels with Swimming Pools

Tonight
4 Jul - 5 Jul
Tomorrow
5 Jul - 6 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top Hotels with Swimming Pools in Southold

Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (178)
"Adorable, large, comfortable rooms steps away from the beach. "
Catherine
Ocean Vista Resort
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (286)
"Good family friendly resort! Hope it’s a heated
pool
.. Easy Check-out before 11:00 am!"
Venus Marie
The price is S$523
includes taxes & fees
9 Jul - 10 Jul
Windward Shores Ocean Resort
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (139)
"Close to two towns. Property well maintained. Nice
pool
. Nice grounds. Kids can run around. I would recommend this hotel to others. "
Victor
The price is S$1,556
includes taxes & fees
25 Jul - 26 Jul
Journey East Hampton
East Hampton House Resort
Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (264)
"Great place to stay. Nice
pool
."
Dimitry
The price is S$501
includes taxes & fees
6 Jul - 7 Jul
East Hampton House Resort
Mill House Inn
Front of property – evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (69)
"A beautiful house with super friendly staff that's prompt and ready to serve. House was quiet. Our room had a wonderful view of the windmill across the street. Complimentary breakfast was outstanding. Highly recommended."
David
The price is S$1,592
includes taxes & fees
8 Jul - 9 Jul
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"Had a wonderful stay here. Rosalind and Michael were very gracious hosts and the grounds were spectacular from the heated swimming
pool
to the artsy decor and gorgeous landscaping, gardens and ponds. Everywhere we went, there was always something new to see and enjoy. Easy access and close proximity to private beach. Amazing breakfast served by great staff, can’t say enough about this hidden gem. Would highly recommend!!"
cathy
The price is S$1,480
includes taxes & fees
11 Jul - 12 Jul
East Hampton Art House Bed & Breakfast
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
Erica
The price is S$957
includes taxes & fees
9 Jul - 10 Jul
EHP Resort & Marina
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (158)
"No frills, but great location with a
pool
! Will definitely stay here again. "
Margaret
The price is S$565
includes taxes & fees
8 Jul - 9 Jul
The Sagaponack
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (84)
"We loved this little, quaint property. The room was small, but lovely, air conditioned well, smelled great, lovely bedding, nice products, there was rose and water available near lobby at all times. We could walk to town, took the beach pass to an amazing beach, etc. LOVED!"
Holly
The price is S$1,122
includes taxes & fees
7 Jul - 8 Jul
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"The
pool
is lovely. The room is very spacious and quiet "
Kirill
The price is S$2,033
includes taxes & fees
6 Jul - 7 Jul
Topping Rose House
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.

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.
What are some accommodation options with pools in Southold?
The Shoals Suites and Slips: Offers buffet, a seasonal outdoor pool and free self parking. Vine & Sand: Provides buffet, an indoor pool and free self parking. Quality Inn Old Saybrook - Westbrook: Hotel, 2-minute walk from The Hamptons Beaches. Features spa services, a seasonal outdoor pool and a snack bar/deli. Baron's Cove: Features 2 outdoor swimming pools, an indoor pool and a full-service spa. Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars.
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.