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Find Hotels with an Outdoor Pool in Southold, NY

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Top Southold Hotels with an Outdoor Pool

Vine & Sand

3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
$320 nightly
The price is $366
Dec 3 - Dec 4
Total with taxes and fees
Vine & Sand

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (535)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
$147 nightly
The price is $168
Dec 21 - Dec 22
Total with taxes and fees
The Harbor Front Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (438)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
$99 nightly
The price is $111
Nov 24 - Nov 25
Total with taxes and fees
Hamlet Inn

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (383)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
$103 nightly
The price is $118
Nov 25 - Nov 26
Total with taxes and fees
The Bentley Hotel Southampton

North Fork Cottages & RV Resort

3.0 star property
Greenport
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$176 nightly
The price is $201
Nov 23 - Nov 24
Total with taxes and fees
North Fork Cottages & RV Resort

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (294)
"Great staff and clean rooms"
United States
Tyler
$78 nightly
The price is $90
Nov 30 - Dec 1
Total with taxes and fees
Clinton Motel

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (593)
"Staff was amazing , room clean view phenomenal "
United States
Denise
$199 nightly
The price is $227
Dec 18 - Dec 19
Total with taxes and fees
Sound View Greenport

Hyatt Place Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1003)
"Loved this hotel. Rooms were spacious and clean and the area is very quaint!"
United States
Ryan
$124 nightly
The price is $142
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Place Long Island East End

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (970)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
$138 nightly
The price is $158
Dec 6 - Dec 7
Total with taxes and fees
The Atlantic Hotel

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1005)
"We love the stay everything was perfect"
United States
angelica
$175 nightly
The price is $202
Nov 23 - Nov 24
Total with taxes and fees
Water's Edge Resort & Spa
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Find out more about Southold

Discover top Southold attractions

In Southold, New York, travelers seeking a relaxing vacation are invited to explore its charming coastal beauty and family-friendly activities. Start your journey at the picturesque Southold Town Beach, where the sandy shores and gentle waves provide a perfect backdrop for a day of sunbathing or building sandcastles with the kids. For a taste of local culture, visit the historic Horton Point Lighthouse, which offers stunning views of the Long Island Sound and a glimpse into maritime history. Nature enthusiasts can stroll through the serene trails of the Southold Nature Center, where you can spot native wildlife and enjoy the tranquility of the surrounding wetlands. Families can also enjoy a delightful afternoon at the nearby vineyards, such as the Lieb Cellars, where adults can indulge in wine tastings while kids can explore the sprawling grounds. To top off your experience, consider staying in the North Fork area, where hotels with pools offer a refreshing retreat after a day of exploration. Many accommodations in this region boast family-friendly amenities and attentive service, ensuring a pampered experience for travelers looking to unwind and create lasting memories.

Find the best hotels with an outdoor pool in Southold

For travelers seeking a refreshing escape in Southold, New York, these hotels offer inviting outdoor pools perfect for relaxation and enjoyment in the sun.

Vine & Sand

  • Why it's great for poolside lounging: Vine & Sand is an exceptional choice for travelers looking to unwind by the pool, a perfect review rating of 10.0. This charming hotel features an inviting outdoor pool complemented by an outdoor shower, providing a delightful way to cool off after a day of exploring the beautiful surrounding vineyards and beaches.
  • Other amenities: Guests can enjoy a range of amenities including a terrace and yard for leisurely afternoons, along with complimentary buffet breakfast options. The hotel also offers beach towels, Egyptian cotton sheets, and premium bedding for added comfort. With features like a porch or lanai, vineyard views, and easy access to nearby private beaches, Vine & Sand ensures a relaxing and enjoyable stay.
  • Nearby attractions: Croteaux Vineyards - 0.43 miles, Osprey's Dominion - 0.62 miles, Sannino's Bella Vita Vineyard - 1.11 miles

Top Southold Hotel Reviews

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