Find Hotels with a Pool in Sag Harbor, NY

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Check availability on Sag Harbor Hotels with a Pool

Our top choices for Sag Harbor hotels with a pool

Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (576)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is ₩317,708
₩362,981 total
includes taxes & fees
Dec 17 - Dec 18
Sag Harbor Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (443)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ₩131,664
₩170,173 total
includes taxes & fees
Dec 18 - Dec 19
Hamlet Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1002)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is ₩165,504
₩189,088 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hyatt Place Long Island East End
Outdoor pool
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.2 out of 10, Wonderful, (81)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is ₩170,499
₩278,687 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Offshore Montauk
Exterior
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1268)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is ₩203,541
₩261,284 total
includes taxes & fees
Dec 23 - Dec 24
Montauk Manor
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ₩196,933
₩296,867 total
includes taxes & fees
Dec 21 - Dec 22
The Harbor Front 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.
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Top Sag Harbor Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Holiday family tradition!"
Donald 1-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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Frequently asked questions

What's it like visiting Sag Harbor?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions like Bay Street Theatre and Havens Beach, and then relax and unwind poolside at one of the accommodations in Sag Harbor that guests like for their pools.
What are some hotels with pools in Sag Harbor?
Sag Harbor Inn: Features daily, a seasonal outdoor pool, and free self parking. Gurney's Montauk Resort & Seawater Spa: Offers kitchens, a pool, and televisions. Pier Blue Inn Old Saybrook - Essex: Provides a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars.
How many pool hotels will I be able to find in Sag Harbor?
Expedia has 5 hotels in Sag Harbor for your poolside break.
What is there to see and do in Sag Harbor?
Surround yourself with nature at The Hamptons Beaches and Foster Memorial Town Beach. During your stay, check out sights such as Bay Street Theatre, Sag Harbor Whaling and Historical Museum, and Noyac Golf Club.
When is the best time to book a hotel with a pool in Sag Harbor?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Sag Harbor in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temp is 38°F.