Search Hotels with Swimming Pool in Sag Harbor

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Check availability on Sag Harbor Hotels with Swimming 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, (574)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is ₹19,429
₹22,198 total
includes taxes & fees
14 Dec - 15 Dec
Sag Harbor Inn
Outdoor pool
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (79)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is ₹10,492
₹17,149 total
includes taxes & fees
1 Jan - 2 Jan 2026
Offshore Montauk
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (394)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is ₹10,259
₹11,812 total
includes taxes & fees
14 Dec - 15 Dec
The Bentley Hotel Southampton
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, (441)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ₹8,052
₹10,407 total
includes taxes & fees
14 Dec - 15 Dec
Hamlet Inn
Seasonal outdoor pool, pool umbrellas, pool 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
Exterior
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1266)
"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 ₹12,525
₹16,078 total
includes taxes & fees
15 Dec - 16 Dec
Montauk Manor
Exterior
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (288)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
The price is ₹15,147
₹17,306 total
includes taxes & fees
1 Jan - 2 Jan 2026
Daunt's Albatross Motel
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!"
Michelle 2-night trip
Posted 5 days ago
Saybrook Point Resort & Marina

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Frequently asked questions

What's it like visiting Sag Harbor?
If lounging by a pool is your idea of a great holiday, you may want to look at Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions such as Bay Street Theatre and Havens Beach, and then kick back and relax poolside at one of the accommodation options 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 can I expect 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, visit 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 accommodation that has an outdoor pool if you'll be visiting Sag Harbor in the hottest months of August, July or September, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temp is 3°C.