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

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (572)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is AED 790
AED 902 total
includes taxes & fees
10 Dec - 11 Dec
Sag Harbor Inn
Pool
Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.

Sag Harbor
The price is AED 14,691
AED 23,687 total
includes taxes & fees
21 Dec - 22 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town

Bay Point
The price is AED 16,528
AED 23,482 total
includes taxes & fees
21 Dec - 22 Dec
Sag Harbor Water View w Dock 1.5ml from town
Outdoor dining
Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home

Sag Harbor
The price is AED 2,332
AED 3,177 total
includes taxes & fees
21 Dec - 22 Dec
Large Room w use of pool/tennis in Spacious home
BBQ/picnic area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (76)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is AED 426
AED 697 total
includes taxes & fees
1 Jan - 2 January 2026
Offshore Montauk
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (391)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is AED 432
AED 497 total
includes taxes & fees
11 Dec - 12 Dec
The Bentley Hotel Southampton
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (440)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is AED 327
AED 423 total
includes taxes & fees
10 Dec - 11 Dec
Hamlet Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
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

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"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 AED 509
AED 653 total
includes taxes & fees
10 Dec - 11 Dec
Montauk Manor
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (544)
"Awesome stay!!! Great Location "
United States
Bryan
The price is AED 404
AED 641 total
includes taxes & fees
22 Dec - 23 Dec
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Lovely rooms and loved the fireplace. Great stay. Awesome few days away from real life!"
Andrew 2-night trip
Posted 9 days ago
Saybrook Point Resort & Marina

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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. Montauk Blue Hotel: Provides a seasonal outdoor pool, an indoor pool, and a private beach. Sound View Greenport: Features sun loungers, an indoor pool, and complimentary wireless internet access. Saybrook Point Resort & Marina: Offers 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 Havens Beach. During your stay, check out sights such as Bay Street Theatre, Sag Harbor Whaling and Historical Museum, and Foster Memorial Town Beach.
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.