Sag Harbor Hotel Guide - Hotels with Pool in Sag Harbor, New York

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Check availability on Sag Harbor Hotels with Pool

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Top Sag Harbor Hotels with 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 €190
includes taxes & fees
7 Dec - 8 Dec
Sag Harbor Inn
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 €726
includes taxes & fees
7 Dec - 8 Dec
Large Room w use of pool/tennis in Spacious home
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 €5,626
includes taxes & fees
8 Dec - 9 Dec
Sag Harbor Water View w Dock 1.5ml from town
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 €5,648
includes taxes & fees
10 Dec - 11 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.
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, (390)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is €116
includes taxes & fees
11 Dec - 12 Dec
The Bentley Hotel Southampton
BBQ/picnic Area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
9.2 out of 10, Wonderful, (74)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is €163
includes taxes & fees
1 Jan - 2 Jan 2026
Offshore Montauk
Indoor pool, outdoor pool
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1001)
"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 €115
includes taxes & fees
5 Jan - 6 Jan 2026
Hyatt Place Long Island East End
Seasonal outdoor pool, pool umbrellas, pool 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
Children’s activities
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4.0 star property
Montauk
8.2 out of 10, Very good, (696)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is €463
includes taxes & fees
5 Jan - 6 Jan 2026
Gurney's Montauk Resort & Seawater Spa
Outdoor pool, pool loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (287)
"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
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
"Lovely rooms and loved the fireplace. Great stay. Awesome few days away from real life!"
Andrew 2-night trip
Posted 6 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. Montauk Blue Hotel: Provides a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Features sunloungers, 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 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 Havens Beach. During your stay, visit 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 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.