Search Hotels with Pool in Sag Harbor

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Check availability on Sag Harbor Hotels with Pool

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

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, (580)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is ฿6,681
฿7,633 total
includes taxes & fees
28 Dec - 29 Dec
Sag Harbor Inn
BBQ/picnic Area
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (86)
"Hotel was beautiful !!"
United States
Erica
The price is ฿3,603
฿5,889 total
includes taxes & fees
14 Jan - 15 Jan 2026
Offshore Montauk
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 ฿3,414
฿3,900 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Long Island East End
Pool
Hotel Indigo East End by IHG

Hotel Indigo East End by IHG

Hotel Indigo East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1001)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is ฿3,294
฿3,763 total
includes taxes & fees
27 Jan - 28 Jan 2026
Hotel Indigo East End by IHG
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, (879)
"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, (1273)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ฿4,301
฿5,522 total
includes taxes & fees
12 Jan - 13 Jan 2026
Montauk Manor
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, (444)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ฿2,769
฿3,578 total
includes taxes & fees
28 Dec - 29 Dec
Hamlet 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.
View all properties

Top Sag Harbor Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Everything was perfect. Staff, room, experience. Will definitely stay again. "
Kristy 1-night trip
Posted 12 days ago
Gurney's Montauk Resort & Seawater Spa
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Great hotel for a quick stay - very friendly staff"
Dianne 1-night trip
Posted 1 month ago
The Atlantic Hotel

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 sunloungers, a pool and kitchens. Water's Edge Resort & Spa: Provides kitchens, a pool and televisions. Sound View Greenport: Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel: Offers a seasonal outdoor pool, an indoor pool and a private beach.
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 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.