Find Hotels with a Pool in Sag Harbor, NY

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Check availability on Sag Harbor Hotels with a Pool

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Dec 31 - Jan 1
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Jan 1 - Jan 2
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Jan 2 - Jan 4
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Jan 9 - Jan 11

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, (581)
"Lovely hotel, very clean and friendly! Definitely going back!"
United States
Hollie
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.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ￥623,880
￥1,003,065 total
includes taxes & fees
Jan 13 - Jan 14, 2026
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

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is ￥701,865
￥996,828 total
includes taxes & fees
Jan 13 - Jan 14, 2026
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

Large Room w use of pool/tennis in Spacious home
Sag Harbor
The price is ￥89,137
￥128,390 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Large Room w use of pool/tennis in Spacious home
BBQ/picnic area
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (91)
"Hotel was beautiful !!"
United States
Erica
The price is ￥18,108
￥29,599 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Offshore Montauk
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, (1002)
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is ￥16,533
￥18,888 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Hotel Indigo East End by IHG
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 ￥16,689
￥19,067 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Long Island East End
Exterior
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1276)
"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 ￥21,617
￥27,750 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Montauk Manor
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, (880)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary 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, (445)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is ￥13,616
￥17,599 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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.
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Top Sag Harbor Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Breakfasts were great, dinner was good and service was very good. Our rooms were clean and well appointed."
Warner 2-night trip
Posted 3 days ago
Saybrook Point Resort & Marina

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. Escape to Sag Harbor: Offers sun loungers, a pool, and kitchens. 9BR Sag Harbor PRIVATE w/ Pool-Tennis- B-ball- HotTub: Provides kitchens, a pool, and televisions. Gurney's Montauk Resort & Seawater Spa: Features 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.
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 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.