Sag Harbor Hotel with Pool

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Check availability on Sag Harbor Hotel 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 HK$1,671
HK$1,909 total
includes taxes & fees
28 Dec - 29 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.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is HK$31,085
HK$50,342 total
includes taxes & fees
1 Jan - 2 Jan 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 HK$34,971
HK$49,685 total
includes taxes & fees
30 Dec - 31 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

Large Room w use of pool/tennis in Spacious home
Sag Harbor
The price is HK$4,441
HK$6,406 total
includes taxes & fees
29 Dec - 30 Dec
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, (86)
"Hotel was beautiful !!"
United States
Erica
The price is HK$902
HK$1,475 total
includes taxes & fees
11 Jan - 12 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 HK$855
HK$977 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 HK$824
HK$942 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, (880)
"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 HK$1,077
HK$1,383 total
includes taxes & fees
5 Jan - 6 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 HK$692
HK$895 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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Location is beautiful! Rooms are very nice and the staff are very helpful "
Lisa 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

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. Escape to Sag Harbor: Offers sunloungers, a pool and kitchens. Gurney's Montauk Resort & Seawater Spa: Provides kitchens, a pool and televisions. Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: 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.

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