Hotels with Pool & Resorts in Northwest Harbor from NZ$247

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Check availability on Northwest 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 Northwest Harbor hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (552)
"Room and staff were amazing. "
United States
Manuel
The price is NZ$311
includes taxes & fees
26 Jan - 27 Jan 2026
The Harbor Front 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 NZ$305
includes taxes & fees
5 Jan - 6 Jan 2026
Montauk Manor
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is NZ$358
includes taxes & fees
29 Dec - 30 Dec
Sound View Greenport
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
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (405)
"Room was beautiful and spacious. Staff was courteous and on point. "
United States
Ron
The price is NZ$247
includes taxes & fees
4 Jan - 5 Jan 2026
The Bentley Hotel Southampton
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1001)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is NZ$621
includes taxes & fees
8 Jan - 9 Jan 2026
Saybrook Point Resort & Marina
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 NZ$421
includes taxes & fees
28 Dec - 29 Dec
Sag Harbor Inn
Outdoor pool, pool loungers
Daunt's Albatross Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (290)
"Daunts is our home away from home when we visit Montauk. From the convenience to the superb hospitality and comfortable rooms. If you’re visiting MTK you have to stay at Daunts, and their pet friendly "
United States
Yohayna
Daunt's Albatross Motel
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 NZ$325
includes taxes & fees
11 Jan - 12 Jan 2026
Offshore Montauk
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
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 Northwest 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 13 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What are some hotels with pools in Northwest Harbor?
Safari Tent Glamping,S5-CedarPt, East Hampton, NY: Offers a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Provides a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Features sunloungers, an indoor pool and complimentary wireless Internet access. Montauk Blue Hotel: Features free self parking, an outdoor pool and complimentary wireless Internet access. Pier Blue Inn Old Saybrook - Essex: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access.
What is there to see and do in Northwest Harbor?
Surround yourself with nature at LongHouse Reserve and The Hamptons Beaches. During your stay, visit sights such as Three Mile Harbor, Sag Harbor State Golf Course and Cedar Point County Park.
When is the best time to book a hotel with a pool in Northwest Harbor?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Northwest Harbor in the warmest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or March, when the average temp is 4°C.