Find Hotels with a Pool in Northwest Harbor, NY

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Check availability on Northwest Harbor Hotels with a Pool

Our top choices for Northwest Harbor hotels with a pool

Exterior
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1266)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is NT$4,323
NT$5,550 total
includes taxes & fees
Dec 15 - Dec 16
Montauk Manor
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is NT$4,183
NT$6,306 total
includes taxes & fees
Dec 15 - Dec 16
The Harbor Front Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is NT$5,276
NT$7,555 total
includes taxes & fees
Jan 13 - 2026/1/14
Sound View Greenport
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, (878)
"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, (394)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NT$3,903
NT$4,491 total
includes taxes & fees
Dec 21 - Dec 22
The Bentley Hotel Southampton
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, (441)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NT$3,201
NT$4,136 total
includes taxes & fees
Dec 19 - Dec 20
Hamlet Inn
Outdoor pool
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.2 out of 10, Wonderful, (80)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is NT$3,622
NT$5,920 total
includes taxes & fees
Jan 8 - 2026/1/9
Offshore Montauk
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, (1002)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is NT$9,639
NT$11,865 total
includes taxes & fees
Dec 15 - Dec 16
Saybrook Point Resort & Marina
Seasonal outdoor pool, pool umbrellas, sun loungers
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Aerial view
Southampton Inn

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (548)
"Such a great location!"
United States
Elizabeth
The price is NT$6,239
NT$7,636 total
includes taxes & fees
Dec 16 - Dec 17
Southampton 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 Northwest Harbor Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!"
Michelle 2-night trip
Posted 5 days ago
Saybrook Point Resort & Marina

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Frequently asked questions

What are some hotels with pools in Northwest Harbor?
Gurney's Montauk Resort & Seawater Spa: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Pier Blue Inn Old Saybrook - Essex: Features a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Offers sun loungers, an indoor pool, and complimentary wireless internet access. Montauk Blue Hotel: Features 2 outdoor pools, an indoor pool, and a full-service spa. Saybrook Point Resort & Marina: Offers free self parking, an 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, check out 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 70°F. Lodging 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 38°F.