Hotels with Swimming Pools in Northwest Harbor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Northwest Harbor Hotels with Swimming Pools

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
3.5 star property
Greenport
8.8 out of 10, Excellent, (562 reviews)
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is S$211
includes taxes & fees
15 Jan - 16 Jan
The Harbor Front Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (606 reviews)
"Nice place"
United States
Mateusz
The price is S$234
includes taxes & fees
3 Feb - 4 Feb
Sound View Greenport
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,281 reviews)
"Very beautiful place, staff are amazing. Thank you"
United States
Frank
The price is S$229
includes taxes & fees
20 Jan - 21 Jan
Montauk Manor
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (882 reviews)
"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
2.0 star property
Southampton
9.6 out of 10, Exceptional, (422 reviews)
"The rooms were so nice! Definitely gonna be back!"
United States
Cory
The price is S$179
includes taxes & fees
20 Jan - 21 Jan
The Bentley Hotel Southampton
Sports court

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (978 reviews)
"Good place to stay in this area"
United States
Brenda
The Atlantic Hotel
Exterior

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is S$161
includes taxes & fees
15 Jan - 16 Jan
Southampton Long Island Hotel
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,003 reviews)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is S$396
includes taxes & fees
9 Feb - 10 Feb
Saybrook Point Resort & Marina
Seasonal outdoor pool, pool umbrellas, pool loungers

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (162 reviews)
"Amazing stay"
United States
Liana
The price is S$299
includes taxes & fees
18 Jan - 19 Jan
Journey East Hampton
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (447 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is S$144
includes taxes & fees
15 Jan - 16 Jan
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 Northwest Harbor Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible ! "
Etsuko 2-night trip
Posted 3 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What are some hotels with pools in Northwest Harbor?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Offers sunloungers, an indoor pool and complimentary wireless Internet access. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Features free self parking, an outdoor pool and complimentary wireless Internet access. Offshore Montauk: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Bentley Hotel Southampton: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts.
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.

Explore a world of travel with Expedia