An aerial view of a harbor with boats, a ship, and a dock extending into the water.

Hotels with Swimming Pool in Greenport, New York

  • 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 Greenport Hotels with Swimming Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Greenport hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
P10,077
P13,299 total
includes taxes & fees
Nov 1 - Nov 2
The Harbor Front Inn
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A beach bar with wooden chairs and a small table, overlooking the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
P11,993
P15,489 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
A poolside area with lounge chairs and yellow umbrellas.
A wooden desk with drawers, a chair, a lamp, and a framed picture on the wall.
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden shower enclosure with a tiled wall, a showerhead, and a toilet visible through the door.

3. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
P16,264
P20,491 total
includes taxes & fees
Nov 1 - Nov 2
Oyster Estate
Outdoor pool
Room
Beach
Room

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
P10,573
P19,020 total
includes taxes & fees
Nov 1 - Nov 2
Cliffside Resort Condominiums
A poolside area with a hat and towel on a lounge chair.
A modern house with a deck, outdoor seating, and a fire pit.
A modern bathroom with a black bathtub, white sink, and shower area. There are framed pictures on the wall and a potted plant on the counter.
A modern living room with a sofa, a dining table, and a kitchen area in the background.

5. North Fork Resort

North Fork Resort
Greenport
P16,664
P19,038 total
includes taxes & fees
Oct 5 - Oct 6
North Fork Resort
Property amenity
Property amenity
Bar (on property)
Terrace/patio

6. Shelter Island House

Shelter Island House
Shelter Island Heights
  • Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
P12,589
P14,382 total
includes taxes & fees
Oct 5 - Oct 6
Shelter Island House
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.
A waterfront property with a large house, multiple boats docked, and lush greenery.

7. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
P13,699
P15,651 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

8. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
  • Pristine waters await at this coastal retreat with private beach access and year-round pools.
P9,805
P12,355 total
includes taxes & fees
Nov 1 - Nov 2
Water's Edge Resort & Spa
A poolside area with lounge chairs, umbrellas, and a view of boats in the background.
A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.
A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

9. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
  • Take a dip in two refreshing pools at this Long Island hotel, where poolside relaxation meets marina adventure and family fun.
P9,758
P11,149 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Long Island East End
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A spacious living room with a fireplace, comfortable seating, and large windows.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

10. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
P25,615
P32,192 total
includes taxes & fees
Nov 2 - Nov 3
Faraway Sag Harbor
View all properties

Choose what matters most at hotels with a pool in Greenport

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Greenport Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The property was definitely worth a five-star rating and the views of the Bay were tremendous! The rooms were very clean and the beds were super comfortable. I had a wonderful breakfast looking out over the water. It was magical"
Melanie 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa

Frequently asked questions

What are some hotels with pools in Greenport?
Sound View Greenport: Features a private beach, a seasonal outdoor pool, and 2 bars. Zey Hotel: Provides free self parking, a seasonal outdoor pool, and complimentary wireless internet access. North Fork Resort: Features daily, a seasonal outdoor pool, and sun loungers. The Harbor Front Inn: Features a private beach, a seasonal outdoor pool, and free self parking. Silver Sands Motel & Beach Bungalows: Provides free self parking, a seasonal outdoor pool, and complimentary bicycles.
What is there to see and do in Greenport?
Make a point to visit attractions like 67 Steps Beach and Greenport Carousel. During your stay, check out sights such as East End Seaport Maritime Museum, Kontokosta Winery, and Greenport Harbor Brewing Company. Take in the natural beauty of Greenport with the beaches.
When is the best time to book a hotel with a pool in Greenport?
You may want to consider a place to stay that has an outdoor pool if you will be visiting Greenport in the warmest months of August, July, or September when the average temp 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.
What's the best way to travel around Greenport?
Knowing the transportation options in Greenport can help you enjoy the area beyond your hotel pool. To see more of the larger area, hop aboard a train at Greenport Station. Greenport might not have very many public transit options so consider renting a car to explore more.

Explore a world of travel with Expedia