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

Find Hotels with a Pool in Greenport, NY

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Check availability on Greenport Hotels with a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Greenport hotels with a pool

A rectangular swimming pool with a deck area, surrounded by lounge chairs and umbrellas.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
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 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.
NT$8,231
NT$10,307 total
includes taxes & fees
Oct 4 - Oct 5
The Harbor Front Inn
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A spacious room with wicker furniture, large windows, and a view of the sea.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A seaside restaurant with outdoor seating, a deck, and a view of the ocean.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
NT$8,406
NT$10,508 total
includes taxes & fees
Oct 1 - Oct 2
Sound View Greenport
A poolside area with lounge chairs and yellow umbrellas.
A cozy interior with a wooden bench, a sofa, and a bar area.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

3. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
NT$10,886
NT$13,715 total
includes taxes & fees
Oct 5 - Oct 6
Oyster Estate

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
NT$9,143
NT$13,266 total
includes taxes & fees
Oct 5 - Oct 6
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 living room with a sofa, a dining table, and a kitchen area in the background.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

5. North Fork Resort

North Fork Resort
Greenport
NT$10,167
NT$11,616 total
includes taxes & fees
Sep 14 - Sep 15
North Fork Resort

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.
NT$6,368
NT$7,276 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.
A person sitting on a bench with a drink, overlooking a waterfront with a flag and a view of the water.
A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.

7. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
  • Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
NT$16,042
NT$20,161 total
includes taxes & fees
Sep 14 - Sep 15
The Pridwin Hotel
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A hotel room with a large bed, a sofa, a TV on a shelf, and a window with curtains.
A backyard with a large chessboard, outdoor furniture, and a house.
A bathroom with a shower, a bathtub, a window with a view of trees, a framed picture on the wall, and a potted plant.

8. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
  • Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
NT$9,920
NT$11,334 total
includes taxes & fees
Sep 15 - Sep 16
West Neck Guesthouse
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.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.

9. 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.
NT$5,672
NT$7,069 total
includes taxes & fees
Oct 7 - Oct 8
Water's Edge Resort & Spa
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 spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A hotel lobby with a sofa, chairs, tables, and a large window.

10. 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.
NT$10,253
NT$11,714 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn
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
"Everything is perfect of what we need for short getaway to wind down labor day weekend. Short ride to New York . Thank you Waters edge resort and Spa . Westbrook Ct ."
Michael 1-night trip
Posted 20 hours ago
Water's Edge Resort & Spa
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"
Nancy 2-night trip
Posted 2 days ago
The Atlantic Hotel
Cliffside Resort Condominiums

Cliffside Resort Condominiums

8/10 Good
"Everything was beautiful!!!"
Anna 1-night trip
Posted 4 days ago
Cliffside Resort Condominiums
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Claudia 3-night trip
Posted 11 days ago
Faraway Sag Harbor

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 daily, a seasonal outdoor pool, and sun loungers. The Harbor Front Inn: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. North Fork Resort: 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 Kontokosta Winery, Greenport Harbor Brewing Company, and East End Seaport Maritime Museum. 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.

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