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

Greenport Hotel Guide - Hotels with Pool in Greenport, New York

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Check availability on Greenport Hotels with Pool

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Greenport hotels with a pool

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 rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
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.
€314
includes taxes & fees
8 Sept - 9 Sept
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 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.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
€339
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.
A spacious room with a wooden bar area, shelves with books and decorative items, a patterned wall, and a large window.
A cozy interior with a bar area, seating, and a fireplace.
A cozy interior with a wooden bench, a sofa, and a bar area.

3. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
€351
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate
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 rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.
A modern living room with a sofa, a dining table, and a kitchen area in the background.

4. North Fork Resort

North Fork Resort
Greenport
€314
includes taxes & fees
9 Sept - 10 Sept
North Fork Resort

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
€376
includes taxes & fees
9 Sept - 10 Sept
Cliffside Resort Condominiums
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a view of the sea.
A beach with rows of white lounge chairs and umbrellas, a wooden table with a drink, and a person walking along the shore.
A person sitting on a bench with a drink, overlooking a waterfront with a flag and a view of the water.

6. 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.
€575
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

7. 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.
€310
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A bathroom with a shower, a bathtub, a window with a view of trees, a framed picture on the wall, and a potted plant.
A hotel room with a large bed, a sofa, a TV on a shelf, and a window with curtains.
A large, light blue two-story house with a steep roof, surrounded by greenery and a gravel driveway.

8. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
  • Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
€307
includes taxes & fees
1 Sept - 2 Sept
West Neck Guesthouse
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.

9. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
€346
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hotel lobby with a reception desk, two sofas, a coffee table, and a carpeted floor.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

10. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
  • Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.
€100
includes taxes & fees
13 Sept - 14 Sept
Quality Inn Old Saybrook - Westbrook
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Catherine 2-night trip
Posted 3 hours ago
Sound View Greenport
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"I booked through Expedia because I believed the price I was quoted would be the final cost other than incidentals. Additional resort fees and tax were added to the final bill. Over 130.00 in unexpected cost. Be aware when booking."
Debra 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Cliffside Resort Condominiums

Cliffside Resort Condominiums

8/10 Good
"great property! but couple of downsides- check in time is 5:00 pm, although they make it possible to get to room way earlier (3:00 pm). But check out time is 10:00 am which is really early and oractically does not give you enough time to do anything that day. For this type of a resort I wold expect at least noon chech out time especially because the check in is so late. Also,the beach on the property id not great- a lot if big boulders, but the swimming pool is really nice."
Kamelija 1-night trip
Posted 2 days ago
Cliffside Resort Condominiums

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 sunloungers. The Harbor Front Inn: Offers a private beach, a seasonal outdoor pool and free self parking. Cliffside Resort Condominiums: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking.
What is there to see and do in Greenport?
Make a point to visit attractions such as 67 Steps Beach and Greenport Carousel. During your stay, visit sights such as Railroad Museum of Long Island, 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 offers an outdoor pool if you're planning to visit Greenport 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 visit during the coldest months of January, February or March, when the average temp is 3°C.
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 venture out into the surrounding area, hop on a train at Greenport Station. Greenport may not have many public transport choices, so consider renting a car to explore more.