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

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Check availability on Greenport Hotels with Pool

Tonight
7 Oct - 8 Oct
Tomorrow
8 Oct - 9 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Greenport hotels with a pool

A swimming pool with a wooden deck, lounge chairs, and a fence.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
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.
฿6,017
฿7,835 total
includes taxes & fees
1 Nov - 2 Nov
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 bar with wooden chairs and a small table, overlooking the sea.

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
฿6,445
฿8,324 total
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
A poolside area with lounge chairs and yellow umbrellas.
A wooden cabinet with a newspaper, a coffee maker, and a mug on top. There is a small stool and a window with blinds.
A wooden desk with drawers, a chair, a lamp, and a framed picture on the wall.
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.
฿8,203
฿10,335 total
includes taxes & fees
1 Nov - 2 Nov
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.
฿5,682
฿10,222 total
includes taxes & fees
4 Nov - 5 Nov
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 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.

5. North Fork Resort

North Fork Resort
Greenport
฿8,956
฿10,232 total
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort
Property amenity
Property amenity
Terrace/patio
Front of property – evening/night

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.
฿6,765
฿7,729 total
includes taxes & fees
15 Oct - 16 Oct
Shelter Island House
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
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 Harbour retreat with a seasonal outdoor pool and balcony views.
฿7,362
฿8,411 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn
A pool area with lounge chairs and umbrellas, a swimming pool, and a view of the sea.
A balcony with a view of the ocean, a white railing, and two white chairs with blue cushions.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.
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.
฿5,269
฿6,640 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A poolside area with lounge chairs, umbrellas, and a view of boats in the background.
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.
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

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.
฿5,076
฿5,800 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Long Island East End
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.
฿3,257
฿3,746 total
includes taxes & fees
1 Nov - 2 Nov
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

The Hampton Maid

The Hampton Maid

10/10 Excellent
"excellent stay...staff was friendly. will stay here again."
Joshua 1-night trip
Posted 13 hours ago
The Hampton Maid
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"This place was great! The restaurant was delicious, the lounge was great, the room was amazing and to top it off the view from our hotel was incredible. The staff were so generous and accommodating. We went for a long weekend/anniversary celebration. I wish we stayed longer and took advantage of the rest of the amenities the hotel has to offer. We will definitely go back."
Ryan 2-night trip
Posted 1 day ago
Saybrook Point Resort & Marina
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"."
andrew 1-night trip
Posted 1 day ago
Ocean Vista Resort

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: 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 such as 67 Steps Beach and Greenport Carousel. During your stay, visit 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 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.

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