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

Hotels with Swimming Pools in Greenport

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Check availability on Greenport Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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 rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
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.
S$270
includes taxes & fees
3 Nov - 4 Nov
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 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.
S$283
includes taxes & fees
3 Nov - 4 Nov
Sound View Greenport
Outdoor pool
Room
Terrace/patio
Beach

3. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
S$389
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A poolside area with lounge chairs and yellow umbrellas.
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
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.

4. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
S$363
includes taxes & fees
8 Nov - 9 Nov
Oyster Estate
A poolside area with a hat and towel on a lounge chair.
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.
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
S$351
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort
Property amenity
Terrace/patio
Bar (on property)
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.
S$294
includes taxes & fees
13 Oct - 14 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 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.

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.
S$320
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 large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
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.

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.
S$285
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

9. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
S$209
includes taxes & fees
28 Oct - 29 Oct
The Bentley Hotel Southampton
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 dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A spacious living room with a fireplace, comfortable seating, and large windows.

10. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
S$608
includes taxes & fees
8 Nov - 9 Nov
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
"Beautiful place. Staff were very helpful and polite."
Deborah 1-night trip
Posted 13 hours ago
Water's Edge Resort & Spa
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"The hotel is a little dated but clean. The staff are nice and the breakfast was good."
Dana 2-night trip
Posted 16 hours ago
Quality Inn Old Saybrook - Westbrook
Cliffside Resort Condominiums

Cliffside Resort Condominiums

10/10 Excellent
"Great condo. Very nice location and grounds."
William 1-night trip
Posted 21 hours ago
Cliffside Resort Condominiums
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"We changed our plans and spent all three afternoons at the spa and pool because it was so relaxing and lovely. The outdoor pool overlooked the marina and the indoor pool, sauna and whirpool helped invigorate us. The duck and risotto at the restaurant was excellent. The staff was incredibly helpful and attentive. We will be back again."
Leslie 2-night trip
Posted 22 hours ago
Saybrook Point Resort & Marina
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Ocean Vista was a very well-maintained property. Staff was very welcoming and pleasant as well as professional. Enjoyed our stay we’ll go back."
JEAN-LUC 2-night trip
Posted 2 days ago
Ocean Vista Resort
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"We were pleased with the excellent location to Sag Harbor's Main Street and the Zagaya restaurant *upstairs. It was superb! The staff was very friendly and helpful. The rooms were small and the baths particularly small so just a heads up on that although the toiletries were really nice. The hotel has a great vibe at night with live music in the bar area on Thursday evenings. The weather was cool...absolutely gorgeous for early October so we didn't use the pool/cabanas (although it was heated). I did peek in the fitness room and it was very nice. Not enough time to check out the spa but there's always next time!"
SUSAN 4-night trip
Posted 3 days ago
Faraway Sag Harbor
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Parking wasn’t convenient."
Carl 1-night trip
Posted 6 days ago
Hyatt Place Long Island East End

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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