A coastal landscape with a sandy beach, clear blue water, and a distant lighthouse.

Search Hotels with Pool in Greenport West

  • 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 West Hotels with Pool

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Greenport West hotels with a pool

Outdoor pool
Room
Beach
Room

1. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
฿5,672
฿10,204 total
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
A poolside area with a hat and towel on a lounge chair.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
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.

2. North Fork Resort

North Fork Resort
Greenport
฿8,940
฿10,214 total
includes taxes & fees
7 Oct - 8 Oct
North Fork Resort
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
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.

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
฿6,434
฿8,310 total
includes taxes & fees
2 Nov - 3 Nov
Sound View Greenport
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
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.

4. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
฿5,406
฿7,135 total
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn
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 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.

5. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
฿8,725
฿10,994 total
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate
Property amenity
Bar (on property)
Property amenity
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.
฿6,754
฿7,716 total
includes taxes & fees
6 Oct - 7 Oct
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 waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

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.
฿7,349
฿8,397 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 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.
฿5,260
฿6,628 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa
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 hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A spacious living room with a fireplace, comfortable seating, and large windows.

9. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
฿13,742
฿17,271 total
includes taxes & fees
2 Nov - 3 Nov
Faraway Sag Harbor
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 hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
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.
฿3,252
฿3,740 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 West

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Greenport West Hotel Reviews

Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"."
andrew 1-night trip
Posted 1 hour ago
Ocean Vista Resort
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"My only complaint would be i wish there was a Keurig machine in the room instead of an espresso machine. Would definitely stay there again."
Fred 2-night trip
Posted 5 hours ago
The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Scenery was picture postcard perfect! Highly recommend balcony view from the main hotel Room service was excellent and the dining room staff and food were wonderful Only downside. There were no robes in the room and if you drank the bottled water, you were charged. Not really disclosed very well I'm actually planning on going back"
Billie 2-night trip
Posted 6 hours ago
Water's Edge Resort & Spa
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"I had one night slp there every thing was amazing clean and good breakfast was so fresh and yummy"
Susan 1-night trip
Posted 2 days ago
Hyatt Place Long Island East End
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

8/10 Good
"The staff are very welcoming. A small point but the hot water in the bathroom is just warm and takes a time to arrive...."
David 2-night trip
Posted 5 days ago
Saybrook Point Resort & Marina
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 2 weeks ago
Budget Host East End

Frequently asked questions

What are some accommodation options with pools in Greenport West?
North Fork Resort: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Silver Sands Motel & Beach Bungalows: Provides a private beach, a seasonal outdoor pool and free self parking. Cliffside Resort Condominiums: Offers a seasonal outdoor pool, an indoor pool and a private beach. Pier Blue Inn Old Saybrook - Essex: Features a private beach, a seasonal outdoor pool and 2 bars. Water's Edge Resort & Spa: Offers 2 outdoor tennis courts, a seasonal outdoor pool and free self parking.
What is there to see and do in Greenport West?
Make a point to visit attractions such as 67 Steps Beach and Norman E. Klipp Marine Park. Discover sights such as Kontokosta Winery, Safe Harbor Stirling and Island's End Golf and Country Club during your stay.
When is the best time to book a hotel with a pool in Greenport West?
You may want to consider accommodation with an outdoor swimming pool if you plan to visit Greenport West in the warmest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or March, when the average temperature is 3°C.

Explore a world of travel with Expedia