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
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Greenport hotels with a pool

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$430
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

2. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
S$492
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

3. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
S$480
includes taxes & fees
7 Sept - 8 Sept
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.
S$552
includes taxes & fees
27 Sept - 28 Sept
Cliffside Resort Condominiums

5. North Fork Resort

North Fork Resort
Greenport
S$430
includes taxes & fees
8 Sept - 9 Sept
North Fork Resort

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.
S$857
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.
S$459
includes taxes & fees
7 Sept - 8 Sept
Shelter Island House

8. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
  • Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
S$455
includes taxes & fees
31 Aug - 1 Sept
West Neck Guesthouse

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.
S$514
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

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.
S$148
includes taxes & fees
20 Sept - 21 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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Just an outstanding hotel in a breathtakingly beautiful setting!! I couldn’t be more impressed & look forward to returning! 10 stars!!"
Joan 2-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Front desk team super nice and accommodating!"
Aldo 1-night trip
Posted 2 days ago
Sound View Greenport
The Pridwin Hotel

The Pridwin Hotel

8/10 Good
"lovely place. Had an issue with my AC and there was nobody around to fix it"
Harris 2-night trip
Posted 3 days ago
The Pridwin Hotel
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 7 days ago
Budget Host 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. North Fork Resort: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Zey Hotel: 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: Features 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 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 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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