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

Find Hotels with a Pool in Greenport, NY

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Check availability on Greenport Hotels with a Pool

Tonight
17 Aug - 18 Aug
Tomorrow
18 Aug - 19 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Greenport hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
Studio (Suite, King) | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Suite, 1 Bedroom, Terrace, Harbor View | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
View from room

1. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
SAR 965
SAR 1,295 total
includes taxes & fees
8 Sep - 9 Sep
The Harbor Front Inn
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Restaurant
Combined shower/tub, designer toiletries, hair dryer, towels
Lobby

2. Oyster Estate

Oyster Estate
Greenport
  • Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
SAR 1,161
SAR 1,463 total
includes taxes & fees
7 Sep - 8 Sep
Oyster Estate
Seasonal outdoor pool, pool umbrellas, sun loungers
Lunch, dinner and brunch served
Resort view
Terrace/patio

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
SAR 981
SAR 1,443 total
includes taxes & fees
9 Sep - 10 Sep
Sound View Greenport
Seasonal outdoor pool
Shower, free toiletries, towels, soap
Balcony
Flat-screen TV

4. North Fork Resort

North Fork Resort
Greenport
SAR 1,193
SAR 1,363 total
includes taxes & fees
16 Sep - 17 Sep
North Fork Resort
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Private beach
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
SAR 1,151
SAR 1,649 total
includes taxes & fees
7 Sep - 8 Sep
Cliffside Resort Condominiums
Property amenity
Front of property - evening/night
Terrace/patio
Bar (on property)

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.
SAR 1,187
SAR 1,357 total
includes taxes & fees
25 Aug - 26 Aug
Shelter Island House
Beach nearby
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, WiFi (free), bed sheets
Free self parking
Property grounds

7. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
  • Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
SAR 1,177
SAR 1,345 total
includes taxes & fees
19 Aug - 20 Aug
West Neck Guesthouse
Seasonal outdoor pool, pool umbrellas, sun loungers
Private beach, sun loungers, beach umbrellas, beach towels
Terrace/patio
Terrace/patio

8. 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.
SAR 2,006
SAR 2,521 total
includes taxes & fees
13 Sep - 14 Sep
The Pridwin Hotel
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Lobby sitting area
Desk, laptop workspace, blackout drapes, iron/ironing board
Lobby

9. 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.
SAR 380
SAR 437 total
includes taxes & fees
6 Sep - 7 Sep
Quality Inn Old Saybrook - Westbrook
Seasonal outdoor pool
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets
Property grounds
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets

10. Clinton Motel

Clinton Motel
Clinton
  • Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.
SAR 297
SAR 341 total
includes taxes & fees
2 Sep - 3 Sep
Clinton Motel
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
"Excellent all around."
Kelly 2-night trip
Posted 5 hours ago
Sound View Greenport
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
Allan 3-night trip
Posted 2 days ago
Hampton's Vacation Inn
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Russell 2-night trip
Posted 3 days ago
Water's Edge Resort & Spa

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 sun loungers. 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 like 67 Steps Beach and Greenport Carousel. During your stay, check out 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 has an outdoor pool if you will be visiting Greenport in the warmest months of August, July, or September when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temp is 38°F.
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 see more of the larger area, hop aboard a train at Greenport Station. Greenport might not have very many public transit options so consider renting a car to explore more.