A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

Find Hotels with a Pool in Sag Harbor, NY

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Check availability on Sag Harbor Hotels with a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Sag Harbor hotels with a pool

1. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
₩453,359
₩517,962 total
includes taxes & fees
Sep 15 - Sep 16
Sag Harbor Inn

2. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
₩849,280
₩1,067,333 total
includes taxes & fees
Sep 7 - Sep 8
Faraway Sag Harbor

3. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
₩547,040
₩624,993 total
includes taxes & fees
Sep 30 - Oct 1
A Room At The Beach

4. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
₩98,809
₩230,072 total
includes taxes & fees
Sep 30 - Oct 1
Sound View Greenport

5. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
₩354,550
₩444,133 total
includes taxes & fees
Oct 1 - Oct 2
The Harbor Front Inn

6. 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.
₩221,551
₩287,312 total
includes taxes & fees
Sep 9 - Sep 10
The Bentley Hotel Southampton

7. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
₩183,600
₩237,292 total
includes taxes & fees
Sep 17 - Sep 18
Hamlet Inn

8. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
₩434,104
₩564,345 total
includes taxes & fees
Sep 9 - Sep 10
The Sagaponack
View all properties

Choose what matters most at hotels with a pool in Sag Harbor

Breakfast included
4 stars
Hot tub
5 stars
Spa

Top Sag Harbor Hotel Reviews

Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"My family had a really wonderful long weekend stay at Kenny’s. The rooms are renovated and modern - the bed was so comfortable. Easy location to everything , and walking distance to beach, restaurants, dock for excursions. The pool was a big hit with the kids! I would return!"
Christina 3-night trip
Posted 3 hours ago
Kenny's Tipperary Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."
Arabella 1-night trip
Posted 14 hours ago
Montauk Yacht Club
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Rooms were newly renovated. Love this place"
Florence 1-night trip
Posted 17 hours ago
Saybrook Point Resort & Marina
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Located right on the beach. Centrally located to shops and restaurants."
Alyce 1-night trip
Posted 18 hours ago
Ocean Surf Resort
Budget Host East End

Budget Host East End

10/10 Excellent
"Always a nice place and staff. Property dated a bit but always clean."
Gerard M 1-night trip
Posted 20 hours ago
Budget Host East End
Marram

Marram

10/10 Excellent
"none"
ITALO 1-night trip
Posted 4 days ago
Marram

Frequently asked questions

What's it like visiting Sag Harbor?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions like Bay Street Theatre and Havens Beach, and then relax and unwind poolside at one of the accommodations in Sag Harbor that guests like for their pools.
What are some hotels with pools in Sag Harbor?
Faraway Sag Harbor: Hotel, 3-minute walk from The Hamptons Beaches. Features spa services, a seasonal outdoor pool, and a snack bar/deli. Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool, and free self parking. Pier Blue Inn Old Saybrook - Essex: Features a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Offers a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool, and free self parking.
How many pool hotels will I be able to find in Sag Harbor?
Expedia has 5 hotels in Sag Harbor for your poolside break.
What is there to see and do in Sag Harbor?
Surround yourself with nature at Havens Beach and The Hamptons Beaches. During your stay, check out sights such as Noyac Golf Club, Bay Street Theatre, and Foster Memorial Town Beach.
When is the best time to book a hotel with a pool in Sag Harbor?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Sag Harbor in the hottest months of August, July, or September when the average temperature 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.

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