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

Hotels with Swimming Pool in Sag Harbor, New York

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Check availability on Sag Harbor Hotels with Swimming Pool

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Sag Harbor hotels with a pool

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 lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

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.
P15,583
P17,804 total
includes taxes & fees
Oct 30 - Oct 31
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
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.

2. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
P26,456
P33,249 total
includes taxes & fees
Oct 5 - Oct 6
Faraway Sag Harbor
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

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.
P18,519
P21,158 total
includes taxes & fees
Oct 4 - Oct 5
A Room At The Beach
A swimming pool with two lounge chairs and a green umbrella.
A wooden building with a white window and a balcony.
A beach with pebbles and sand, a sunset, and a calm sea.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

4. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
P15,061
P19,708 total
includes taxes & fees
Oct 1 - Oct 2
The Sagaponack
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

5. 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.
P8,397
P10,852 total
includes taxes & fees
Oct 5 - Oct 6
Hamlet Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
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.

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.
P7,674
P10,555 total
includes taxes & fees
Oct 6 - Oct 7
The Bentley Hotel Southampton
Outdoor pool
Terrace/patio
Reception
Room

7. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
P9,569
P12,633 total
includes taxes & fees
Oct 28 - Oct 29
East Hampton House Resort
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
A house with a dark blue exterior, a white porch railing, and a red door.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

8. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
P6,879
P11,304 total
includes taxes & fees
Oct 1 - Oct 2
Ocean View Terrace Inn
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

Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The beach was perfect"
Igor 1-night trip
Posted 2 hours ago
Ocean Vista Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Front desk helpful! Indoor bar area nice area for single traveler plenty of space."
Toni and Zak 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 2 weeks ago
Faraway Sag Harbor

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: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Gurney's Montauk Resort & Seawater Spa: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool, and free self parking. Offshore Montauk: Features a seasonal outdoor pool, an indoor pool, and a private beach.
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 The Hamptons Beaches and Havens Beach. During your stay, check out sights such as Bay Street Theatre, Noyac Golf Club, and Elizabeth A. Morton National Wildlife Refuge.
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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