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

  • 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 Sag Harbor Hotels with a Pool

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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

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.
NT$7,140
NT$8,157 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A spacious living room with a fireplace, comfortable seating, and large windows.
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.

2. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
NT$11,443
NT$14,381 total
includes taxes & fees
Nov 22 - Nov 23
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A modern hotel room with a bed, bedside table, and a view of the garden.
A bar setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.
A large, white, two-story building with a covered porch and a bicycle parked in front.

3. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
NT$20,392
NT$23,412 total
includes taxes & fees
Oct 27 - Oct 28
Topping Rose House
A swimming pool with two lounge chairs and a green umbrella.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A wooden building with a white window and a balcony.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

4. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
NT$6,327
NT$8,532 total
includes taxes & fees
Oct 28 - Oct 29
The Sagaponack
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
A bathtub surrounded by candles and flower petals.
Beach

5. 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.
NT$9,653
NT$11,029 total
includes taxes & fees
Oct 27 - Oct 28
A Room At The Beach
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
The entrance to The Harbor Front Inn with a double door and the address number 209.
A bar area with seating, a fireplace, and large windows.

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
NT$5,135
NT$6,797 total
includes taxes & fees
Nov 22 - Nov 23
The Harbor Front Inn
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A waterfront restaurant with outdoor seating and a view of the sea.

7. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
NT$5,648
NT$7,384 total
includes taxes & fees
Nov 22 - Nov 23
Sound View Greenport
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A living room with a fireplace, two sofas, a coffee table, and a chair.

8. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendor at East Hampton hotel with complimentary bikes and garden views.
NT$7,775
NT$9,772 total
includes taxes & fees
Nov 1 - Nov 2
Journey East Hampton
Outdoor pool
Room
Living area
Reception

9. 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.
NT$4,713
NT$6,270 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
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.

10. 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.
NT$4,695
NT$5,364 total
includes taxes & fees
Nov 1 - Nov 2
The Bentley Hotel Southampton
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 location could not be more perfect! Right on the beach! The rooms are beautiful and spacious. We had to check in late and it could not be easier. We are really looking forward to our next stay here!"
Stefan 1-night trip
Posted 2 days ago
Ocean Vista Resort
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Always an amazing stay at Gurneys. The ocean views and the restorative spa alone make this place so special. The staff is friendly and the rooms are kept so clean. Highly recommended."
Peter 2-night trip
Posted 3 days ago
Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Excellent hotel, clean and spacious rooms, friendly and attentive staff."
Svetlana 4-night trip
Posted 3 days ago
Montauk Yacht Club
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."
Joan 2-night trip
Posted 3 days ago
Faraway Sag Harbor
Ocean Surf Resort

Ocean Surf Resort

8/10 Good
"Lovely view of the ocean. Bathroom was fine. Room was updated. Only had one nightstand and lamp."
harriet 2-night trip
Posted 4 days ago
Ocean Surf Resort
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 6 days ago
The Atlantic Hotel

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.

Explore a world of travel with Expedia