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

Search Hotels with Pool in Sag Harbor

  • 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 Pool

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

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 Harbour retreat with a seasonal outdoor pool and balcony views.
Rp5.773.032
Rp6.595.690 total
includes taxes & fees
5 Oct - 6 Oct
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
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.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

2. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
Rp7.578.468
Rp9.524.279 total
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor
A swimming pool with two lounge chairs and a green umbrella.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A beach with pebbles and sand, a sunset, and a calm sea.

3. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
Rp3.895.210
Rp5.166.694 total
includes taxes & fees
28 Sept - 29 Sept
The Sagaponack
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bathtub surrounded by candles and flower petals.

4. 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.
Rp5.275.910
Rp6.027.651 total
includes taxes & fees
5 Oct - 6 Oct
A Room At The Beach
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
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 room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

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.
Rp2.270.853
Rp2.935.178 total
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.
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.

6. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
Rp1.961.981
Rp3.227.030 total
includes taxes & fees
29 Sept - 30 Sept
Ocean View Terrace Inn

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.
Rp2.821.770
Rp3.710.941 total
includes taxes & fees
19 Oct - 20 Oct
East Hampton House Resort
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A beach with sand and sparse vegetation.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

8. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
Rp3.789.234
Rp4.329.199 total
includes taxes & fees
13 Oct - 14 Oct
The Hampton Maid
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

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

8/10 Good
"We stayed in the ocean front room. The room and view were beautiful. We had dinner at GIGIs. The food was good. The menu selection Was limited for us because we do not eat fish. The negative with Gurneys is the rooms are not connected to the main building. They do provide a car service to pick you up. I feel this limits you. We would have gone down for a drink but it seemed too involved to get there. This resort is not for seniors ."
salvatore 2-night trip
Posted 6 hours ago
Gurney's Montauk Resort & Seawater Spa
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Staff was very friendly room was clean bed was comfortable"
Richard 1-night trip
Posted 1 day ago
Ocean Vista Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."
Linda 3-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"it was a lovely stay at the Ocean surf resort. We went in September and the weather was spectacular. We really enjoyed watching the sea life from the deck. We saw so many whales, dolphins and seals too. It was quiet enough to get a night's sleep and the mattress was pretty good too. My only issue was the kitchenette- which was there but not usable. There is no counter space at all. I really think that the rooms need to be reconfigured. There was a nice working little fridge. We never used the stove top (I think that it should be taken out) or just mount the microwave. But all in all, we would stay here again."
Donovan 3-night trip
Posted 2 days ago
Ocean Surf Resort
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"I really love this hotel! The rooms are beautiful, the service is excellent, and I’ve had a great experience every time I’ve stayed there. I’ve been a few times already and will definitely be coming back next year!"
Veronika 2-night trip
Posted 3 days ago
Montauk Yacht Club
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"The views from the upper level of Building 400 are the best! So tranquil with a clear view of the ocean! The room we stayed in this year was a little dated furniture and appliance wise. Bathroom was updated! The property is very well maintained and the heated pool is great! Would highly recommend staying at The Beachcomber!!"
Michael 2-night trip
Posted 3 days ago
Beachcomber Resort at Montauk
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Closest to beach and town"
john 1-night trip
Posted 4 days ago
Ocean Resort Inn
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 12 days ago
Faraway Sag Harbor

Frequently asked questions

What's it like visiting Sag Harbor?
If lounging by a pool is your idea of a great holiday, you may want to look at Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions such as Bay Street Theatre and Havens Beach, and then kick back and relax poolside at one of the accommodation options 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 can I expect 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, visit 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 accommodation that has an outdoor pool if you'll be visiting Sag Harbor in the hottest months of August, July or September, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temp is 3°C.

Explore a world of travel with Expedia