🏊 Top 10 Sag Harbor Hotels with Swimming Pool

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

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Check availability on Sag Harbor Hotels with Swimming Pools

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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 lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

A waterfront property with a large house, multiple boats docked, and lush greenery.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

1. Sag Harbor Inn

Sag Harbor

Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.

RM1,320

RM1,509 total

includes taxes & fees

5 Oct - 6 Oct

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 cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

2. Faraway Sag Harbor

Sag Harbor

Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.

RM1,724

RM2,166 total

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with two lounge chairs and a green umbrella.

A beach with pebbles and sand, a sunset, and a calm sea.

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.

3. The Sagaponack

Wainscott

Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.

RM886

RM1,175 total

includes taxes & fees

28 Sept - 29 Sept

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.

4. A Room At The Beach

Bridgehampton

Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.

RM1,207

RM1,379 total

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.

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.

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.

5. Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

RM517

RM668 total

includes taxes & fees

27 Sept - 28 Sept

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 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.

6. Ocean View Terrace Inn

Hampton Bays

Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.

RM446

RM734 total

includes taxes & fees

29 Sept - 30 Sept

7. 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.

RM642

RM844 total

includes taxes & fees

19 Oct - 20 Oct

A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.

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.

A beach with sand and sparse vegetation.

8. The Hampton Maid

Hampton Bays

Splash into summer at this Hampton motel, where the seasonal pool and massage services await.

RM862

RM985 total

includes taxes & fees

13 Oct - 14 Oct

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

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."

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."

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!"

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!!"

Ocean Vista Resort

10/10 Excellent

"Awesome location by the beach and friendly staff. Great place to stay for a beach getaway!"

Ocean Resort Inn

10/10 Excellent

"Closest to beach and town"

Faraway Sag Harbor

10/10 Excellent

"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."

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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Sag Harbor Hotels with Swimming Pools

Our top choices for Sag Harbor hotels with a pool

1. Sag Harbor Inn

2. Faraway Sag Harbor

3. The Sagaponack

4. A Room At The Beach

5. Hamlet Inn

6. Ocean View Terrace Inn

7. East Hampton House Resort

8. The Hampton Maid

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

Top Sag Harbor Hotel Reviews

Water's Edge Resort & Spa

Ocean Surf Resort

Montauk Yacht Club

Beachcomber Resort at Montauk

Ocean Vista Resort

Ocean Resort Inn

Faraway Sag Harbor

Frequently asked questions

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