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

Sag Harbor Hotel with Pool

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Check availability on Sag Harbor Hotel with Pool

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 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 spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A hotel lobby with a sofa, chairs, tables, and a large window.
A waterfront property with a large house, multiple boats docked, and lush greenery.

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.
HK$2,542
HK$2,904 total
includes taxes & fees
4 Oct - 5 Oct
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 spacious living room with a fireplace, comfortable seating, and large windows.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

2. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
  • Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
HK$3,319
HK$4,171 total
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor
A backyard with a swimming pool, wicker lounge chairs, and potted plants.
A modern living room with a sectional sofa, a chandelier, framed artwork, and a view through a glass door.
A wicker outdoor seating area with a dog on a cushioned bench.
A living room with a green sofa, a small round table with a board game, a blue vase with dried plants, and a white arched cabinet.

3. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
HK$4,448
HK$8,739 total
includes taxes & fees
23 Sept - 24 Sept
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A covered outdoor seating area with wicker furniture and a glass door leading to a pool.
A building with a white exterior, a set of steps leading to a white porch, and a statue of a lion.
A modern kitchen with dark wooden cabinets, a central island with chairs, and a fireplace.
A dining area with a wooden table and chairs, a hanging light fixture, a framed picture on the wall, and vertical blinds.

4. Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
  • Enjoy coastal serenity with a refreshing swim in the outdoor pool at this seaside B&B.
HK$4,484
HK$6,180 total
includes taxes & fees
26 Sept - 27 Sept
Large Room w use of pool/tennis in Spacious home
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.
A wooden building with a white window and a balcony.
A beach with pebbles and sand, a sunset, and a calm sea.

5. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
HK$1,797
HK$2,367 total
includes taxes & fees
28 Sept - 29 Sept
The Sagaponack
Two people sitting by a poolside with a dining setup including plates, a bottle, and a wine glass.
A patio with four wicker chairs and a table, a blue umbrella, and a wooden building in the background.
A modern bathroom with a glass-enclosed shower, a white sink, and a large mirror.
A hotel room with two beds, a kitchenette, a refrigerator, and a wall-mounted shelf with bottles.

6. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
HK$6,348
HK$7,527 total
includes taxes & fees
23 Sept - 24 Sept
Wainscott Woods Retreat
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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 modern hotel room with a bed, bedside table, and a view of the garden.
A bar area with shelves stocked with various bottles and glasses.

7. Topping Rose House

Topping Rose House
Bridgehampton
  • Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
HK$7,731
HK$8,860 total
includes taxes & fees
4 Oct - 5 Oct
Topping Rose House
A swimming pool with lounge chairs and a white fence.
A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.
A modern bathroom with two sinks, a large mirror, a shower, and a view of the outdoors through large windows.
A two-story house with a steeply pitched roof, green shutters, and a brick entrance.

8. Head of Pond House

Head of Pond House
Water Mill
HK$6,354
HK$7,260 total
includes taxes & fees
26 Sept - 27 Sept
Head of Pond House
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A large building with multiple floors, surrounded by a residential area with houses and a body of water.

9. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
HK$1,970
HK$2,475 total
includes taxes & fees
15 Oct - 16 Oct
The Harbor Front 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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Beautiful property.The staff were very accommodating ,helpful and friendly.The only complaint to report was the lack of on site eating facilities .We arrived on a rainy Sunday and the outside venue for lunch was closed.The bar did not serve food until 3:30.The only option was the Sunday buffet which was priced at $59.00pp.Starbucks was limited to a grilled cheese or a ham egg sandwich.We were forced to leave the property to have lunch . The espresso martini was priced at &20.00 a tad high .Overall it was an enjoyable stay."
Mary 1-night trip
Posted 17 hours ago
Water's Edge Resort & Spa
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Closest to beach and town"
john 1-night trip
Posted 20 hours 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 9 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.

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