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 from CA $233

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Check availability on Sag Harbor Hotels with a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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

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.
CA $417
CA $476 total
includes taxes & fees
Sep 22 - Sep 23
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 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.
CA $860
CA $1,081 total
includes taxes & fees
Sep 7 - Sep 8
Faraway Sag Harbor
A backyard with a swimming pool, wicker lounge chairs, and potted plants.
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.
A modern living room with a sectional sofa, a chandelier, framed artwork, and a view through a glass door.

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
CA $1,167
CA $2,041 total
includes taxes & fees
Sep 2 - Sep 3
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 deck with a wicker sofa and cushions, surrounded by a white fence and trees.

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.
CA $795
CA $1,146 total
includes taxes & fees
Sep 2 - Sep 3
Large Room w use of pool/tennis in Spacious home
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.

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.
CA $556
CA $635 total
includes taxes & fees
Sep 30 - Oct 1
A Room At The Beach
A swimming pool with lounge chairs and umbrellas, a fence, and a sunset view.
A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.
A coastal building with large windows, a deck, and a view of the sea at sunset.
A seaside restaurant with outdoor seating, a deck, and a view of the ocean.

6. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
CA $100
CA $233 total
includes taxes & fees
Sep 30 - Oct 1
Sound View Greenport
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
CA $328
CA $414 total
includes taxes & fees
Oct 1 - Oct 2
The Harbor Front Inn
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 lounge area with a pool view, white furniture, and contemporary lighting fixtures.

8. 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.
CA $226
CA $293 total
includes taxes & fees
Sep 7 - Sep 8
The Bentley Hotel Southampton
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.
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.

9. 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.
CA $188
CA $243 total
includes taxes & fees
Sep 30 - Oct 1
Hamlet Inn
A swimming pool with two lounge chairs and a green umbrella.
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.
A beach with pebbles and sand, a sunset, and a calm sea.

10. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
CA $440
CA $572 total
includes taxes & fees
Sep 10 - Sep 11
The Sagaponack
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

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."
Arabella 1-night trip
Posted 9 hours ago
Montauk Yacht Club
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Rooms were newly renovated. Love this place"
Florence 1-night trip
Posted 12 hours ago
Saybrook Point Resort & Marina
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Located right on the beach. Centrally located to shops and restaurants."
Alyce 1-night trip
Posted 13 hours ago
Ocean Surf Resort
Budget Host East End

Budget Host East End

10/10 Excellent
"Always a nice place and staff. Property dated a bit but always clean."
Gerard M 1-night trip
Posted 15 hours ago
Budget Host East End
Marram

Marram

10/10 Excellent
"none"
ITALO 1-night trip
Posted 4 days ago
Marram

Frequently asked questions

What are the best hotels in Sag Harbor with outdoor pools?
The Sag Harbor Inn is a charming 3.5-star hotel that features an inviting outdoor pool, superb for families looking to relax and enjoy the sun. Guests have praised the hotel for its comfortable and clean rooms, making it an ideal choice for parents traveling with children.In addition to the pool, the Sag Harbor Inn offers complimentary continental breakfast, which is a great way to start the day without the hassle of dining out. Families appreciate the free WiFi and the availability of cribs at no extra charge, ensuring convenience during their stay. With a traveller review rating of 9.4, it's clear that visitors find the service to be fantastic and the location beautiful—a superb blend of comfort and accessibility.
How much does a hotel with outdoor pool in Sag Harbor cost?
Enjoy staying in a hotel in Sag Harbor with an outdoor pool. You can find a great deal from CA $233 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Havens Beach?
The Sag Harbor Inn is a charming 3.5-star hotel that offers an inviting outdoor pool, superb for families looking to enjoy a refreshing dip after a day at the beach. With a traveller rating of 9.4, guests consistently praise the comfortable and clean rooms, as well as the beautiful location that is just a short distance from Havens Beach.Families will appreciate the convenience of free continental breakfast and WiFi, along with complimentary toiletries and cribs for younger travellers. The self-parking option adds to the ease of your stay, making it a straightforward experience for those traveling with children.In addition to the outdoor pool, the hotel's fantastic service and great coffee further enhance the family-friendly atmosphere, ensuring that your stay in Sag Harbor is both relaxing and enjoyable.
Is it cheaper to book flights and a hotel in Sag Harbor as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Sag Harbor for you.
How can I save on a hotel in Sag Harbor with Expedia?
Before booking your Sag Harbor hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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