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

Hotels with Swimming Pools in Sag Harbor

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Check availability on Sag Harbor Hotels with Swimming Pools

Our top choices for Sag Harbor hotels with a pool

Reception

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (87 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is S$363
includes taxes & fees
11 Aug - 12 Aug
The Penny Lane
Seasonal outdoor pool

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (126 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is S$400
includes taxes & fees
19 Jul - 20 Jul
Ocean View Terrace Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (488 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is S$412
includes taxes & fees
3 Aug - 4 Aug
Hamlet Inn
Children’s activities

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (349 reviews)
  • cleanliness
    Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
The price is S$299
includes taxes & fees
16 Jul - 17 Jul
Hampton's Vacation Inn
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (483 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodation.
The price is S$120
includes taxes & fees
26 Jul - 27 Jul
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (834 reviews)
  • cleanliness
    Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
The price is S$184
includes taxes & fees
16 Jul - 17 Jul
Budget Host East End
Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,010 reviews)
  • cleanliness
    Swim into serenity with three breathtaking pools and luxurious loungers for perfect poolside days at this resort.
The price is S$589
includes taxes & fees
3 Aug - 4 Aug
Saybrook Point Resort & Marina
Exterior

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Pristine waters await at this coastal retreat with private beach access and year-round pools.
The price is S$467
includes taxes & fees
12 Aug - 13 Aug
Water's Edge Resort & Spa
Front of property

Bayview Resort

Bayview Resort
2.5 star property
Hampton Bays
8.8 out of 10, Excellent, (466 reviews)
  • cleanliness
    Seasonal bayfront pool paradise showcases loungers and cabanas for the ultimate resort escape period.
The price is S$387
includes taxes & fees
19 Jul - 20 Jul
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas

Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Seasonal splash and sun at Long Island's relaxing poolside retreat with loungers and umbrellas.
The price is S$332
includes taxes & fees
26 Jul - 27 Jul
Holiday Inn Express & Suites Riverhead - Long Island by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Sag Harbor

Breakfast included
4 stars

Top Sag Harbor Hotel Reviews

Budget Host East End

Budget Host East End

10/10 Excellent
"The rooms were clean and though the buildings were dated, it seems like it's been recently renovated and they are taking steps to upkeeping the rooms and maintenance though there is still some work to be done with the ceiling of the room and the carpeting coming undone in the rooms. I was traveling with my mother and our first room had a non cooling AC and had to be switched out thanks to Jose. Very kind staff. It switched our night around for sure. So glad they accommodated us when we needed it. It was a hot humid night, that would of not been fun. Thank you. Great convenient location too. Ended up enjoying our stay."
Joseline 1-night trip
Posted 2 hours ago
Budget Host East End

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?
Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Features daily, a seasonal outdoor pool and free self parking. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool and free self parking. Offshore Montauk: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Montauk Manor: Features a private beach, a seasonal outdoor pool and 2 bars.
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?
Explore places such as The Hamptons Beaches while you're in Sag Harbor. Enjoy a stroll along the shore at Havens Beach and Foster Memorial Town Beach.
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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