Hotels with Swimming Pool in Sag Harbor, New York

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Check availability on Sag Harbor Hotels with Swimming Pool

Top Sag Harbor Hotels with Swimming Pool

Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (569)
Swimming enthusiasts splash into vacation mode at the seasonal outdoor pool, open May through October. After a refreshing dip, guests savor continental breakfast on the furnished patio with lovely views, creating a quintessential Hamptons getaway experience.
The price is P11,084
P12,663 total
includes taxes & fees
Nov 20 - Nov 21
Sag Harbor Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (382)
Swimming awaits at the immaculately clean seasonal outdoor pool where plush loungers invite leisurely afternoons under shady umbrellas. Recently renovated spaces, private beach access just 2 miles away, and proximity to renowned golf courses complete this Southampton retreat.
The price is P7,618
P8,763 total
includes taxes & fees
Nov 19 - Nov 20
The Bentley Hotel Southampton
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
  • Near the beach
7.2 out of 10, Good, (459)
Cooling waters welcome afternoon swimmers to the serene outdoor pool surrounded by lush gardens and a spacious terrace. Individually furnished rooms with modern updates create a comfortable retreat after days spent exploring the Old Saybrook city center.
The price is P4,215
P4,847 total
includes taxes & fees
Dec 1 - Dec 2
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (534)
Sunlight dances across the seasonal outdoor pool where comfortable loungers invite leisurely afternoons. After swimming, guests appreciate the 24-hour health club, designer bathroom amenities, and continental breakfast before exploring nearby shops and restaurants.
The price is P6,558
P10,377 total
includes taxes & fees
Nov 19 - Nov 20
The Harbor Front Inn
Exterior
Montauk Manor

Montauk Manor

3.5 star property
Montauk
  • Indoor pool
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (1262)
Swimming options abound at this tudor-style retreat where an indoor pool welcomes year-round while a seasonal outdoor pool showcases breathtaking scenic vistas. Guests appreciate the relaxing hot tub, tennis courts, and 24-hour fitness center.
The price is P8,167
P10,484 total
includes taxes & fees
Dec 1 - Dec 2
Montauk Manor
BBQ/picnic area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (69)
The price is P4,789
P8,837 total
includes taxes & fees
Dec 3 - Dec 4
Offshore Montauk
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (876)
Surrounded by lush gardens, the seasonal summer pool creates a peaceful retreat for guests seeking sunshine and relaxation. This immaculate motel provides spacious, individually furnished rooms with private decks and premium bedding for complete comfort.
Kenny's Tipperary Inn
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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Top Sag Harbor Hotel Reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"amenities clean room with turndown service "
michael 2-night trip
Posted 4 days ago
Saybrook Point Resort & Marina

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Frequently asked questions

What's it like visiting Sag Harbor?
If taking it easy by the pool is your idea of a great getaway, you might want to think about Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions like Bay Street Theatre and Havens Beach, and then relax and unwind poolside at one of the accommodations 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: Offers kitchens, a pool, and televisions. Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Offers sun loungers, an indoor pool, and complimentary wireless internet access. Saybrook Point Resort & Marina: Offers 2 outdoor pools, an indoor pool, and a full-service spa.
How many pool hotels will I be able 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 Elizabeth A. Morton National Wildlife Refuge and The Hamptons Beaches. During your stay, check out sights such as Bay Street Theatre, Sag Harbor Whaling and Historical Museum, and Havens Beach.
When is the best time to book a hotel with a pool in Sag Harbor?
You may want to consider a place to stay that has an outdoor pool if you're planning to visit Sag Harbor in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or March when the average temp is 38°F.