Southold Hotels with Pools - Outdoor/Indoor Pools in Southold NY

Southold hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Southold, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Southold New York hotel and motel rooms for children. Review the list of Southold hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Southold Hotels with Outdoor or Indoor Pools

The Atlantic Southampton - Southampton 1655 County Rd. 39, Southampton, NY 11968
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~11.78 miles south of Southold
  • Pool details: Heated Outdoor Pool 8am - 8pm
  • 3 star Golf Course hotel
More Photos Pool image of The Atlantic Southampton
From$144 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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Bentley Hotel Southampton 161 Hills Station Rd., Southampton, NY 11968
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~11.96 miles south of Southold
  • Pool in hotel: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Low Cost Highway hotel
More Photos Pool image of Bentley Hotel Southampton
From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Water's Edge Resort & Spa : 1525 Boston Post Rd. 1525 Boston Post Rd., Westbrook, CT 06498
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~14.92 miles north of Southold
  • Pool in hotel: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Affordable Beach hotel
More Photos Photo of Water's Edge Resort & Spa Pool
From$190 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook 1750 Boston Post Rd., Old Saybrook, CT 06475
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~15.19 miles north of Southold
  • With a pool!
  • Low-priced Suburban property
More Photos Swimming pool at Econo Lodge Inn & Suites Old Saybrook Westbrook
From$70 total
Very Good 4.0 /5 Review Score Call BookMore Details
Saybrook Point Resort & Marina 2 Bridge St., Old Saybrook, CT 06475
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~15.59 miles north of Southold
  • Includes a swimming pool
  • Mid-scale Riverfront property
More Photos Pool image of Saybrook Point Resort & Marina
From$238 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Long Island East End - Riverhead 451 East Main St., Riverhead, NY 11901
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~15.65 miles southwest of Southold
  • Includes a pool
  • Mid-scale hotel
More Photos Swimming pool at Hyatt Place Long Island East End
From$368 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook - Old Saybrook 100 Essex Rd., Old Saybrook, CT 06475
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~17.84 miles north of Southold
  • Includes a pool: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • Mid-scale Suburban hotel
More Photos Swimming pool at Quality Inn Old Saybrook Westbrook
From$94 total
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New York Long Island East End 2012 Old Country Rd., Riverhead, NY 11901
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~17.92 miles southwest of Southold
  • Pool in hotel: 8am-10pm
  • Affordable Suburban property
More Photos Photo of Residence Inn by Marriott New York Long Island East End Pool
From$114 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Riverhead : 2038 Old Country Rd. 2038 Old Country Rd., Riverhead, NY 11901
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~18.07 miles southwest of Southold
  • Includes a pool: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Riverhead
From$136 total
Very Good 4.5 /5 Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area : 265 Flanders Rd. 265 Flanders Rd., Niantic, CT 06357
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~23.20 miles northeast of Southold
  • Has swimming pool: Outdoor
  • 3 star Suburban hotel
More Photos Swimming pool at Best Western Niantic - New London/Mystic Area
From$91 total
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London 269 Flanders Rd., Niantic, CT 06357
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~23.23 miles northeast of Southold
  • With a pool!
  • Economical property
More Photos Photo of Motel 6 Niantic, CT - New London Pool
From$72 total
Average 3.5 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven : 3 Business Park Dr. 3 Business Park Dr., Branford, CT 06405
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~23.75 miles northwest of Southold
  • Pool details: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • 2 star Suburban property
More Photos Photo of Baymont by Wyndham Branford/New Haven Pool
From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG 309 East Main St., Branford, CT 06405
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~24.46 miles northwest of Southold
  • Includes a pool
  • 3 star Suburban property
More Photos Photo of Holiday Inn Express Branford-New Haven by IHG Pool
From$106 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Montauk Manor 236 Edgemere Rd., Montauk, NY 11954
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~24.72 miles east of Southold
  • Pool available: Indoor and Outdoor Pool
  • Expensive Beach hotel
More Photos Swimming pool at Montauk Manor
From$178 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Waterford - New London 211 Pkwy. North, Waterford, CT 06385
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~24.98 miles northeast of Southold
  • Pool available: Seasonal Outdoor Pool open 10am-7:30pm.
  • Economical Suburban hotel
More Photos Swimming pool at Rodeway Inn Waterford - New London
From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Holiday Inn New London - Mystic Area by IHG - New London 35 Governor Winthrop Blvd., New London, CT 06320
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~26.39 miles northeast of Southold
  • With a pool!
  • 3-star Downtown hotel
More Photos Swimming pool at Holiday Inn New London - Mystic Area by IHG
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford 401 North Frontage Rd., Waterford, CT 06385
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~26.49 miles northeast of Southold
  • We have a pool ready for use
  • Midscale Suburban hotel
More Photos Photo of Springhill Suites by Marriott Mystic Waterford Pool
From$138 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Groton in Groton 300 Long Hill Rd., Groton, CT 06340
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~27.72 miles northeast of Southold
  • Our hotel comes with a pool
  • 3-star Downtown property
More Photos Swimming pool at Hampton Inn Groton
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites : 30 Frontage Rd. 30 Frontage Rd., East Haven, CT 06512
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~27.88 miles northwest of Southold
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5 Star Suburban hotel
More Photos Photo of Home2 Suites Pool
From$180 total
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Groton 156 Kings Highway Groton, Groton, CT 06340
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~28.16 miles northeast of Southold
  • Includes a pool: Indoor pool and hot tub
  • 2-star Highway property
More Photos Photo of Ramada by Wyndham Groton Pool
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton 224 Gold Star Highway, Groton, CT 06340
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~28.31 miles northeast of Southold
  • Includes a pool
  • Three Star Highway hotel
More Photos Swimming pool at Hilton Garden Inn Mystic/Groton
From$142 total
Very Good 4.5 /5 Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny 101 Blvd. East, Yaphank, NY 11980
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~28.62 miles southwest of Southold
  • Has swimming pool: Indoor Pool- Open 10AM to 9PM
  • Midscale Suburban hotel
More Photos Pool image of Home2 Long Island / Brookhaven Ny
From$168 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Mystic Marriott Hotel & Spa 625 North Rd., Groton, CT 06340
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~29.37 miles northeast of Southold
  • Has swimming pool: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Mid-scale Suburban property
More Photos Swimming pool at Mystic Marriott Hotel & Spa
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Mystic Marriott Hotel and Spa 625 North Rd., Groton, CT 06340
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~29.44 miles northeast of Southold
  • Includes a pool: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Four-star Suburban hotel
More Photos Photo of Mystic Marriott Hotel and Spa Pool
From$111 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven in New Haven 400 Sargent Dr., New Haven, CT 06511
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~30.11 miles northwest of Southold
  • With a pool!
  • Affordable Downtown property
More Photos Photo of La Quinta Inn & Suites by Wyndham New Haven Pool
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
New Haven Hotel in New Haven 229 George St., New Haven, CT 06510
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~30.89 miles northwest of Southold
  • Pool available: We do not have a pool.
  • Three Star Downtown hotel
More Photos Swimming pool at New Haven Hotel
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516
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~31.73 miles west of Southold
  • Pool in hotel: from 6am-10pm daily.
  • Mid-scale Highway hotel
More Photos Pool image of Best Western Executive Hotel Of New Haven - West Haven
From$92 total
Average 3.0 /5 Read Reviews Call BookMore Details
Clarion Inn North Haven : 201 Washington Ave. 201 Washington Ave., North Haven, CT 06473
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~31.95 miles northwest of Southold
  • Pool in hotel: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3-star Suburban hotel
More Photos Photo of Clarion Inn North Haven Pool
From$94 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Mystic in Mystic 224 Greenmanville Ave., Mystic, CT 06355
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~32.14 miles northeast of Southold
  • Pool in hotel: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • 3-star Suburban property
More Photos Photo of Hyatt Place Mystic Pool
From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic - Stonington 253 Greenmanville Ave., Stonington, CT 06355
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~32.20 miles northeast of Southold
  • Pool details: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Two-star Suburban property
More Photos Swimming pool at Howard Johnson by Wyndham Mystic
From$72 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Mystic : 20 Coogan Blvd. 20 Coogan Blvd., Mystic, CT 06355
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~32.40 miles northeast of Southold
  • Pool details: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Midscale Resort hotel
More Photos Swimming pool at Hilton Mystic
From$118 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven : 2 Sawgrass Dr. 2 Sawgrass Dr., Bellport, NY 11713
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~32.45 miles southwest of Southold
  • Includes a pool: Indoor pool with towels provided
  • Three Star Suburban property
More Photos Pool image of Springhill Suites by Marriott Long Island Brookhaven
From$144 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Mystic Hotel 48 Whitehall Ave., Mystic, CT 06355
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~32.61 miles northeast of Southold
  • Pool available: Seasonal, weather permitting
  • Mid-scale Highway property
More Photos Photo of Best Western Mystic Hotel Pool
From$90 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven 2260 Whitney Ave., Hamden, CT 06518
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~32.91 miles northwest of Southold
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • 3 star Suburban property
More Photos Photo of Hamden Hotel and Suites – Hamden New Haven Pool
From$54 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460
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~33.20 miles west of Southold
  • Has swimming pool: Indoor pool 5AM - 10PM
  • Affordable Suburban hotel
More Photos Pool image of Hilton Garden Inn Milford
From$106 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane 278 Old Gate Lane, Milford, CT 06460
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~33.35 miles west of Southold
  • Pool details: Whether it's freezing cold or blazing hot outside you can relax in our indoor pool which features the Roll A Cover system! With this system, when the weather allows, we can open the roof and walls to our pool to give an outdoor experience in an indoor pool! Truly unique, truly amazing and the Holiday Inn Express & Suites Milford Ct is the only hotel in Milford Ct with this incredible feature!
  • Economical Highway hotel
More Photos Pool image of Holiday Inn Express & Suites Milford An Ihg Hotel
From$124 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area 2049 Norwich New London Turnpike, Uncasville, CT 06382
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~33.40 miles northeast of Southold
  • Pool available: Open 6AM to 10PM
  • 3-star Suburban property
More Photos Photo of Hyatt Place Uncasville Casino Area Pool
From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden 1181 Barnes Rd., Wallingford, CT 06492
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~33.47 miles northwest of Southold
  • Includes a pool: Indoor Salt Water Pool
  • Mid-scale Suburban property
More Photos Photo of Hilton Garden Inn Wallingford / Meriden Pool
From$75 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492
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~33.81 miles northwest of Southold
  • Includes a swimming pool
  • Three Star Suburban property
More Photos Pool image of Homewood Suites by Hilton Wallingford Meriden
From$126 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Norwich by IHG : 10 Laura Blvd. 10 Laura Blvd., Norwich, CT 06360
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~34.62 miles northeast of Southold
  • Has swimming pool: Indoor Pool Open from 5am - 10pm
  • 3 star Suburban property
More Photos Pool image of Holiday Inn Norwich by IHG
From$118 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360
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~34.67 miles northeast of Southold
  • Pool in hotel
  • Four star Suburban property
More Photos Pool image of The Spa at Norwich Inn
From$178 total
Very Good 4.0 /5 Review Score Call BookMore Details
Inn at Middletown 70 Main St., Middletown, CT 06457
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~35.85 miles north of Southold
  • Has swimming pool: 6:00am - 10:00pm Indoor Pool
  • Mid-scale Downtown property
More Photos Swimming pool at Inn at Middletown
From$118 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Stony Brook by IHG : 3131 Nesconset Highway 3131 Nesconset Highway, Stony Brook, NY 11720
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~36.93 miles west of Southold
  • Includes a pool: Indoor heated pool 5:30am-10pm daily 20X40 24 hour two room fitness center includes all new fitness equipment consisting of Treadmill, Elliptical Machines, Free Weights, Stationary Bicycle
  • Mid-scale Suburban property
More Photos Swimming pool at Holiday Inn Express Stony Brook by IHG
From$120 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Stony Brook in Stony Brook 1 Circle Rd., Stony Brook, NY 11794
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~37.50 miles west of Southold
  • Pool in hotel: Indoor heated pool and whirlpool
  • Three Star Highway hotel
More Photos Photo of Hilton Garden Inn Stony Brook Pool
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Preston Casino Area : 5 Watson Rd. 5 Watson Rd., Preston, CT 06365
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~37.53 miles northeast of Southold
  • Pool in hotel: Open Daily 6am-10am Indoor -
  • Affordable Resort hotel
More Photos Swimming pool at Hilton Garden Inn Preston Casino Area
From$102 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Quality Suites in Stratford 1500 South Ave., Stratford, CT 06615
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~37.91 miles west of Southold
  • Pool in hotel: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban property
More Photos Photo of Quality Suites Pool
From$104 total
Very Good 4.0 /5 Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino 411a / 411b Norwich Westerly Rd., North Stonington, CT 06359
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~38.05 miles northeast of Southold
  • Pool details: 7am-10pm, Small Heated Indoor Pool
  • Mid-scale Rural hotel
More Photos Photo of Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino Pool
From$94 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Shelton : 25 Old Stratford Rd. 25 Old Stratford Rd., Shelton, CT 06484
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~38.84 miles west of Southold
  • Pool available: Indoor heated pool and whirlpool.
  • Affordable Highway hotel
More Photos Swimming pool at Hilton Garden Inn Shelton
From$106 total
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hyatt House Shelton in Shelton 830 Bridgeport Ave., Shelton, CT 06484
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~38.99 miles west of Southold
  • Has swimming pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Mid-scale Suburban property
More Photos Photo of Hyatt House Shelton Pool
From$112 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Shelton - Shelton 780 Bridgeport Ave., Shelton, CT 06484
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~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Affordable Suburban property
More Photos Swimming pool at Courtyard by Marriott Shelton
From$102 total
Very Good 4.0 /5 Reviews Call BookMore Details

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