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 Call ~11.78 miles south of Southold
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • 3-star Golf Course hotel
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From$120
Average 3.0 /5 Latest Reviews Call BookMore Details
Bentley Hotel Southampton in Southampton 161 Hills Station Rd., Southampton, NY 11968 Call ~11.96 miles south of Southold
  • Pool available: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • 2-star Highway hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Water's Edge Resort & Spa : 1525 Boston Post Rd. 1525 Boston Post Rd., Westbrook, CT 06498 Call ~14.92 miles north of Southold
  • Includes a pool: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Midscale Beach property
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From$159
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook : 1750 Boston Post Rd. 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~15.19 miles north of Southold
  • Has swimming pool
  • Two-star Suburban hotel
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From$59
Very good 4.0 /5 Reviews Call BookMore Details
Saybrook Point Resort & Marina - Old Saybrook 2 Bridge St., Old Saybrook, CT 06475 Call ~15.59 miles north of Southold
  • Includes a pool
  • 3-star Riverfront hotel
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From$199
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Long Island East End 451 East Main St., Riverhead, NY 11901 Call ~15.65 miles southwest of Southold
  • Has swimming pool
  • Mid-scale hotel
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From$307
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn Old Saybrook Westbrook : 100 Essex Rd. 100 Essex Rd., Old Saybrook, CT 06475 Call ~17.84 miles north of Southold
  • Pool in hotel: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • Midscale Suburban hotel
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From$79
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott New York Long Island East End : 2012 Old Country Rd. 2012 Old Country Rd., Riverhead, NY 11901 Call ~17.92 miles southwest of Southold
  • Has swimming pool: 8am-10pm
  • 3-star Suburban property
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From$95
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Riverhead : 2038 Old Country Rd. 2038 Old Country Rd., Riverhead, NY 11901 Call ~18.07 miles southwest of Southold
  • Pool available: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Affordable Suburban hotel
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From$114
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Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~23.20 miles northeast of Southold
  • Has swimming pool: Outdoor
  • Affordable Suburban property
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From$76
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Motel 6 Niantic, CT - New London : 269 Flanders Rd. 269 Flanders Rd., Niantic, CT 06357 Call ~23.23 miles northeast of Southold
  • We have a pool ready for use
  • Low priced hotel
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From$60
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Baymont by Wyndham Branford / New Haven - Branford 3 Business Park Dr., Branford, CT 06405 Call ~23.75 miles northwest of Southold
  • Has swimming pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Low priced Suburban property
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From$60
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Holiday Inn Express Branford New Haven by IHG in Branford 309 East Main St., Branford, CT 06405 Call ~24.46 miles northwest of Southold
  • We have a pool
  • 3-star Suburban hotel
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor - Montauk 236 Edgemere Rd., Montauk, NY 11954 Call ~24.72 miles east of Southold
  • Includes a pool: Indoor and Outdoor Pool
  • 4 star Beach hotel
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From$149
Very good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Waterford - New London : 211 Pkwy. North 211 Pkwy. North, Waterford, CT 06385 Call ~24.98 miles northeast of Southold
  • Pool details: Seasonal Outdoor Pool open 10am-7:30pm.
  • Cheap Suburban hotel
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From$60
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Holiday Inn New London Mystic Area by IHG in New London 35 Governor Winthrop Blvd., New London, CT 06320 Call ~26.39 miles northeast of Southold
  • We have a pool
  • Mid-scale Downtown hotel
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From$89
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Springhill Suites by Marriott Mystic Waterford : 401 North Frontage Rd. 401 North Frontage Rd., Waterford, CT 06385 Call ~26.49 miles northeast of Southold
  • Includes a swimming pool
  • Midscale Suburban property
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From$115
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Hampton Inn Groton 300 Long Hill Rd., Groton, CT 06340 Call ~27.72 miles northeast of Southold
  • Includes a pool
  • 3 star Downtown hotel
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From$80
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Home2 Suites - East Haven 30 Frontage Rd., East Haven, CT 06512 Call ~27.88 miles northwest of Southold
  • Includes a pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury Five Star Suburban property
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From$150
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Ramada by Wyndham Groton in Groton 156 Kings Highway Groton, Groton, CT 06340 Call ~28.16 miles northeast of Southold
  • Pool details: Indoor pool and hot tub
  • Cheap Highway hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton in Groton 224 Gold Star Highway, Groton, CT 06340 Call ~28.31 miles northeast of Southold
  • Has swimming pool
  • 3-star Highway hotel
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From$119
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Home2 Long Island / Brookhaven Ny - Yaphank 101 Blvd. East, Yaphank, NY 11980 Call ~28.62 miles southwest of Southold
  • Pool available: Indoor Pool- Open 10AM to 9PM
  • Mid-scale Suburban hotel
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From$140
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Mystic Marriott Hotel & Spa 625 North Rd., Groton, CT 06340 Call ~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)
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Mystic Marriott Hotel and Spa : 625 North Rd. 625 North Rd., Groton, CT 06340 Call ~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)
  • High end Suburban hotel
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From$93
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La Quinta Inn & Suites by Wyndham New Haven - New Haven 400 Sargent Dr., New Haven, CT 06511 Call ~30.11 miles northwest of Southold
  • Has a pool!
  • Mid-scale Downtown property
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From$80
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New Haven Hotel : 229 George St. 229 George St., New Haven, CT 06510 Call ~30.89 miles northwest of Southold
  • Pool in hotel: We do not have a pool.
  • 3-star Downtown property
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From$80
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Best Western Executive Hotel of New Haven-West Haven in West Haven 490 Saw Mill Rd., West Haven, CT 06516 Call ~31.73 miles west of Southold
  • Pool details: from 6am-10pm daily.
  • Three Star Highway hotel
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From$77
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Clarion Inn North Haven in North Haven 201 Washington Ave., North Haven, CT 06473 Call ~31.95 miles northwest of Southold
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Three Star Suburban hotel
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From$79
Very good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Mystic - Mystic 224 Greenmanville Ave., Mystic, CT 06355 Call ~32.14 miles northeast of Southold
  • Pool in hotel: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Affordable Suburban hotel
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic - Stonington 253 Greenmanville Ave., Stonington, CT 06355 Call ~32.20 miles northeast of Southold
  • Pool in hotel: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Low-priced Suburban property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Mystic - Mystic 20 Coogan Blvd., Mystic, CT 06355 Call ~32.40 miles northeast of Southold
  • Has swimming pool: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • 3-star Resort hotel
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From$99
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Springhill Suites by Marriott Long Island Brookhaven : 2 Sawgrass Dr. 2 Sawgrass Dr., Bellport, NY 11713 Call ~32.45 miles southwest of Southold
  • Pool details: Indoor pool with towels provided
  • 3-star Suburban property
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From$120
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Best Western Mystic Hotel : 48 Whitehall Ave. 48 Whitehall Ave., Mystic, CT 06355 Call ~32.61 miles northeast of Southold
  • Pool in hotel: Seasonal, weather permitting
  • Mid-scale Highway hotel
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven : 2260 Whitney Ave. 2260 Whitney Ave., Hamden, CT 06518 Call ~32.91 miles northwest of Southold
  • Pool available: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban property
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From$45
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Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460 Call ~33.20 miles west of Southold
  • Has swimming pool: Indoor pool 5AM - 10PM
  • 3 star Suburban hotel
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From$89
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Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane 278 Old Gate Lane, Milford, CT 06460 Call ~33.35 miles west of Southold
  • Has swimming pool: 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!
  • 2 star Highway property
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From$104
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area 2049 Norwich New London Turnpike, Uncasville, CT 06382 Call ~33.40 miles northeast of Southold
  • Pool details: Open 6AM to 10PM
  • 3-star Suburban hotel
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From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden 1181 Barnes Rd., Wallingford, CT 06492 Call ~33.47 miles northwest of Southold
  • Pool in hotel: Indoor Salt Water Pool
  • 3-star Suburban hotel
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From$63
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Homewood Suites by Hilton Wallingford Meriden - Wallingford 90 Miles Dr., Wallingford, CT 06492 Call ~33.81 miles northwest of Southold
  • We have a pool
  • Affordable Suburban property
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From$105
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Holiday Inn Norwich by IHG in Norwich 10 Laura Blvd., Norwich, CT 06360 Call ~34.62 miles northeast of Southold
  • Pool available: Indoor Pool Open from 5am - 10pm
  • Three Star Suburban property
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From$99
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The Spa at Norwich Inn in Norwich 607 West Thames St., Norwich, CT 06360 Call ~34.67 miles northeast of Southold
  • Includes a swimming pool
  • High end Suburban hotel
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From$149
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Inn at Middletown 70 Main St., Middletown, CT 06457 Call ~35.85 miles north of Southold
  • Pool in hotel: 6:00am - 10:00pm Indoor Pool
  • Mid-scale Downtown property
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From$99
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Holiday Inn Express Stony Brook by IHG - Stony Brook 3131 Nesconset Highway, Stony Brook, NY 11720 Call ~36.93 miles west of Southold
  • Pool details: 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
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From$100
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Hilton Garden Inn Stony Brook 1 Circle Rd., Stony Brook, NY 11794 Call ~37.50 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool
  • 3-star Highway hotel
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From$80
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Hilton Garden Inn Preston Casino Area - Preston 5 Watson Rd., Preston, CT 06365 Call ~37.53 miles northeast of Southold
  • Has swimming pool: Open Daily 6am-10am Indoor -
  • 3 star Resort hotel
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From$85
Very good 4.5 /5 Recent Reviews Call BookMore Details
Quality Suites in Stratford 1500 South Ave., Stratford, CT 06615 Call ~37.91 miles west of Southold
  • Pool in hotel: 6AM to 10PM indoor pool @ 30x18"
  • Midscale Suburban hotel
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From$87
Very good 4.0 /5 Guest Reviews Call BookMore Details
Bellissimo Hotel Trademark by Wyndham Near Foxwoods Casino : 411a / 411b Norwich Westerly Rd. 411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 Call ~38.05 miles northeast of Southold
  • Has swimming pool: 7am-10pm, Small Heated Indoor Pool
  • Three Star Rural property
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd., Shelton, CT 06484 Call ~38.84 miles west of Southold
  • Pool available: Indoor heated pool and whirlpool.
  • 3 star Highway hotel
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From$89
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Hyatt House Shelton : 830 Bridgeport Ave. 830 Bridgeport Ave., Shelton, CT 06484 Call ~38.99 miles west of Southold
  • Pool details: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3-star Suburban property
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From$94
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Shelton - Shelton 780 Bridgeport Ave., Shelton, CT 06484 Call ~39.04 miles west of Southold
  • Pool details: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Mid-scale Suburban property
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From$85
Very good 4.0 /5 Reviews Call BookMore Details
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