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
  • Has swimming pool: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course property
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From$120
Average 3.0 /5 Read 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.
  • Cheap Highway property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Water's Edge Resort & Spa in Westbrook 1525 Boston Post Rd., Westbrook, CT 06498 Call ~14.92 miles north of Southold
  • Has swimming pool: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • 3 star Beach property
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From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~15.19 miles north of Southold
  • Pool in hotel
  • Economical Suburban property
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From$59
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Hyatt Place Long Island East End - Riverhead 451 East Main St., Riverhead, NY 11901 Call ~15.65 miles southwest of Southold
  • We have a pool
  • Mid-scale property
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From$307
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook 100 Essex Rd., Old Saybrook, CT 06475 Call ~17.84 miles north of Southold
  • Has swimming pool: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3-star Suburban hotel
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From$79
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Best Western Niantic - New London/Mystic Area - Niantic 265 Flanders Rd., Niantic, CT 06357 Call ~23.20 miles northeast of Southold
  • Pool available: Outdoor
  • 3-star Suburban property
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From$76
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Motel 6 Niantic, CT - New London 269 Flanders Rd., Niantic, CT 06357 Call ~23.23 miles northeast of Southold
  • Our hotel comes with a pool
  • Cheap property
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From$60
Average 3.5 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven 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
  • Cheap Suburban property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Montauk Manor in Montauk 236 Edgemere Rd., Montauk, NY 11954 Call ~24.72 miles east of Southold
  • Pool details: Indoor and Outdoor Pool
  • 4 star Beach hotel
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From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn Waterford - New London - Waterford 211 Pkwy. North, Waterford, CT 06385 Call ~24.98 miles northeast of Southold
  • Pool details: Seasonal Outdoor Pool open 10am-7:30pm.
  • Two-star Suburban hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
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
  • 3-star Suburban property
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From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Groton : 300 Long Hill Rd. 300 Long Hill Rd., Groton, CT 06340 Call ~27.72 miles northeast of Southold
  • Has swimming pool
  • Midscale Downtown hotel
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites in East Haven 30 Frontage Rd., East Haven, CT 06512 Call ~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
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From$150
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Ramada by Wyndham Groton 156 Kings Highway Groton, Groton, CT 06340 Call ~28.16 miles northeast of Southold
  • Has swimming pool: Indoor pool and hot tub
  • Low Cost Highway hotel
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From$60
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Hilton Garden Inn Mystic / Groton 224 Gold Star Highway, Groton, CT 06340 Call ~28.31 miles northeast of Southold
  • Pool in hotel
  • Mid-scale Highway hotel
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From$119
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Home2 Long Island / Brookhaven Ny 101 Blvd. East, Yaphank, NY 11980 Call ~28.62 miles southwest of Southold
  • Includes a pool: Indoor Pool- Open 10AM to 9PM
  • 3-star Suburban hotel
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From$140
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Mystic Marriott Hotel & Spa : 625 North Rd. 625 North Rd., Groton, CT 06340 Call ~29.44 miles northeast of Southold
  • Pool details: 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
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From$93
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La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr. 400 Sargent Dr., New Haven, CT 06511 Call ~30.11 miles northwest of Southold
  • Includes a pool
  • 3-star Downtown property
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From$80
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New Haven Hotel 229 George St., New Haven, CT 06510 Call ~30.89 miles northwest of Southold
  • Pool available: We do not have a pool.
  • Mid-scale Downtown property
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From$80
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Best Western Executive Hotel Of New Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516 Call ~31.73 miles west of Southold
  • Pool available: from 6am-10pm daily.
  • Mid-scale Highway property
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From$77
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Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 Call ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3 star Suburban property
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From$79
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Hyatt Place Mystic 224 Greenmanville Ave., Mystic, CT 06355 Call ~32.14 miles northeast of Southold
  • Pool available: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Midscale Suburban hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic 253 Greenmanville Ave., Stonington, CT 06355 Call ~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
  • Inexpensive Suburban hotel
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From$60
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Holiday Inn Express Mystic by Ihg in Mystic 6 Coogan Blvd., Mystic, CT 06355 Call ~32.26 miles northeast of Southold
  • Pool details: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Midscale Downtown hotel
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From$89
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Hilton Mystic 20 Coogan Blvd., Mystic, CT 06355 Call ~32.40 miles northeast of Southold
  • Pool available: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Mid-scale Resort hotel
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven 2 Sawgrass Dr., Bellport, NY 11713 Call ~32.45 miles southwest of Southold
  • Pool available: Indoor pool with towels provided
  • Midscale Suburban hotel
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From$120
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Best Western Mystic Hotel - Mystic 48 Whitehall Ave., Mystic, CT 06355 Call ~32.61 miles northeast of Southold
  • Pool details: Seasonal, weather permitting
  • Midscale Highway hotel
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From$75
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Hamden Hotel and Suites – Hamden New Haven 2260 Whitney Ave., Hamden, CT 06518 Call ~32.91 miles northwest of Southold
  • Pool in hotel: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • 3 star Suburban hotel
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From$45
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Hilton Garden Inn Milford : 291 Old Gate Ln 291 Old Gate Ln, Milford, CT 06460 Website Call ~33.20 miles west of Southold
  • Pool details: Indoor pool 5AM - 10PM
  • Affordable Suburban hotel
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From$89
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Holiday Inn Express & Suites Milford An Ihg Hotel 278 Old Gate Lane, Milford, CT 06460 Call ~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!
  • Economy Highway property
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From$104
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Hyatt Place Uncasville Casino Area 2049 Norwich New London Turnpike, Uncasville, CT 06382 Call ~33.40 miles northeast of Southold
  • Pool available: Open 6AM to 10PM
  • Midscale Suburban property
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden : 1181 Barnes Rd. 1181 Barnes Rd., Wallingford, CT 06492 Call ~33.47 miles northwest of Southold
  • Pool available: Indoor Salt Water Pool
  • Mid-scale Suburban property
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From$63
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Homewood Suites by Hilton Wallingford Meriden in Wallingford 90 Miles Dr., Wallingford, CT 06492 Call ~33.81 miles northwest of Southold
  • Has a pool!
  • Affordable Suburban property
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From$105
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Holiday Inn Norwich by IHG - Norwich 10 Laura Blvd., Norwich, CT 06360 Call ~34.62 miles northeast of Southold
  • Pool details: Indoor Pool Open from 5am - 10pm
  • Midscale Suburban property
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From$99
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The Spa at Norwich Inn : 607 West Thames St. 607 West Thames St., Norwich, CT 06360 Call ~34.67 miles northeast of Southold
  • Our hotel comes with a pool
  • Four star Suburban hotel
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From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven 2000 North Ocean Ave., Farmingville, NY 11738 Call ~35.18 miles west of Southold
  • Includes a pool: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Midscale Suburban hotel
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From$80
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Inn at Middletown 70 Main St., Middletown, CT 06457 Call ~35.85 miles north of Southold
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Affordable Downtown property
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From$99
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Holiday Inn Express Stony Brook by IHG 3131 Nesconset Highway, Stony Brook, NY 11720 Call ~36.93 miles west of Southold
  • Pool in hotel: 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
  • Three Star Suburban hotel
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From$100
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Residence Inn Long Island Holtsville in Holtsville 25 Middle Ave., Holtsville, NY 11742 Call ~36.98 miles west of Southold
  • Has swimming pool
  • 3-star Highway hotel
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From$80
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Foxwoods Resort Casino 350 Trolley Line Blvd., Mashantucket, CT 06338 Call ~37.31 miles northeast of Southold
  • Includes a swimming pool
  • Expensive Resort hotel
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From$179
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Stony Brook : 1 Circle Rd. 1 Circle Rd., Stony Brook, NY 11794 Call ~37.50 miles west of Southold
  • Has swimming pool: Indoor heated pool and whirlpool
  • Midscale Highway property
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From$80
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Hilton Garden Inn Preston Casino Area 5 Watson Rd., Preston, CT 06365 Call ~37.53 miles northeast of Southold
  • Includes a pool: Open Daily 6am-10am Indoor -
  • 3 star Resort property
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From$85
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Quality Suites in Stratford 1500 South Ave., Stratford, CT 06615 Call ~37.91 miles west of Southold
  • Includes a pool: 6AM to 10PM indoor pool @ 30x18"
  • Midscale Suburban hotel
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From$87
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Hilton Garden Inn Shelton in Shelton 25 Old Stratford Rd., Shelton, CT 06484 Call ~38.84 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool.
  • Affordable Highway property
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From$89
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Hyatt House Shelton 830 Bridgeport Ave., Shelton, CT 06484 Call ~38.99 miles west of Southold
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Mid-scale Suburban property
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From$94
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Courtyard by Marriott Shelton : 780 Bridgeport Ave. 780 Bridgeport Ave., Shelton, CT 06484 Call ~39.04 miles west of Southold
  • Pool available: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3 star Suburban property
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From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Shelton - Shelton 695 Bridgeport Ave., Shelton, CT 06484 Call ~39.04 miles west of Southold
  • Pool details: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • Midscale Suburban hotel
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From$80
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Courtyard Long Island Macarthur Airport 5000 Express Dr. South, Ronkonkoma, NY 11779 Call ~39.27 miles west of Southold
  • Has swimming pool
  • Midscale property
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From$80
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Homewood Suites by Hilton Ronkonkoma in Ronkonkoma 65 Union Ave., Ronkonkoma, NY 11779 Call ~39.28 miles west of Southold
  • Pool available: Swim in our beautiful heated indoor swimming pool
  • 3-star Airport property
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From$80
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