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

Sound View Greenport : 58775 County Rd. 48 58775 County Rd. 48, Greenport, NY 11944 Call ~2.74 miles northeast of Southold
  • Pool available: Outdoor Pool - Open till 6:00pm The seasonal pool will be open from Memorial Day through Sept. 25th, weather dependent King Sauna Room
  • Mid-scale Beach hotel
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From$142 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Harbor Front Inn in Greenport 209 Front St., Greenport, NY 11944 Call ~4.20 miles northeast of Southold
  • Has swimming pool
  • 3-star hotel
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From$108 total
Very Good 4.0 /5 Reviews Call BookMore Details
The Atlantic Southampton 1655 County Rd. 39, Southampton, NY 11968 Call ~11.78 miles south of Southold
  • Has swimming pool: Heated Outdoor Pool 8am - 8pm
  • Three Star Golf Course property
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From$144 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Bentley Hotel 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.
  • Low Cost Highway hotel
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From$72 total
Average 3.0 /5 Hotel 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
  • Pool available: 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$190 total
Very Good 4.0 /5 Review Score Call BookMore Details
Saybrook Point Resort & Marina in Old Saybrook 2 Bridge St., Old Saybrook, CT 06475 Call ~15.59 miles north of Southold
  • With a pool!
  • 3-star Riverfront property
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From$238 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Long Island East End - Riverhead 451 East Main St., Riverhead, NY 11901 Call ~15.65 miles southwest of Southold
  • Has a pool!
  • 3-star property
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From$368 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook : 100 Essex Rd. 100 Essex Rd., Old Saybrook, CT 06475 Website Call ~17.84 miles north of Southold
  • Pool available: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3 star Suburban property
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From$94 total
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New York Long Island East End in Riverhead 2012 Old Country Rd., Riverhead, NY 11901 Call ~17.92 miles southwest of Southold
  • Includes a pool: 8am-10pm
  • 3-star Suburban hotel
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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 Call ~18.07 miles southwest of Southold
  • Includes a pool: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Three Star Suburban property
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From$136 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hotel Indigo Long Island East End by IHG : 1830 West Main St. 1830 West Main St., Riverhead, NY 11901 Call ~18.29 miles southwest of Southold
  • Includes a pool: Outdoor heated swimming pool
  • Three Star Suburban hotel
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From$120 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~23.20 miles northeast of Southold
  • Pool in hotel: Outdoor
  • Midscale Suburban property
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From$90 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 Niantic, CT - New London - Niantic 269 Flanders Rd., Niantic, CT 06357 Call ~23.23 miles northeast of Southold
  • We have a pool ready for use
  • Economy hotel
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From$72 total
Average 3.5 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven in Branford 3 Business Park Dr., Branford, CT 06405 Call ~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
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From$72 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG in Branford 309 East Main St., Branford, CT 06405 Call ~24.46 miles northwest of Southold
  • Has swimming pool
  • Mid-scale Suburban property
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From$106 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor in Montauk 236 Edgemere Rd., Montauk, NY 11954 Call ~24.72 miles east of Southold
  • Pool available: Indoor and Outdoor Pool
  • Four-star Beach property
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From$178 total
Very Good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Waterford - New London - Waterford 211 Pkwy. North, Waterford, CT 06385 Call ~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Cheap Suburban property
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From$72 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG 35 Governor Winthrop Blvd., New London, CT 06320 Call ~26.39 miles northeast of Southold
  • Includes a swimming pool
  • Mid-scale Downtown property
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From$106 total
Very Good 4.0 /5 Read 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
  • We have a pool
  • Affordable Suburban hotel
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From$138 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Groton 300 Long Hill Rd., Groton, CT 06340 Call ~27.72 miles northeast of Southold
  • With a pool!
  • Three Star Downtown hotel
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From$96 total
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites 30 Frontage Rd., East Haven, CT 06512 Call ~27.88 miles northwest of Southold
  • Pool details: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Affordable Suburban property
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Ramada by Wyndham Groton 156 Kings Highway Groton, Groton, CT 06340 Call ~28.16 miles northeast of Southold
  • Pool in hotel: Indoor pool and hot tub
  • Low priced Highway property
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From$72 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton - Groton 224 Gold Star Highway, Groton, CT 06340 Call ~28.31 miles northeast of Southold
  • Pool in hotel
  • Affordable Highway property
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From$142 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny 101 Blvd. East, Yaphank, NY 11980 Call ~28.62 miles southwest of Southold
  • Pool details: Indoor Pool- Open 10AM to 9PM
  • Mid-scale Suburban property
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From$168 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mystic Marriott Hotel & Spa 625 North Rd., Groton, CT 06340 Call ~29.37 miles northeast of Southold
  • Pool in hotel: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • 3-star Suburban hotel
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From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Mystic Marriott Hotel and Spa 625 North Rd., Groton, CT 06340 Call ~29.44 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)
  • High end Suburban property
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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 Call ~30.11 miles northwest of Southold
  • Our hotel comes with a pool
  • 3-star Downtown property
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
New Haven Hotel - New Haven 229 George St., New Haven, CT 06510 Call ~30.89 miles northwest of Southold
  • Includes a pool: We do not have a pool.
  • 3 star Downtown property
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
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.
  • 3-star Highway property
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From$92 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Clarion Inn North Haven in North Haven 201 Washington Ave., North Haven, CT 06473 Call ~31.95 miles northwest of Southold
  • Has swimming pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Three Star Suburban property
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From$94 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Mystic in 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
  • Mid-scale Suburban hotel
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From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic in Stonington 253 Greenmanville Ave., Stonington, CT 06355 Call ~32.20 miles northeast of Southold
  • Includes a pool: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • 2-star Suburban property
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From$72 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Mystic 20 Coogan Blvd., Mystic, CT 06355 Call ~32.40 miles northeast of Southold
  • Pool in hotel: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Mid-scale Resort hotel
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From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Mystic Hotel in Mystic 48 Whitehall Ave., Mystic, CT 06355 Call ~32.61 miles northeast of Southold
  • Includes a pool: Seasonal, weather permitting
  • 3-star Highway hotel
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From$90 total
Average 3.0 /5 Hotel 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
  • Has swimming pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Midscale Suburban property
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From$54 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460 Call ~33.20 miles west of Southold
  • Pool available: Indoor pool 5AM - 10PM
  • Midscale Suburban hotel
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From$106 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford 278 Old Gate Lane, Milford, CT 06460 Call ~33.35 miles west of Southold
  • Includes a 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!
  • Low Cost Highway property
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From$124 total
Average 3.0 /5 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
  • Midscale Suburban property
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From$118 total
Very Good 4.0 /5 Read 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 in hotel: Indoor Salt Water Pool
  • Three Star Suburban hotel
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From$75 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~33.81 miles northwest of Southold
  • Includes a swimming pool
  • Mid-scale Suburban property
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From$126 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360 Call ~34.67 miles northeast of Southold
  • With a pool!
  • Expensive Suburban property
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From$178 total
Very Good 4.0 /5 Review Score Call BookMore Details
Inn at Middletown - Middletown 70 Main St., Middletown, CT 06457 Call ~35.85 miles north of Southold
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • 3 star Downtown property
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From$118 total
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Stony Brook by IHG : 3131 Nesconset Highway 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
  • Three Star Suburban property
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From$120 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Stony Brook in Stony Brook 1 Circle Rd., Stony Brook, NY 11794 Call ~37.50 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool
  • Affordable Highway hotel
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From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Preston Casino Area 5 Watson Rd., Preston, CT 06365 Call ~37.53 miles northeast of Southold
  • Pool in hotel: Open Daily 6am-10am Indoor -
  • Three Star Resort property
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From$102 total
Very Good 4.5 /5 Reviews Call BookMore Details
Quality Suites 1500 South Ave., Stratford, CT 06615 Call ~37.91 miles west of Southold
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • Midscale Suburban property
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From$104 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino 411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 Call ~38.05 miles northeast of Southold
  • Pool available: 7am-10pm, Small Heated Indoor Pool
  • Mid-scale Rural property
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From$94 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Shelton : 25 Old Stratford Rd. 25 Old Stratford Rd., Shelton, CT 06484 Call ~38.84 miles west of Southold
  • Pool in hotel: Indoor heated pool and whirlpool.
  • 3-star Highway hotel
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From$106 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hyatt House Shelton : 830 Bridgeport Ave. 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.
  • Midscale Suburban hotel
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From$112 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Shelton 780 Bridgeport Ave., Shelton, CT 06484 Call ~39.04 miles west of Southold
  • Pool available: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Three Star Suburban hotel
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From$102 total
Very Good 4.0 /5 Reviews Call BookMore Details
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