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 1655 County Rd. 39, Southampton, NY 11968
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~11.78 miles south of Southold
  • Has swimming pool: Heated Outdoor Pool 8am - 8pm
  • 3 star Golf Course hotel
More Photos Pool image of The Atlantic Southampton
From$120
Average 3.0 /5 Review Score Call BookMore Details
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Bentley Hotel Southampton in Southampton 161 Hills Station Rd., Southampton, NY 11968
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~11.96 miles south of Southold
  • Includes a pool: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Cheap Highway hotel
More Photos Photo of Bentley Hotel Southampton Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook 1525 Boston Post Rd., Westbrook, CT 06498
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~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.
  • Affordable Beach property
More Photos Pool image of Water's Edge Resort & Spa
From$159
Very Good 4.0 /5 Review Score 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
  • Has swimming pool
  • 2-star Suburban hotel
More Photos Photo of Econo Lodge Inn & Suites Old Saybrook Westbrook Pool
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Long Island East End 451 East Main St., Riverhead, NY 11901
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~15.65 miles southwest of Southold
  • Our hotel comes with a pool
  • Three Star property
More Photos Photo of Hyatt Place Long Island East End Pool
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
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~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 property
More Photos Pool image of Quality Inn Old Saybrook Westbrook
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa - Montauk 290 Old Montauk Highway, Montauk, NY 11954
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~22.91 miles east of Southold
  • Pool in hotel
  • 3-star Oceanfront hotel
More Photos Swimming pool at Gurney's Montauk Resort & Seawater Spa
From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357
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~23.20 miles northeast of Southold
  • Pool details: Outdoor
  • 3 star Suburban property
More Photos Swimming pool at Best Western Niantic - New London/Mystic Area
From$76
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Niantic, CT - New London - Niantic 269 Flanders Rd., Niantic, CT 06357
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~23.23 miles northeast of Southold
  • Includes a pool
  • Cheap hotel
More Photos Photo of Motel 6 Niantic, CT - New London Pool
From$60
Average 3.5 /5 Recent 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 in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Two-star Suburban property
More Photos Photo of Baymont by Wyndham Branford / New Haven Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor : 236 Edgemere Rd. 236 Edgemere Rd., Montauk, NY 11954
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~24.72 miles east of Southold
  • Pool available: Indoor and Outdoor Pool
  • 4-star Beach hotel
More Photos Swimming pool at Montauk Manor
From$149
Very Good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Waterford - New London in Waterford 211 Pkwy. North, Waterford, CT 06385
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~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Economy Suburban property
More Photos Photo of Rodeway Inn Waterford - New London Pool
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn New London - Mystic Area by IHG 35 Governor Winthrop Blvd., New London, CT 06320
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~26.39 miles northeast of Southold
  • Has swimming pool
  • 3 star Downtown hotel
More Photos Swimming pool at Holiday Inn New London - Mystic Area by IHG
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
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Springhill Suites by Marriott Mystic Waterford - Waterford 401 North Frontage Rd., Waterford, CT 06385
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~26.49 miles northeast of Southold
  • Pool in hotel
  • 3-star Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Mystic Waterford
From$115
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites 30 Frontage Rd., East Haven, CT 06512
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~27.88 miles northwest of Southold
  • Pool available: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious Five Star Suburban property
More Photos Swimming pool at Home2 Suites
From$150
Average 3.0 /5 Read Reviews Call BookMore Details
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Baymont by Wyndham Groton / Mystic 360 Court 12, Groton, CT 06340
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~28.10 miles northeast of Southold
  • Includes a pool: Heated Indoor pool, large hot tub, and fitness center
  • Midscale Suburban hotel
More Photos Pool image of Baymont by Wyndham Groton / Mystic
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Groton - 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
  • Two star Highway hotel
More Photos Photo of Ramada by Wyndham Groton Pool
From$60
Average 3.0 /5 Guest 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
  • Pool in hotel: Indoor Pool- Open 10AM to 9PM
  • Affordable Suburban property
More Photos Pool image of Home2 Long Island / Brookhaven Ny
From$140
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Mystic Marriott Hotel & Spa - Groton 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)
  • 4-star Suburban hotel
More Photos Photo of Mystic Marriott Hotel & Spa Pool
From$93
Very Good 4.0 /5 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
  • We have a pool
  • Three Star Downtown hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham New Haven
From$80
Average 3.0 /5 Hotel Reviews 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
  • Has swimming pool: We do not have a pool.
  • 3-star Downtown hotel
More Photos Photo of New Haven Hotel Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven in West Haven 490 Saw Mill Rd., West Haven, CT 06516
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~31.73 miles west of Southold
  • Includes a pool: from 6am-10pm daily.
  • Affordable Highway hotel
More Photos Photo of Best Western Executive Hotel of New Haven-West Haven Pool
From$77
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn North Haven in North Haven 201 Washington Ave., North Haven, CT 06473
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~31.95 miles northwest of Southold
  • Has swimming pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3 star Suburban property
More Photos Swimming pool at Clarion Inn North Haven
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Mystic 224 Greenmanville Ave., Mystic, CT 06355
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~32.14 miles northeast of Southold
  • Has swimming pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • 3-star Suburban hotel
More Photos Pool image of Hyatt Place Mystic
From$99
Very Good 4.0 /5 Review Score 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 available: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Low priced Suburban hotel
More Photos Pool image of Howard Johnson by Wyndham Mystic
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Mystic by Ihg - Mystic 6 Coogan Blvd., Mystic, CT 06355
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~32.26 miles northeast of Southold
  • Pool in hotel: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Three Star Downtown hotel
More Photos Pool image of Holiday Inn Express Mystic by Ihg
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven 2 Sawgrass Dr., Bellport, NY 11713
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~32.45 miles southwest of Southold
  • Pool details: Indoor pool with towels provided
  • Affordable Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Long Island Brookhaven
From$120
Very Good 4.0 /5 Recent 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 details: Seasonal, weather permitting
  • Affordable Highway hotel
More Photos Pool image of Best Western Mystic Hotel
From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Hamden Hotel & Suites – Hamden New Haven 2260 Whitney Ave., Hamden, CT 06518
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~32.91 miles northwest of Southold
  • Pool details: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban property
More Photos Pool image of Hamden Hotel & Suites – Hamden New Haven
From$45
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460
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~33.20 miles west of Southold
  • Pool in hotel: Indoor pool 5AM - 10PM
  • Three Star Suburban hotel
More Photos Photo of Hilton Garden Inn Milford Pool
From$89
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford 278 Old Gate Lane, Milford, CT 06460
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~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!
  • Two star Highway property
More Photos Pool image of Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike 2049 Norwich New London Turnpike, Uncasville, CT 06382
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~33.40 miles northeast of Southold
  • Pool in hotel: Open 6AM to 10PM
  • 3-star Suburban hotel
More Photos Swimming pool at Hyatt Place Uncasville Casino Area
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
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~33.47 miles northwest of Southold
  • Pool in hotel: Indoor Salt Water Pool
  • Affordable Suburban hotel
More Photos Photo of Hilton Garden Inn Wallingford/Meriden Pool
From$63
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden : 90 Miles Dr. 90 Miles Dr., Wallingford, CT 06492
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~33.81 miles northwest of Southold
  • With a pool!
  • Midscale Suburban hotel
More Photos Photo of Homewood Suites by Hilton Wallingford Meriden Pool
From$105
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Norwich by IHG 10 Laura Blvd., Norwich, CT 06360
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~34.62 miles northeast of Southold
  • Pool details: Indoor Pool Open from 5am - 10pm
  • Midscale Suburban property
More Photos Pool image of Holiday Inn Norwich by IHG
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich 607 West Thames St., Norwich, CT 06360
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~34.67 miles northeast of Southold
  • We have a pool
  • Expensive Suburban property
More Photos Photo of The Spa at Norwich Inn Pool
From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven 2000 North Ocean Ave., Farmingville, NY 11738
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~35.18 miles west of Southold
  • Pool available: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • 3 star Suburban hotel
More Photos Pool image of Hampton Inn Long Island-Brookhaven
From$80
Average 3.0 /5 Recent Reviews 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
  • Midscale Downtown property
More Photos Photo of Inn at Middletown Pool
From$99
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Residence Inn Long Island Holtsville 25 Middle Ave., Holtsville, NY 11742
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~36.98 miles west of Southold
  • With a pool!
  • Midscale Highway hotel
More Photos Swimming pool at Residence Inn Long Island Holtsville
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Stony Brook - 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 property
More Photos Photo of Hilton Garden Inn Stony Brook Pool
From$80
Average 3.0 /5 Latest 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
  • Has swimming pool: Open Daily 6am-10am Indoor -
  • Affordable Resort property
More Photos Pool image of Hilton Garden Inn Preston Casino Area
From$85
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Quality Suites - Stratford 1500 South Ave., Stratford, CT 06615
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~37.91 miles west of Southold
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban property
More Photos Pool image of Quality Suites
From$87
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Shelton - Shelton 25 Old Stratford Rd., Shelton, CT 06484
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~38.84 miles west of Southold
  • Pool details: Indoor heated pool and whirlpool.
  • 3-star Highway hotel
More Photos Swimming pool at Hilton Garden Inn Shelton
From$89
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hyatt House Shelton 830 Bridgeport Ave., Shelton, CT 06484
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~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 property
More Photos Pool image of Hyatt House Shelton
From$94
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott 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
  • Mid-scale Suburban hotel
More Photos Photo of Courtyard by Marriott Shelton Pool
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Shelton - Shelton 695 Bridgeport Ave., Shelton, CT 06484
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~39.04 miles west of Southold
  • Pool available: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • 3 star Suburban property
More Photos Photo of Hampton Inn Shelton Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport 5000 Express Dr. South, Ronkonkoma, NY 11779
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~39.27 miles west of Southold
  • With a pool!
  • Three Star hotel
More Photos Photo of Courtyard Long Island Macarthur Airport Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma : 65 Union Ave. 65 Union Ave., Ronkonkoma, NY 11779
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~39.28 miles west of Southold
  • Pool details: Swim in our beautiful heated indoor swimming pool
  • 3 star Airport property
More Photos Pool image of Homewood Suites by Hilton Ronkonkoma
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn Shelton Fairfield County : 1001 Bridgeport Ave. 1001 Bridgeport Ave., Shelton, CT 06484
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~39.52 miles west of Southold
  • Pool available: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • 3-star Suburban hotel
More Photos Pool image of Residence Inn Shelton Fairfield County
From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus New England Inn & Suites 2253 Berlin Turnpike, Berlin, CT 06037
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~40.13 miles northwest of Southold
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • Midscale Suburban hotel
More Photos Pool image of Best Western Plus New England Inn & Suites
From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details

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