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Southold Hotels with Outdoor or Indoor Pools

The Atlantic Southampton 1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • Affordable Golf Course hotel
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
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Bentley Hotel Southampton 161 Hills Station Rd., Southampton, NY 11968 ~11.96 miles south of Southold
  • Pool in hotel: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Inexpensive Highway property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Water's Edge Resort & Spa 1525 Boston Post Rd., Westbrook, CT 06498 ~14.92 miles north of Southold
  • Pool details: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Mid-scale Beach property
From$159
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 ~15.19 miles north of Southold
  • Pool in hotel
  • Inexpensive Suburban property
From$59
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Long Island East End 451 East Main St., Riverhead, NY 11901 ~15.65 miles southwest of Southold
  • Our hotel comes with a pool
  • Mid-scale hotel
From$307
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook 100 Essex Rd., Old Saybrook, CT 06475 ~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
  • Mid-scale Suburban hotel
From$79
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Riverhead in Riverhead 2038 Old Country Rd., Riverhead, NY 11901 ~18.07 miles southwest of Southold
  • Includes a pool: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Midscale Suburban property
From$114
Very good 4.5 /5 Review Score Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Has swimming pool: Outdoor
  • Three Star Suburban hotel
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London : 269 Flanders Rd. 269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Pool in hotel
  • 2-star property
From$60
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 ~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 hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Montauk Manor : 236 Edgemere Rd. 236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Has swimming pool: Indoor and Outdoor Pool
  • High end Beach hotel
From$149
Very good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn Waterford - New London 211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Pool available: Seasonal Outdoor Pool open 10am-7:30pm.
  • Low priced Suburban hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford : 401 North Frontage Rd. 401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • We have a pool ready for use
  • Mid-scale Suburban hotel
From$115
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Groton 300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • With a pool!
  • Three Star Downtown hotel
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites in East Haven 30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Pool available: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5-star Suburban property
From$150
Average 3.0 /5 Review Score Call BookMore Details
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Ramada by Wyndham Groton in Groton 156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Has swimming pool: Indoor pool and hot tub
  • 2 star Highway property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Mystic / Groton : 224 Gold Star Highway 224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • We have a pool ready for use
  • 3-star Highway property
From$119
Very good 4.5 /5 Guest Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny - Yaphank 101 Blvd. East, Yaphank, NY 11980 ~28.62 miles southwest of Southold
  • Pool in hotel: Indoor Pool- Open 10AM to 9PM
  • Mid-scale Suburban hotel
From$140
Very good 4.0 /5 Reviews Call BookMore Details
Mystic Marriott Hotel & Spa in Groton 625 North Rd., Groton, CT 06340 ~29.37 miles northeast of Southold
  • Pool available: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Mid-scale Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Mystic Marriott Hotel and Spa : 625 North Rd. 625 North Rd., Groton, CT 06340 ~29.44 miles northeast of Southold
  • Pool available: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Expensive Suburban hotel
From$93
Very good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven 400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Has swimming pool
  • 3-star Downtown hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
New Haven Hotel 229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Pool details: We do not have a pool.
  • Affordable Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516 ~31.73 miles west of Southold
  • Pool in hotel: from 6am-10pm daily.
  • Three Star Highway property
From$77
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Has swimming pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3 star Suburban hotel
From$79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Mystic 224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Pool in hotel: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Midscale Suburban property
From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic 253 Greenmanville Ave., Stonington, CT 06355 ~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
  • Cheap Suburban property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hilton Mystic : 20 Coogan Blvd. 20 Coogan Blvd., Mystic, CT 06355 ~32.40 miles northeast of Southold
  • Has swimming pool: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Affordable Resort property
From$99
Very good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven - Bellport 2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Has swimming pool: Indoor pool with towels provided
  • 3-star Suburban property
From$120
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Mystic Hotel 48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Pool details: Seasonal, weather permitting
  • 3 star Highway hotel
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven : 2260 Whitney Ave. 2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460 ~33.20 miles west of Southold
  • Has swimming pool: Indoor pool 5AM - 10PM
  • Three Star Suburban property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel 278 Old Gate Lane, Milford, CT 06460 ~33.35 miles west of Southold
  • Pool available: 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
From$104
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike 2049 Norwich New London Turnpike, Uncasville, CT 06382 Website ~33.40 miles northeast of Southold
  • Pool available: Open 6AM to 10PM
  • Three Star Suburban property
From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden - Wallingford 1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Has swimming pool: Indoor Salt Water Pool
  • Affordable Suburban property
From$63
Very good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden - Wallingford 90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • We have a pool ready for use
  • Mid-scale Suburban property
From$105
Very good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Norwich by IHG in Norwich 10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Includes a pool: Indoor Pool Open from 5am - 10pm
  • Midscale Suburban hotel
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • Has swimming pool
  • 4-star Suburban property
From$149
Very good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven in Farmingville 2000 North Ocean Ave., Farmingville, NY 11738 ~35.18 miles west of Southold
  • Includes a pool: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Affordable Suburban property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Inn at Middletown - Middletown 70 Main St., Middletown, CT 06457 ~35.85 miles north of Southold
  • Has swimming pool: 6:00am - 10:00pm Indoor Pool
  • Affordable Downtown property
From$99
Very good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Stony Brook by IHG 3131 Nesconset Highway, Stony Brook, NY 11720 ~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
  • 3 star Suburban property
From$100
Very good 4.0 /5 Reviews Call BookMore Details
Residence Inn Long Island Holtsville 25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • Has swimming pool
  • 3 star Highway property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Stony Brook 1 Circle Rd., Stony Brook, NY 11794 ~37.50 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool
  • Midscale Highway property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Preston Casino Area - Preston 5 Watson Rd., Preston, CT 06365 ~37.53 miles northeast of Southold
  • Pool in hotel: Open Daily 6am-10am Indoor -
  • 3 star Resort hotel
From$85
Very good 4.5 /5 Latest Reviews Call BookMore Details
Quality Suites : 1500 South Ave. 1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • Affordable Suburban hotel
From$87
Very good 4.0 /5 Reviews Call BookMore Details
Bellissimo Hotel Trademark by Wyndham Near Foxwoods Casino - North Stonington 411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 ~38.05 miles northeast of Southold
  • Pool available: 7am-10pm, Small Heated Indoor Pool
  • Three Star Rural hotel
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd., Shelton, CT 06484 ~38.84 miles west of Southold
  • Pool details: Indoor heated pool and whirlpool.
  • 3 star Highway property
Hyatt House Shelton in Shelton 830 Bridgeport Ave., Shelton, CT 06484 ~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 hotel
From$94
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Shelton : 780 Bridgeport Ave. 780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3-star Suburban property
From$85
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Shelton in Shelton 695 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Includes a pool: Indoor heated pool Open daily from 9:00 am to 9:00 pm
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport - Ronkonkoma 5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • Includes a swimming pool
  • 3-star hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details

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