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Southold Hotels with Outdoor or Indoor Pools

Atlantic Hotel : 1655 County Rd. 39 1655 County Rd. 39, Southampton, NY 11968 ~11.77 miles south of Southold
  • Pool available: 8 am to 8 pm
  • Great swimming pool
  • Pool is good
  • Great pool
  • Clean pool area
  • Clean pool, said 88%
  • Affordable Golf Course hotel
The Bentley Southampton : 161 Hills Station Rd. 161 Hills Station Rd., Southampton, NY 11968 ~11.96 miles south of Southold
  • Has swimming pool: Outdoor pool is open from 8 AM to 8 PM.
  • Two star Highway hotel
Southampton Inn in Southampton 91 Hill St., Southampton, NY 11968 ~12.55 miles south of Southold
  • Pool in hotel: Outdoor pool (newly built in 2011). Remains open daily from approximately May 15th through October 15th during the hours of 9:00 am to 8:00 pm. Measures 50' x 25', depth of 3' to 4'6", with steps at the shallow end. It is also heated to approximately 82 degrees.
  • 3 star Resort property
Bayview Resort 53 West Tiana Rd., Hampton Bays, NY 11946 ~15.06 miles southwest of Southold
  • Includes a pool: Seasonal outdoor pool open 7am-10pm
  • Midscale Oceanfront property
Econo Lodge Inn & Suites Old Saybrook : 1750 Boston Post Rd.
+1-866-221-8581
1750 Boston Post Rd., Old Saybrook, CT 06475 ~15.19 miles north of Southold
  • Our hotel comes with a pool
  • Low-priced Suburban hotel
Saybrook Point Inn & Spa 2 Bridge St., Old Saybrook, CT 06475 ~15.59 miles north of Southold
  • We have a pool
  • Mid-scale Riverfront hotel
From$199
Very Good 4.5 /5Review Score CallBookMore Details
Hyatt Place Long Island East End 451 East Main St., Riverhead, NY 11901 ~15.65 miles southwest of Southold
  • We have a pool ready for use
  • Mid-scale hotel
From$307
Very Good 4.5 /5Guest Reviews CallBookMore Details
Holiday Inn Express East End : 1707 Old Country Rd. 1707 Old Country Rd., Riverhead, NY 11901 ~17.29 miles southwest of Southold
  • Has swimming pool: Outdoor heated swimming pool open May-October.
  • Mid-scale Suburban property
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Quality Inn Old Saybrook - Old Saybrook 100 Essex Rd., Old Saybrook, CT 06475 ~17.84 miles north of Southold
  • Pool in hotel: Indoor Salt water pool/year round. Open 9AM - 9PM
  • 3-star Suburban property
Hilton Garden Inn : 2038 Old Country Rd. 2038 Old Country Rd., Riverhead, NY 11901 ~18.07 miles southwest of Southold
  • Has swimming pool: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Enjoy the fitness room or pools
  • Pool is good
  • Great pool
  • Huge whirlpool
  • Indoor pool warm
  • Midscale Suburban hotel
Days Inn & Conference Center Branford 375 East Main St., Branford, CT 06405 ~24.33 miles northwest of Southold
  • Includes a pool: We have Outdoor pool. It open 8.00 am to 8.00 pm. (Seasonal)
  • Pool is mediocre
  • Ordinary pool
  • Lovely outdoor pool
  • Very well pool
  • Pool closed
  • Cheap Downtown hotel
Holiday Inn Express Branford New Haven 309 East Main St., Branford, CT 06405 ~24.46 miles northwest of Southold
  • Includes a pool
  • Inexpensive Suburban property
Montauk Manor
+1-866-429-5787
236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool available: Indoor and Outdoor Pool
  • Clean pool area
  • Four star Beach hotel
Rodeway Inn 211 Pkwy. North, Waterford, CT 06385 ~24.92 miles northeast of Southold
  • Has a pool!
  • Cheap property
A Wave Inn 32 South Elmwood Ave., Montauk, NY 11954 ~25.17 miles east of Southold
  • Includes a pool: 9am-5pm,outdoor
  • Affordable Beach property
Daunts Albatross Motel 44 South Elmwood Ave., Montauk, NY 11954 ~25.22 miles east of Southold
  • Our hotel comes with a pool
  • Low priced Beach hotel
Montauk Yacht Club Resort Hotel & Marina
+1-800-881-1523
32 Star Island Rd., Montauk, NY 11954 ~25.67 miles east of Southold
  • Has swimming pool: We have two heated outdoor pools, open in season only. Hurricane Alley Pool is 78 X 30 and our Villa Pool is 76 X 66. The resort also has a heated oval indoor pool. Hours of operation are dependent on time of year (seasonality). Check with the front desk for hours.
  • 3 star Lake property
From$139
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn in New London 35 Governor Winthrop Blvd., New London, CT 06320 ~26.38 miles northeast of Southold
  • With a pool!
  • Affordable Downtown property
Springhill Suites by Marriott in Waterford 401 North Frontage Rd., Waterford, CT 06385 ~26.53 miles northeast of Southold
  • With a pool!
  • Pool area which was sparkling
  • 3 star Suburban property
Clarion Inn New London Mystic - New London 269 North Frontage Rd., New London, CT 06320 ~26.61 miles northeast of Southold
  • Has swimming pool: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • 3 star Suburban hotel
Hampton Inn Groton in Groton 300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • Pool in hotel
  • Affordable Downtown hotel
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Quality Inn East Haven : 30 Frontage Rd. 30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Includes a pool: Quality Inn East haven offers an outdoor pool which is open from May until September.
  • Economical Suburban property
Days Inn & Suites Groton Near The Casinos in Groton 135 Gold Star Highway, Groton, CT 06340 ~28.07 miles northeast of Southold
  • Pool in hotel
  • Low-priced Highway property
From$44
Average 3.0 /5Reviews CallBookMore Details
Mystic Marriott Hotel & Spa : 625 North Rd. 625 North Rd., Groton, CT 06340 ~29.44 miles northeast of Southold
  • Our hotel comes with a pool
  • High end Suburban hotel
From$93
Very Good 4.0 /5Reviews CallBookMore Details
Inn at Mystic 3 Williams Ave., Mystic, CT 06355 ~31.26 miles northeast of Southold
  • Has swimming pool: Seasonal (Memorial Day-Columbus Day) outdoor pool, open 9am-9pm. Inn guests may also use the local YMCA pool and facilities free of charge, year round.
  • Mid-scale Suburban property
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