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Shelter Island Hotels with Outdoor or Indoor Pools

Southampton Inn 91 Hill St., Southampton, NY 11968 ~14.13 miles south of Shelter Island
  • Pool details: 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 hotel
  • Service could be friendlier
  • Excellent value
Saybrook Point Inn & Spa 2 Bridge St., Old Saybrook, CT 06475 ~14.62 miles north of Shelter Island
  • We have a pool ready for use
  • Mid-scale Riverfront property
  • Amazing scenery
  • Terrific location
From$219
Very Good 4.5 /5Reviews CallBookMore Details
Atlantic Hotel : 1655 County Rd. 39 1655 County Rd. 39, Southampton, NY 11968 ~14.85 miles southwest of Shelter Island
  • Has swimming pool: 8 am to 8 pm
  • Great swimming pool
  • Pool is good
  • Great pool
  • Clean pool area
  • Clean pool, said 88%
  • Midscale Golf Course hotel
The Bentley Southampton : 161 Hills Station Rd. 161 Hills Station Rd., Southampton, NY 11968 ~15.30 miles southwest of Shelter Island
  • Has swimming pool: Outdoor pool is open from 8 AM to 8 PM.
  • Economy Highway hotel
Econo Lodge Inn & Suites Old Saybrook
+1-866-221-8581
1750 Boston Post Rd., Old Saybrook, CT 06475 ~15.75 miles northwest of Shelter Island
  • Our hotel comes with a pool
  • Low Cost Suburban hotel
Quality Inn Old Saybrook : 100 Essex Rd. 100 Essex Rd., Old Saybrook, CT 06475 ~17.04 miles north of Shelter Island
  • Has swimming pool: Indoor Salt water pool/year round. Open 9AM - 9PM
  • Three Star Suburban property
Montauk Manor in Montauk
+1-888-690-5281
236 Edgemere Rd., Montauk, NY 11954 ~18.08 miles east of Shelter Island
  • Has swimming pool: Indoor and Outdoor Pool
  • Clean pool area
  • Expensive Beach hotel
A Wave Inn in Montauk 32 South Elmwood Ave., Montauk, NY 11954 ~18.59 miles east of Shelter Island
  • Pool in hotel: 9am-5pm,outdoor
  • Mid-scale Beach hotel
Daunts Albatross Motel - Montauk 44 South Elmwood Ave., Montauk, NY 11954 ~18.63 miles east of Shelter Island
  • Has swimming pool
  • Two star Beach property
Montauk Yacht Club Resort Hotel & Marina
+1-800-881-1523
32 Star Island Rd., Montauk, NY 11954 ~18.96 miles east of Shelter Island
  • 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.
  • Midscale Lake property
From$139
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Bayview Resort : 53 West Tiana Rd. 53 West Tiana Rd., Hampton Bays, NY 11946 ~19.34 miles southwest of Shelter Island
  • Pool in hotel: Seasonal outdoor pool open 7am-10pm
  • Mid-scale Oceanfront hotel
Rodeway Inn 211 Pkwy. North, Waterford, CT 06385 ~21.34 miles north of Shelter Island
  • We have a pool ready for use
  • Low priced hotel
Hyatt Place Long Island East End : 451 East Main St. 451 East Main St., Riverhead, NY 11901 ~21.59 miles southwest of Shelter Island
  • Has a pool!
  • Midscale hotel
From$307
Very Good 4.5 /5Read Reviews CallBookMore Details
Holiday Inn in New London 35 Governor Winthrop Blvd., New London, CT 06320 ~21.96 miles northeast of Shelter Island
  • Includes a pool
  • Midscale Downtown property
Springhill Suites by Marriott 401 North Frontage Rd., Waterford, CT 06385 ~22.47 miles northeast of Shelter Island
  • With a pool!
  • Pool area which was sparkling
  • Midscale Suburban hotel
Clarion Inn New London Mystic : 269 North Frontage Rd. 269 North Frontage Rd., New London, CT 06320 ~22.48 miles northeast of Shelter Island
  • Includes a pool: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Midscale Suburban hotel
From$55
Average 3.0 /5Reviews CallBookMore Details
Hampton Inn Groton 300 Long Hill Rd., Groton, CT 06340 ~23.02 miles northeast of Shelter Island
  • Pool in hotel
  • Affordable Downtown hotel
From$79
Very Good 4.0 /5Read Reviews CallBookMore Details
Days Inn & Suites Groton Near The Casinos 135 Gold Star Highway, Groton, CT 06340 ~23.46 miles northeast of Shelter Island
  • We have a pool
  • 2 star Highway hotel
Holiday Inn Express East End 1707 Old Country Rd., Riverhead, NY 11901 ~23.47 miles west of Shelter Island
  • Includes a pool: Outdoor heated swimming pool open May-October.
  • Midscale Suburban hotel
Hilton Garden Inn - Riverhead 2038 Old Country Rd., Riverhead, NY 11901 ~24.31 miles west of Shelter Island
  • Pool available: 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
  • Mid-scale Suburban hotel
Hotel Indigo East End - Riverhead 1830 West Main St., Riverhead, NY 11901 ~24.52 miles west of Shelter Island
  • Includes a pool: Outdoor heated swimming pool
  • High end Suburban property
Mystic Marriott Hotel & Spa 625 North Rd., Groton, CT 06340 ~24.53 miles northeast of Shelter Island
  • Has a pool!
  • Four-star Suburban property
From$93
Very Good 4.0 /5Read Reviews CallBookMore Details
Inn at Mystic - Mystic 3 Williams Ave., Mystic, CT 06355 ~25.85 miles northeast of Shelter Island
  • Includes a 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.
  • Three Star Suburban property
Hyatt Place Mystic in Mystic 224 Greenmanville Ave., Mystic, CT 06355 ~26.84 miles northeast of Shelter Island
  • Includes a pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm April-OctoberContact hotel directly for exact dates
  • Affordable Highway hotel
Howard Johnson Mystic - Mystic 253 Greenmanville Ave., Mystic, CT 06355 ~26.95 miles northeast of Shelter Island
  • Has swimming pool: Indoor heated pool. Open year round from 9 AM to 11 PM.fitness room open 24 hours
  • Good pool
  • Great pool
  • The kids enjoyed the indoor swimming pool
  • Clean pool area
  • Kids loved the pool
  • Pool in need of cleaning
  • Dirty pool, said 51%
  • Inexpensive Suburban hotel
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