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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
  • Includes a pool: 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.
  • Midscale Resort hotel
  • Rooms are not good
  • Excellent value
From$149
Average 3.0 /5 Read Reviews Call BookMore Details
Saybrook Point Inn & Spa - Old Saybrook 2 Bridge St., Old Saybrook, CT 06475 ~14.62 miles north of Shelter Island
  • With a pool!
  • 3 star Riverfront property
  • Most guests thought the building was wonderful
  • Most guests thought the view was good
From$219
Very Good 4.5 /5 Reviews Call BookMore Details
Atlantic Hotel 1655 County Rd. 39, Southampton, NY 11968 ~14.85 miles southwest of Shelter Island
  • Includes a pool: 8 am to 8 pm
  • Great swimming pool
  • Pool is good
  • Great pool
  • Clean pool area
  • Clean pool, said 88%
  • 3-star Golf Course hotel
The Bentley Southampton : 161 Hills Station Rd. 161 Hills Station Rd., Southampton, NY 11968 ~15.30 miles southwest of Shelter Island
  • Pool available: Outdoor pool is open from 8 AM to 8 PM.
  • Two star Highway property
Econo Lodge Inn & Suites Old Saybrook : 1750 Boston Post Rd.
+1-866-221-8581
1750 Boston Post Rd., Old Saybrook, CT 06475 ~15.75 miles northwest of Shelter Island
  • We have a pool
  • 2-star Suburban property
From$59
Average 3.5 /5 Hotel Reviews Call BookMore Details
Quality Inn Old Saybrook : 100 Essex Rd. 100 Essex Rd., Old Saybrook, CT 06475 ~17.04 miles north of Shelter Island
  • Pool in hotel: Indoor Salt water pool/year round. Open 9AM - 9PM
  • Midscale Suburban property
From$79
Average 3.5 /5 Review Score Call BookMore Details
Montauk Manor
+1-888-690-5281
236 Edgemere Rd., Montauk, NY 11954 ~18.08 miles east of Shelter Island
  • Includes a pool: Indoor and Outdoor Pool
  • Clean pool area
  • 4-star Beach property
A Wave Inn - Montauk 32 South Elmwood Ave., Montauk, NY 11954 ~18.59 miles east of Shelter Island
  • Includes a pool: 9am-5pm,outdoor
  • Affordable Beach property
Daunts Albatross Motel in Montauk 44 South Elmwood Ave., Montauk, NY 11954 ~18.63 miles east of Shelter Island
  • Our hotel comes with a pool
  • Two star Beach hotel
Montauk Yacht Club Resort Hotel & Marina
+1-800-881-1523
32 Star Island Rd., Montauk, NY 11954 ~18.96 miles east of Shelter Island
  • Pool available: 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$149
Very Good 4.0 /5 Reviews Call BookMore Details
Bayview Resort 53 West Tiana Rd., Hampton Bays, NY 11946 ~19.34 miles southwest of Shelter Island
  • Has swimming pool: Seasonal outdoor pool open 7am-10pm
  • Three Star Oceanfront property
Rodeway Inn 211 Pkwy. North, Waterford, CT 06385 ~21.34 miles north of Shelter Island
  • Has swimming pool
  • Economy hotel
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
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!
  • Three Star property
From$307
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Holiday Inn 35 Governor Winthrop Blvd., New London, CT 06320 ~21.96 miles northeast of Shelter Island
  • We have a pool
  • 3 star Downtown property
From$89
Average 3.5 /5 Review Score Call BookMore Details
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
  • Affordable Suburban hotel
From$65
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn New London Mystic 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 /5 Review Score Call BookMore Details
Hampton Inn Groton : 300 Long Hill Rd. 300 Long Hill Rd., Groton, CT 06340 ~23.02 miles northeast of Shelter Island
  • Has a pool!
  • Affordable Downtown hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn & Suites Groton Near The Casinos 135 Gold Star Highway, Groton, CT 06340 ~23.46 miles northeast of Shelter Island
  • With a pool!
  • Low priced Highway hotel
From$46
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express East End : 1707 Old Country Rd. 1707 Old Country Rd., Riverhead, NY 11901 ~23.47 miles west of Shelter Island
  • Pool details: Outdoor heated swimming pool open May-October.
  • 3 star Suburban hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Olympic Inn in Groton
+1-866-429-5787
360 Route 12, Groton, CT 06340 ~23.56 miles northeast of Shelter Island
  • Has swimming pool
  • Pool is mediocre
  • Ordinary pool
  • Great indoor pool
  • Pool was so nasty
  • Pool in need of cleaning
  • Dirty pool, said 54%
  • Three Star Suburban hotel
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn : 2038 Old Country Rd. 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
  • 3-star Suburban hotel
From$99
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hotel Indigo East End 1830 West Main St., Riverhead, NY 11901 ~24.52 miles west of Shelter Island
  • Pool in hotel: Outdoor heated swimming pool
  • 4-star Suburban hotel
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Mystic Marriott Hotel & Spa : 625 North Rd. 625 North Rd., Groton, CT 06340 ~24.53 miles northeast of Shelter Island
  • Includes a swimming pool
  • Expensive Suburban hotel
From$93
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Inn at Mystic 3 Williams Ave., Mystic, CT 06355 ~25.85 miles northeast of Shelter Island
  • Pool in hotel: 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.
  • 3 star Suburban hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Mystic : 224 Greenmanville Ave. 224 Greenmanville Ave., Mystic, CT 06355 ~26.84 miles northeast of Shelter Island
  • Pool details: Seasonal Heated Outdoor Pool 6:00am-10:00pm April-October Contact hotel directly for exact dates
  • Three Star Highway property
From$71
Very Good 4.5 /5 Review Score Call BookMore Details
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