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Hotel Name
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Shelter Island Hotels with Outdoor or Indoor Pools

Journey East Hampton
+1-888-389-4121
490 Pantigo Rd., East Hampton, NY 11937 ~10.32 miles southeast of Shelter Island
  • Has swimming pool: Outdoor Heated Pool
  • 4-star Beach hotel
Southampton Inn
+1-888-675-2083
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.
  • Mid-scale Resort property
  • Great staff
  • Complimentary bottles of water
From$95
Average 3.0 /5Reviews CallBookMore Details
Atlantic Hotel : 1655 County Rd. 39
+1-800-716-8490
1655 County Rd. 39, Southampton, NY 11968 ~14.85 miles southwest of Shelter Island
  • Pool in hotel: 8 am to 8 pm
  • Great swimming pool
  • Pool is good
  • Great pool
  • Clean pool area
  • Clean pool, said 88%
  • Three Star Golf Course property
Waters Edge Resort & Spa
+1-800-805-5223
1525 Boston Post Rd., Westbrook, CT 06498 ~15.90 miles northwest of Shelter Island
  • Has swimming pool: Our indoor pool is open all year from 7AM-10PMOur outdoor pool is open during the summer months.
  • 3 star Beach property
Ocean View Terrace Inn & Suites - Hampton Bays
+1-888-965-1860
285 East Montauk Highway, Hampton Bays, NY 11946 ~16.67 miles southwest of Shelter Island
  • Has swimming pool: We have an outdoor seasonal pool open from May to end of September.
  • 3 star Beach hotel
From$210
Very Good 4.5 /5Review Score CallBookMore Details
Quality Inn Old Saybrook in Old Saybrook
+1-888-788-5576
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
  • Three Star Suburban property
Montauk Manor in Montauk
+1-888-897-9207
236 Edgemere Rd., Montauk, NY 11954 ~18.08 miles east of Shelter Island
  • Pool available: Indoor and Outdoor Pool
  • Clean pool area
  • 4 star Beach property
Hero Beach Club
+1-888-311-4278
626 Montauk Highway, Montauk, NY 11954 ~18.26 miles east of Shelter Island
  • Includes a pool: 8am to 8pm - heated outdoor pool
  • High end Beach hotel
From$250
Average 3.0 /5Reviews CallBookMore Details
Daunts Albatross Motel : 44 South Elmwood Ave.
+1-888-469-4795
44 South Elmwood Ave., Montauk, NY 11954 ~18.63 miles east of Shelter Island
  • Has swimming pool
  • Low Cost Beach property
Bayview Resort in Hampton Bays
+1-888-734-9421
53 West Tiana Rd., Hampton Bays, NY 11946 ~19.34 miles southwest of Shelter Island
  • Pool in hotel: Seasonal outdoor pool open 10am-7pm.
  • Mid-scale Oceanfront hotel
Hyatt Place Long Island East End in Riverhead
+1-888-841-5292
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 /5Reviews CallBookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-455-5160
401 North Frontage Rd., Waterford, CT 06385 ~22.42 miles northeast of Shelter Island
  • We have a pool
  • Affordable Suburban property
From$115
Very Good 4.0 /5Latest Reviews CallBookMore Details
Motel 6 Groton Ct #8756 : 404 Bridge St.
+1-888-965-8297
404 Bridge St., Groton, CONNECTICUT 06340 ~22.90 miles northeast of Shelter Island
  • Has a pool!
  • 2-star Suburban hotel
Hampton Inn Groton : 300 Long Hill Rd.
+1-888-906-6358
300 Long Hill Rd., Groton, CT 06340 ~23.02 miles northeast of Shelter Island
  • Includes a pool
  • 3 star Downtown property
Days Inn & Suites by Wyndham Groton Near The Casinos : 135 Kings Highway
+1-888-749-6785
135 Kings Highway, Groton, CT 06340 ~23.46 miles northeast of Shelter Island
  • Includes a pool
  • Two-star Highway hotel
Holiday Inn Express East End : 1707 Old Country Rd.
+1-888-878-9982
1707 Old Country Rd., Riverhead, NY 11901 ~23.47 miles west of Shelter Island
  • Pool available: Outdoor heated swimming pool open May-October.
  • Midscale Suburban property
Ramada Groton / Mystic - Groton
+1-888-389-4485
156 Kings Highway Groton, Groton, CT 06340 ~23.54 miles northeast of Shelter Island
  • Pool details: Indoor pool and hot tub
  • Cheap Highway property
Hilton Garden Inn Mystic / Groton
+1-888-389-4121
224 Gold Star Highway, Groton, CT 06340 ~23.70 miles northeast of Shelter Island
  • Includes a pool
  • Three Star Highway property
From$119
Very Good 4.5 /5Read Reviews CallBookMore Details
Residence Inn by Marriott Long Island East End
+1-888-675-2083
2012 Old Country Rd., Riverhead, NY 11901 ~24.15 miles west of Shelter Island
  • Includes a pool: 8am-10pm
  • Expensive Suburban property
Hilton Garden Inn : 2038 Old Country Rd.
+1-800-716-8490
2038 Old Country Rd., Riverhead, NY 11901 ~24.31 miles west of Shelter Island
  • Includes a 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
From$114
Very Good 4.5 /5Recent Reviews CallBookMore Details
Hotel Indigo East End
+1-800-805-5223
1830 West Main St., Riverhead, NY 11901 ~24.51 miles west of Shelter Island
  • Pool details: Outdoor heated swimming pool
  • 3 star Suburban hotel
Mystic Marriott Hotel & Spa - Groton
+1-888-965-1860
625 North Rd., Groton, CT 06340 ~24.53 miles northeast of Shelter Island
  • Pool details: 8:00 AM - 6:00 PM Indoor Pool with Whirlpool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Expensive Suburban property
Inn at Mystic - Mystic
+1-888-788-5576
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.
  • Mid-scale Suburban property
From$112
Very Good 4.0 /5Read Reviews CallBookMore Details
Hyatt Place : 224 Greenmanville Ave.
+1-888-897-9207
224 Greenmanville Ave., Mystic, CT 06355 ~26.87 miles northeast of Shelter Island
  • Pool available: Seasonal Heated Outdoor Pool 6:00am-10:00pm April-OctoberContact hotel directly for exact dates
  • Midscale Highway hotel
Howard Johnson Mystic : 253 Greenmanville Ave.
+1-888-311-4278
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%
  • Two star Suburban hotel
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