Shelter Island Hotels with Pools - Outdoor/Indoor Pools in Shelter Island NY

Shelter Island hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Shelter Island, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Shelter Island New York hotel and motel rooms for children. Review the list of Shelter Island hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Shelter Island Hotels with Outdoor or Indoor Pools

Harbor Front Inn : 209 Front St. 209 Front St., Greenport, NY 11944 Call ~3.77 miles west of Shelter Island
  • Has a pool!
  • Midscale property
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From$108 total
Very Good 4.0 /5 Review Score Call BookMore Details
Sound View Greenport 58775 County Rd. 48, Greenport, NY 11944 Call ~5.27 miles west of Shelter Island
  • Pool available: Outdoor Pool - Open till 6:00pm The seasonal pool will be open from Memorial Day through Sept. 25th, weather dependent King Sauna Room
  • 3-star Beach property
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From$142 total
Very Good 4.0 /5 Review Score Call BookMore Details
Saybrook Point Resort & Marina - Old Saybrook 2 Bridge St., Old Saybrook, CT 06475 Call ~14.62 miles north of Shelter Island
  • Pool in hotel
  • 3 star Riverfront property
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From$238 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Atlantic Southampton 1655 County Rd. 39, Southampton, NY 11968 Call ~14.86 miles southwest of Shelter Island
  • Pool details: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course hotel
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From$144 total
Average 3.0 /5 Reviews Call BookMore Details
Bentley Hotel Southampton in Southampton 161 Hills Station Rd., Southampton, NY 11968 Call ~15.29 miles southwest of Shelter Island
  • Pool in hotel: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Two-star Highway property
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From$72 total
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Water's Edge Resort & Spa - Westbrook 1525 Boston Post Rd., Westbrook, CT 06498 Call ~15.90 miles northwest of Shelter Island
  • Includes a pool: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • 3-star Beach property
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From$190 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook - Old Saybrook 100 Essex Rd., Old Saybrook, CT 06475 Call ~17.04 miles north of Shelter Island
  • Has swimming pool: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • Affordable Suburban hotel
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From$94 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Montauk Manor 236 Edgemere Rd., Montauk, NY 11954 Call ~18.08 miles east of Shelter Island
  • Includes a pool: Indoor and Outdoor Pool
  • Four-star Beach property
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From$178 total
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Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~20.05 miles north of Shelter Island
  • Pool in hotel: Outdoor
  • Affordable Suburban property
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From$90 total
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Motel 6 Niantic, CT - New London in Niantic 269 Flanders Rd., Niantic, CT 06357 Call ~20.11 miles north of Shelter Island
  • With a pool!
  • Cheap property
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From$72 total
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Rodeway Inn Waterford - New London - Waterford 211 Pkwy. North, Waterford, CT 06385 Call ~21.39 miles north of Shelter Island
  • Pool in hotel: Seasonal Outdoor Pool open 10am-7:30pm.
  • Low Cost Suburban hotel
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From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Long Island East End in Riverhead 451 East Main St., Riverhead, NY 11901 Call ~21.59 miles southwest of Shelter Island
  • We have a pool ready for use
  • 3-star hotel
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From$368 total
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Holiday Inn New London - Mystic Area by IHG - New London 35 Governor Winthrop Blvd., New London, CT 06320 Call ~21.96 miles northeast of Shelter Island
  • Includes a swimming pool
  • 3 star Downtown hotel
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From$106 total
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Springhill Suites by Marriott Mystic Waterford in Waterford 401 North Frontage Rd., Waterford, CT 06385 Call ~22.42 miles northeast of Shelter Island
  • Has a pool!
  • Three Star Suburban hotel
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From$138 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Groton - Groton 300 Long Hill Rd., Groton, CT 06340 Call ~23.02 miles northeast of Shelter Island
  • We have a pool ready for use
  • Three Star Downtown hotel
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From$96 total
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Ramada by Wyndham Groton 156 Kings Highway Groton, Groton, CT 06340 Call ~23.54 miles northeast of Shelter Island
  • Includes a pool: Indoor pool and hot tub
  • Two star Highway hotel
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From$72 total
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Hilton Garden Inn Mystic/Groton 224 Gold Star Highway, Groton, CT 06340 Call ~23.70 miles northeast of Shelter Island
  • We have a pool
  • Affordable Highway hotel
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From$142 total
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Residence Inn by Marriott New York Long Island East End 2012 Old Country Rd., Riverhead, NY 11901 Call ~24.15 miles west of Shelter Island
  • Pool available: 8am-10pm
  • 3-star Suburban hotel
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From$114 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Riverhead - Riverhead 2038 Old Country Rd., Riverhead, NY 11901 Call ~24.31 miles west of Shelter Island
  • Pool available: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Midscale Suburban property
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From$136 total
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Mystic Marriott Hotel & Spa - Groton 625 North Rd., Groton, CT 06340 Call ~24.45 miles northeast of Shelter Island
  • Pool details: 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
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From$96 total
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Hotel Indigo Long Island East End by IHG - Riverhead 1830 West Main St., Riverhead, NY 11901 Call ~24.51 miles west of Shelter Island
  • Includes a pool: Outdoor heated swimming pool
  • Mid-scale Suburban hotel
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From$120 total
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Mystic Marriott Hotel and Spa 625 North Rd., Groton, CT 06340 Call ~24.53 miles northeast of Shelter Island
  • Includes a pool: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • High end Suburban hotel
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From$111 total
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Hyatt Place Mystic 224 Greenmanville Ave., Mystic, CT 06355 Call ~26.87 miles northeast of Shelter Island
  • Pool available: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Mid-scale Suburban property
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From$118 total
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Howard Johnson by Wyndham Mystic : 253 Greenmanville Ave. 253 Greenmanville Ave., Stonington, CT 06355 Call ~26.96 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
  • Low Cost Suburban property
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From$72 total
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Hilton Mystic in Mystic 20 Coogan Blvd., Mystic, CT 06355 Call ~27.10 miles northeast of Shelter Island
  • Pool in hotel: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Mid-scale Resort property
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From$118 total
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Best Western Mystic Hotel 48 Whitehall Ave., Mystic, CT 06355 Call ~27.37 miles northeast of Shelter Island
  • Pool in hotel: Seasonal, weather permitting
  • 3 star Highway hotel
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From$90 total
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Baymont by Wyndham Branford/New Haven : 3 Business Park Dr. 3 Business Park Dr., Branford, CT 06405 Call ~28.68 miles northwest of Shelter Island
  • Pool in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Economy Suburban property
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From$72 total
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Holiday Inn Express Branford-New Haven by IHG 309 East Main St., Branford, CT 06405 Call ~29.55 miles northwest of Shelter Island
  • Includes a swimming pool
  • 3 star Suburban hotel
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From$106 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Uncasville Casino Area - Uncasville 2049 Norwich New London Turnpike, Uncasville, CT 06382 Call ~29.81 miles north of Shelter Island
  • Includes a pool: Open 6AM to 10PM
  • Affordable Suburban property
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From$118 total
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The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360 Call ~31.19 miles north of Shelter Island
  • Our hotel comes with a pool
  • High end Suburban property
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From$178 total
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Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino - North Stonington 411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 Call ~32.99 miles northeast of Shelter Island
  • Pool details: 7am-10pm, Small Heated Indoor Pool
  • Midscale Rural property
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From$94 total
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Hilton Garden Inn Preston Casino Area in Preston 5 Watson Rd., Preston, CT 06365 Call ~33.09 miles northeast of Shelter Island
  • Pool available: Open Daily 6am-10am Indoor -
  • 3 star Resort property
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From$102 total
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Home2 Suites 30 Frontage Rd., East Haven, CT 06512 Call ~33.37 miles west of Shelter Island
  • Pool details: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Three Star Suburban hotel
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From$96 total
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Home2 Long Island / Brookhaven Ny - Yaphank 101 Blvd. East, Yaphank, NY 11980 Call ~34.88 miles west of Shelter Island
  • Has swimming pool: Indoor Pool- Open 10AM to 9PM
  • 3 star Suburban property
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From$168 total
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La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr. 400 Sargent Dr., New Haven, CT 06511 Call ~35.66 miles west of Shelter Island
  • We have a pool
  • Mid-scale Downtown property
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From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
New Haven Hotel - New Haven 229 George St., New Haven, CT 06510 Call ~36.40 miles west of Shelter Island
  • Pool in hotel: We do not have a pool.
  • Three Star Downtown property
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From$96 total
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Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 Call ~36.43 miles northwest of Shelter Island
  • Pool in hotel: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban property
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From$94 total
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Hilton Garden Inn Wallingford / Meriden : 1181 Barnes Rd. 1181 Barnes Rd., Wallingford, CT 06492 Call ~36.87 miles northwest of Shelter Island
  • Pool available: Indoor Salt Water Pool
  • Affordable Suburban property
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From$75 total
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Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~37.23 miles northwest of Shelter Island
  • We have a pool ready for use
  • Three Star Suburban hotel
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From$126 total
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Best Western Executive Hotel Of New Haven - West Haven in West Haven 490 Saw Mill Rd., West Haven, CT 06516 Call ~37.59 miles west of Shelter Island
  • Pool available: from 6am-10pm daily.
  • 3-star Highway hotel
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From$92 total
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Hamden Hotel and Suites – Hamden New Haven - Hamden 2260 Whitney Ave., Hamden, CT 06518 Call ~37.78 miles northwest of Shelter Island
  • Has swimming pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
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From$54 total
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Inn at Middletown : 70 Main St. 70 Main St., Middletown, CT 06457 Call ~37.86 miles northwest of Shelter Island
  • Pool in hotel: 6:00am - 10:00pm Indoor Pool
  • Mid-scale Downtown hotel
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From$118 total
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Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460 Call ~39.35 miles west of Shelter Island
  • Includes a pool: Indoor pool 5AM - 10PM
  • Affordable Suburban hotel
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From$106 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane 278 Old Gate Lane, Milford, CT 06460 Call ~39.49 miles west of Shelter Island
  • Pool details: 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!
  • Economy Highway hotel
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From$124 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Griswold 375 Voluntown Rd., Griswold, CT 06351 Call ~39.49 miles northeast of Shelter Island
  • Our hotel comes with a pool
  • Economical Rural property
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From$82 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell in Cromwell 4 Sebethe Dr., Cromwell, CT 06416 Call ~42.32 miles northwest of Shelter Island
  • Pool in hotel: Indoor Pool, saunas.
  • 3 star Suburban hotel
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From$96 total
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Best Western Plus New England Inn & Suites : 2253 Berlin Turnpike 2253 Berlin Turnpike, Berlin, CT 06037 Call ~42.80 miles northwest of Shelter Island
  • Has swimming pool: 20,000 Gallon heated indoor pool.
  • Affordable Suburban hotel
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From$81 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Stony Brook by IHG - Stony Brook 3131 Nesconset Highway, Stony Brook, NY 11720 Call ~43.55 miles west of Shelter Island
  • Pool details: 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 hotel
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From$120 total
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Sheraton Hartford South Hotel 100 Capital Blvd., Rocky Hill, CT 06067 Call ~44.02 miles northwest of Shelter Island
  • Pool in hotel: Indoor heated pool and spa. Complimentary use for overnight guest. Hours: 5:00 AM - 10:00 PM Pool Type: Heated, indoor saline (no chlorine) pool Depth: 3ft - 5ft, or .5m-1.5m Handicap Accessible: Yes, our pool features an ADA lift
  • 4 star Suburban hotel
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From$106 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Stony Brook in Stony Brook 1 Circle Rd., Stony Brook, NY 11794 Call ~44.18 miles west of Shelter Island
  • Has swimming pool: Indoor heated pool and whirlpool
  • 3-star Highway property
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From$96 total
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