Shelter Island Hotels with Outdoor or Indoor Pools

The Atlantic Southampton 1655 County Rd. 39, Southampton, NY 11968 Call ~14.86 miles southwest of Shelter Island
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course property
From$120
Average 3.0 /5 Recent 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.
  • Cheap Highway hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~15.76 miles northwest of Shelter Island
  • Pool in hotel
  • Inexpensive Suburban property
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Water's Edge Resort & Spa 1525 Boston Post Rd., Westbrook, CT 06498 Call ~15.90 miles northwest of Shelter Island
  • Pool available: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Mid-scale Beach property
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway, Montauk, NY 11954 Call ~16.46 miles east of Shelter Island
  • Has swimming pool
  • Midscale Oceanfront hotel
From$250
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook in 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
  • 3 star Suburban property
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Montauk Manor 236 Edgemere Rd., Montauk, NY 11954 Call ~18.08 miles east of Shelter Island
  • Pool in hotel: Indoor and Outdoor Pool
  • Expensive Beach hotel
From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~20.05 miles north of Shelter Island
  • Has swimming pool: Outdoor
  • Midscale Suburban hotel
From$76
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London : 269 Flanders Rd. 269 Flanders Rd., Niantic, CT 06357 Call ~20.11 miles north of Shelter Island
  • Includes a swimming pool
  • Low priced hotel
From$60
Average 3.5 /5 Guest Reviews Call BookMore Details
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
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Long Island East End - Riverhead 451 East Main St., Riverhead, NY 11901 Call ~21.59 miles southwest of Shelter Island
  • Pool in hotel
  • Midscale property
From$307
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG 35 Governor Winthrop Blvd., New London, CT 06320 Call ~21.96 miles northeast of Shelter Island
  • Includes a swimming pool
  • Midscale Downtown hotel
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford 401 North Frontage Rd., Waterford, CT 06385 Call ~22.42 miles northeast of Shelter Island
  • With a pool!
  • Mid-scale Suburban property
From$115
Very Good 4.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Groton : 156 Kings Highway Groton 156 Kings Highway Groton, Groton, CT 06340 Call ~23.54 miles northeast of Shelter Island
  • Includes a pool: Indoor pool and hot tub
  • Economy Highway property
From$60
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Baymont by Wyndham Groton / Mystic 360 Court 12, Groton, CT 06340 Call ~23.58 miles northeast of Shelter Island
  • Pool details: Heated Indoor pool, large hot tub, and fitness center
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Mystic Marriott Hotel & Spa 625 North Rd., Groton, CT 06340 Call ~24.53 miles northeast of Shelter Island
  • Has swimming pool: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • 4-star Suburban property
From$93
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Mystic 224 Greenmanville Ave., Mystic, CT 06355 Call ~26.87 miles northeast of Shelter Island
  • Includes a pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Three Star Suburban hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic - Stonington 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-priced Suburban hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg 6 Coogan Blvd., Mystic, CT 06355 Call ~26.99 miles northeast of Shelter Island
  • Includes a pool: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • 3-star Downtown property
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Mystic Hotel : 48 Whitehall Ave. 48 Whitehall Ave., Mystic, CT 06355 Call ~27.37 miles northeast of Shelter Island
  • Pool available: Seasonal, weather permitting
  • Mid-scale Highway hotel
From$76
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Baymont by Wyndham Branford / New Haven 3 Business Park Dr., Branford, CT 06405 Call ~28.68 miles northwest of Shelter Island
  • Pool available: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • 2-star Suburban hotel
From$60
Average 3.0 /5 Latest Reviews 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
  • Pool details: Open 6AM to 10PM
  • 3-star Suburban property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Spa at Norwich Inn 607 West Thames St., Norwich, CT 06360 Call ~31.19 miles north of Shelter Island
  • We have a pool ready for use
  • 4-star Suburban property
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Norwich by IHG 10 Laura Blvd., Norwich, CT 06360 Call ~31.40 miles north of Shelter Island
  • Pool available: Indoor Pool Open from 5am - 10pm
  • Affordable Suburban hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Preston Casino Area 5 Watson Rd., Preston, CT 06365 Call ~33.09 miles northeast of Shelter Island
  • Pool in hotel: Open Daily 6am-10am Indoor -
  • Three Star Resort hotel
From$85
Very Good 4.5 /5 Reviews Call BookMore Details
Home2 Suites 30 Frontage Rd., East Haven, CT 06512 Call ~33.37 miles west of Shelter Island
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury Five Star Suburban property
From$150
Average 3.0 /5 Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny in Yaphank 101 Blvd. East, Yaphank, NY 11980 Call ~34.88 miles west of Shelter Island
  • Pool details: Indoor Pool- Open 10AM to 9PM
  • Mid-scale Suburban hotel
From$140
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven 400 Sargent Dr., New Haven, CT 06511 Call ~35.66 miles west of Shelter Island
  • Has swimming pool
  • Midscale Downtown property
From$80
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New Haven Hotel : 229 George St. 229 George St., New Haven, CT 06510 Call ~36.40 miles west of Shelter Island
  • Pool details: We do not have a pool.
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn North Haven - 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
  • Three Star Suburban property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden - Wallingford 1181 Barnes Rd., Wallingford, CT 06492 Call ~36.87 miles northwest of Shelter Island
  • Has swimming pool: Indoor Salt Water Pool
  • Mid-scale Suburban property
From$63
Very Good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~37.23 miles northwest of Shelter Island
  • Has a pool!
  • Three Star Suburban property
From$105
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Best Western Executive Hotel of New Haven-West Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516 Call ~37.59 miles west of Shelter Island
  • Pool available: from 6am-10pm daily.
  • Three Star Highway property
From$77
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hamden Hotel & Suites – Hamden New Haven : 2260 Whitney Ave. 2260 Whitney Ave., Hamden, CT 06518 Call ~37.78 miles northwest of Shelter Island
  • Pool details: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • 3-star Suburban property
From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Inn at Middletown 70 Main St., Middletown, CT 06457 Call ~37.86 miles northwest of Shelter Island
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Midscale Downtown property
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven - Bellport 2 Sawgrass Dr., Bellport, NY 11713 Call ~38.62 miles west of Shelter Island
  • Pool details: Indoor pool with towels provided
  • Affordable Suburban hotel
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460 Call ~39.35 miles west of Shelter Island
  • Pool details: Indoor pool 5AM - 10PM
  • Affordable Suburban hotel
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel 278 Old Gate Lane, Milford, CT 06460 Call ~39.49 miles west of Shelter Island
  • Includes a pool: 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 property
From$104
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven in Farmingville 2000 North Ocean Ave., Farmingville, NY 11738 Call ~41.53 miles west of Shelter Island
  • Has swimming pool: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Affordable Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Plus New England Inn & Suites : 2253 Berlin Turnpike 2253 Berlin Turnpike, Berlin, CT 06037 Call ~42.80 miles northwest of Shelter Island
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • Midscale Suburban hotel
From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn Long Island Holtsville - Holtsville 25 Middle Ave., Holtsville, NY 11742 Call ~43.36 miles west of Shelter Island
  • Has a pool!
  • Affordable Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Sheraton Hartford South Hotel 100 Capital Blvd., Rocky Hill, CT 06067 Call ~44.02 miles northwest of Shelter Island
  • Pool details: 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
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Stony Brook - Stony Brook 1 Circle Rd., Stony Brook, NY 11794 Call ~44.18 miles west of Shelter Island
  • Pool in hotel: Indoor heated pool and whirlpool
  • Three Star Highway property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill in Rocky Hill 680 Cromwell Ave., Rocky Hill, CT 06067 Call ~44.26 miles northwest of Shelter Island
  • Pool details: Indoor
  • Affordable Suburban property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Suites 1500 South Ave., Stratford, CT 06615 Call ~44.35 miles west of Shelter Island
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • Three Star Suburban hotel
From$87
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South in Rocky Hill 685 Cromwell Ave., Rocky Hill, CT 06067 Call ~44.36 miles northwest of Shelter Island
  • Pool available: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Midscale Suburban property
From$105
Very Good 4.5 /5 Review Score Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd., Shelton, CT 06484 Call ~44.89 miles west of Shelter Island
  • Has swimming pool: Indoor heated pool and whirlpool.
  • Mid-scale Highway property
From$89
Poor 2.0 /5 Reviews Call BookMore Details
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