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

The Atlantic Southampton - Southampton
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1655 County Rd. 39, Southampton, NY 11968 +1-888-389-4121 ~14.86 miles southwest of Shelter Island
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • 3 star Golf Course hotel
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From$120
Average 3.0 /5 Read Reviews Call BookMore Details
Bentley Hotel Southampton
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
161 Hills Station Rd., Southampton, NY 11968 +1-888-675-2083 ~15.29 miles southwest of Shelter Island
  • Pool available: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Two star Highway hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook : 1750 Boston Post Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1750 Boston Post Rd., Old Saybrook, CT 06475 +1-800-716-8490 ~15.76 miles northwest of Shelter Island
  • Pool in hotel
  • Two-star Suburban property
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From$59
Very Good 4.0 /5 Reviews Call BookMore Details
Water's Edge Resort & Spa
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1525 Boston Post Rd., Westbrook, CT 06498 +1-800-805-5223 ~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$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa in Montauk
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
290 Old Montauk Highway, Montauk, NY 11954 +1-888-965-1860 ~16.46 miles east of Shelter Island
  • We have a pool ready for use
  • 3 star Oceanfront property
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From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
100 Essex Rd., Old Saybrook, CT 06475 +1-888-788-5576 ~17.04 miles north of Shelter Island
  • Pool in hotel: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3 star Suburban property
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Montauk Manor
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
236 Edgemere Rd., Montauk, NY 11954 +1-888-897-9207 ~18.08 miles east of Shelter Island
  • Pool details: Indoor and Outdoor Pool
  • Four-star Beach property
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From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
265 Flanders Rd., Niantic, CT 06357 +1-888-311-4278 ~20.05 miles north of Shelter Island
  • Includes a pool: Outdoor
  • 3-star Suburban hotel
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From$76
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Niantic, CT - New London in Niantic
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 +1-888-469-4795 ~20.11 miles north of Shelter Island
  • We have a pool
  • Economy hotel
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From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Rodeway Inn Waterford - New London
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
211 Pkwy. North, Waterford, CT 06385 +1-888-734-9421 ~21.39 miles north of Shelter Island
  • Pool available: Seasonal Outdoor Pool open 10am-7:30pm.
  • Inexpensive Suburban hotel
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG in New London
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
35 Governor Winthrop Blvd., New London, CT 06320 +1-888-841-5292 ~21.96 miles northeast of Shelter Island
  • Has swimming pool
  • Mid-scale Downtown property
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Inn : 269 North Frontage Rd.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
269 North Frontage Rd., New London, CT 06320 +1-888-455-5160 ~22.42 miles northeast of Shelter Island
  • Pool available: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Cheap Suburban hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford - Waterford
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
401 North Frontage Rd., Waterford, CT 06385 +1-888-965-8297 ~22.42 miles northeast of Shelter Island
  • We have a pool
  • Affordable Suburban hotel
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From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Groton - Groton
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
156 Kings Highway Groton, Groton, CT 06340 +1-888-906-6358 ~23.54 miles northeast of Shelter Island
  • Has swimming pool: Indoor pool and hot tub
  • Cheap Highway property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
360 Court 12, Groton, CT 06340 +1-888-749-6785 ~23.58 miles northeast of Shelter Island
  • Includes a pool: Heated Indoor pool, large hot tub, and fitness center
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Indigo East End by Ihg : 1830 West Main St.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1830 West Main St., Riverhead, NY 11901 +1-888-878-9982 ~24.51 miles west of Shelter Island
  • Pool in hotel: Outdoor heated swimming pool
  • Mid-scale Suburban property
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From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Mystic Marriott Hotel and Spa
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
625 North Rd., Groton, CT 06340 +1-888-389-4485 ~24.53 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)
  • 4 star Suburban hotel
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From$93
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Mystic : 224 Greenmanville Ave.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 +1-888-389-4121 ~26.87 miles northeast of Shelter Island
  • Pool details: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Midscale Suburban property
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 +1-888-675-2083 ~26.96 miles northeast of Shelter Island
  • Pool available: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Cheap Suburban property
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg - Mystic
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
6 Coogan Blvd., Mystic, CT 06355 +1-800-716-8490 ~26.99 miles northeast of Shelter Island
  • Includes a pool: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Three Star Downtown hotel
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Mystic
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
20 Coogan Blvd., Mystic, CT 06355 +1-800-805-5223 ~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$99
Very Good 4.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
40 Whitehall Ave., Mystic, CT 06355 +1-888-965-1860 ~27.36 miles northeast of Shelter Island
  • Pool in hotel: Indoor
  • 3 star Suburban property
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From$112
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Mystic Hotel in Mystic
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
48 Whitehall Ave., Mystic, CT 06355 +1-888-788-5576 ~27.37 miles northeast of Shelter Island
  • Pool available: Seasonal, weather permitting
  • Affordable Highway property
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From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 +1-888-897-9207 ~28.68 miles northwest of Shelter Island
  • Includes a pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Two-star Suburban property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 +1-888-311-4278 ~29.81 miles north of Shelter Island
  • Has swimming pool: Open 6AM to 10PM
  • 3 star Suburban property
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
The Spa at Norwich Inn
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 +1-888-469-4795 ~31.19 miles north of Shelter Island
  • Pool in hotel
  • High-end Suburban hotel
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From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Norwich by Ihg - Norwich
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
10 Laura Blvd., Norwich, CT 06360 +1-888-734-9421 ~31.40 miles north of Shelter Island
  • Pool details: Indoor Pool Open from 5am - 10pm
  • Three Star Suburban hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Home2 Suites
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-841-5292 ~33.37 miles west of Shelter Island
  • Has swimming pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5-star Suburban property
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From$150
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Norwich Ct
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 +1-888-455-5160 ~34.55 miles north of Shelter Island
  • Pool available: 7:00am - 11:00pm
  • 3-star Suburban hotel
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From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
101 Blvd. East, Yaphank, NY 11980 +1-888-965-8297 ~34.88 miles west of Shelter Island
  • Includes a pool: Indoor Pool- Open 10AM to 9PM
  • Affordable Suburban property
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 +1-888-906-6358 ~35.66 miles west of Shelter Island
  • We have a pool ready for use
  • Three Star Downtown property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
New Haven Hotel
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 +1-888-749-6785 ~36.40 miles west of Shelter Island
  • Pool details: We do not have a pool.
  • Three Star Downtown hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn North Haven in North Haven
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 +1-888-878-9982 ~36.43 miles northwest of Shelter Island
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Three Star Suburban property
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden : 1181 Barnes Rd.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 +1-888-389-4485 ~36.87 miles northwest of Shelter Island
  • Pool in hotel: Indoor Salt Water Pool
  • Mid-scale Suburban property
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From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 +1-888-389-4121 ~37.23 miles northwest of Shelter Island
  • We have a pool
  • 3-star Suburban property
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From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
490 Saw Mill Rd., West Haven, CT 06516 +1-888-675-2083 ~37.59 miles west of Shelter Island
  • Pool details: from 6am-10pm daily.
  • Mid-scale Highway hotel
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From$77
Average 3.0 /5 Read Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 +1-800-716-8490 ~37.78 miles northwest of Shelter Island
  • Pool details: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban hotel
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From$45
Average 3.0 /5 Review Score Call BookMore Details
Inn at Middletown
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 +1-800-805-5223 ~37.86 miles northwest of Shelter Island
  • Has swimming pool: 6:00am - 10:00pm Indoor Pool
  • 3-star Downtown property
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From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven : 2 Sawgrass Dr.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2 Sawgrass Dr., Bellport, NY 11713 +1-888-965-1860 ~38.62 miles west of Shelter Island
  • Pool in hotel: Indoor pool with towels provided
  • Midscale Suburban hotel
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From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Milford
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
291 Old Gate Ln, Milford, CT 06460 +1-888-788-5576 ~39.35 miles west of Shelter Island
  • Pool details: Indoor pool 5AM - 10PM
  • 3 star Suburban property
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From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 +1-888-897-9207 ~39.49 miles west of Shelter Island
  • Pool in hotel: 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!
  • Low Cost Highway property
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From$104
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 +1-888-311-4278 ~41.53 miles west of Shelter Island
  • Pool details: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Best Western Plus New England Inn & Suites in Berlin
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2253 Berlin Turnpike, Berlin, CT 06037 +1-888-469-4795 ~42.80 miles northwest of Shelter Island
  • Includes a pool: 20,000 Gallon heated indoor pool.
  • 3-star Suburban hotel
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From$68
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn Long Island Holtsville
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 +1-888-734-9421 ~43.36 miles west of Shelter Island
  • Includes a swimming pool
  • 3 star Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sheraton Hartford South Hotel
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
100 Capital Blvd., Rocky Hill, CT 06067 +1-888-841-5292 ~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$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Stony Brook
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 +1-888-455-5160 ~44.18 miles west of Shelter Island
  • Pool details: Indoor heated pool and whirlpool
  • Affordable Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
680 Cromwell Ave., Rocky Hill, CT 06067 +1-888-965-8297 ~44.26 miles northwest of Shelter Island
  • Pool in hotel: Indoor
  • Midscale Suburban hotel
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Suites in Stratford
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 +1-888-906-6358 ~44.35 miles west of Shelter Island
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • Affordable Suburban property
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From$87
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South - Rocky Hill
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
685 Cromwell Ave., Rocky Hill, CT 06067 +1-888-749-6785 ~44.36 miles northwest of Shelter Island
  • Pool available: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Midscale Suburban hotel
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From$105
Very Good 4.5 /5 Reviews Call BookMore Details
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