Southold Hotels with Pools - Outdoor/Indoor Pools in Southold NY

Southold 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 Southold, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Southold New York hotel and motel rooms for children. Review the list of Southold hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Southold Hotels with Outdoor or Indoor Pools

The Greenporter : 326 Front St.
+1-888-389-4121

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326 Front St., Greenport, NY 11944 ~4.12 miles northeast of Southold
  • Pool available: Whether swimming laps, getting in some cardio, or just lounging in the sun, we have you covered Outdoor Pool & Hot Tub Pool Open: 8:00 AM - 8:00 PM
  • 4-star Rural property
More Photos Swimming pool at The Greenporter
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
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The Atlantic Southampton
+1-888-675-2083

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1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Pool available: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course hotel
More Photos Swimming pool at The Atlantic Southampton
From$120
Average 3.0 /5 Reviews Call BookMore Details
Water's Edge Resort & Spa
+1-800-716-8490

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1525 Boston Post Rd., Westbrook, CT 06498 ~14.92 miles north of Southold
  • Includes a pool: Our indoor pool is open all year from 7AM-10PM Our outdoor pool is open during the summer months.
  • Midscale Beach property
More Photos Photo of Water's Edge Resort & Spa Pool
From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Gurneys Montauk Resort & Seawater Spa
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
290 Old Montauk Highway, Montauk, NY 11954 ~22.91 miles east of Southold
  • Includes a swimming pool
  • 3-star Oceanfront property
More Photos Swimming pool at Gurneys Montauk Resort & Seawater Spa
From$250
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area - Niantic
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Has swimming pool: Outdoor
  • Affordable Suburban hotel
More Photos Swimming pool at Best Western Niantic - New London/Mystic Area
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Pool in hotel
  • Cheap hotel
More Photos Photo of Motel 6 Niantic, CT - New London Pool
From$60
Average 3.5 /5 Review Score Call BookMore Details
Baymont by Wyndham Branford / New Haven
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 ~23.75 miles northwest of Southold
  • Pool in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Low priced Suburban hotel
More Photos Photo of Baymont by Wyndham Branford / New Haven Pool
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Montauk Manor : 236 Edgemere Rd.
+1-888-311-4278

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236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool details: Indoor and Outdoor Pool
  • 4 star Beach property
More Photos Pool image of Montauk Manor
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Waterford New London
+1-888-469-4795

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211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Economical Suburban property
More Photos Pool image of Rodeway Inn Waterford New London
From$60
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford - Waterford
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • Has a pool!
  • Midscale Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Mystic Waterford
From$115
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Inn
+1-888-841-5292

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269 North Frontage Rd., New London, CT 06320 ~26.54 miles northeast of Southold
  • Pool available: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Inexpensive Suburban hotel
More Photos Photo of Clarion Inn Pool
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Groton : 300 Long Hill Rd.
+1-888-455-5160

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300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • Pool in hotel
  • Three Star Downtown property
More Photos Photo of Hampton Inn Groton Pool
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites in East Haven
+1-888-965-8297

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30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5-star Suburban property
More Photos Swimming pool at Home2 Suites
From$150
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Baymont by Wyndham Groton / Mystic in Groton
+1-888-906-6358

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360 Court 12, Groton, CT 06340 ~28.10 miles northeast of Southold
  • Pool available: Heated Indoor pool, large hot tub, and fitness center
  • Midscale Suburban hotel
More Photos Swimming pool at Baymont by Wyndham Groton / Mystic
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-749-6785

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156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Pool in hotel: Indoor pool and hot tub
  • Low Cost Highway hotel
More Photos Swimming pool at Ramada by Wyndham Groton
From$60
Average 3.0 /5 Reviews Call BookMore Details
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Hilton Garden Inn Mystic/Groton in Groton
+1-888-878-9982

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224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • Has swimming pool
  • Mid-scale Highway hotel
More Photos Photo of Hilton Garden Inn Mystic/Groton Pool
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Hilton Garden Inn Groton / Mystic
+1-888-389-4485

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224 Goldstar Highway, New London, CT 06320 ~28.31 miles northeast of Southold
  • Pool available: Pool Hours: 5 am to 10 pm
  • 3-star Suburban hotel
More Photos hotel room
From$80
Average 3.0 /5 Reviews Call BookMore Details
Mystic Marriott Hotel and Spa - Groton
+1-888-389-4121

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625 North Rd., Groton, CT 06340 ~29.44 miles northeast of Southold
  • 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
More Photos Pool image of Mystic Marriott Hotel and Spa
From$93
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven - New Haven
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Includes a pool
  • 3-star Downtown property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham New Haven
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
New Haven Hotel
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Pool in hotel: We do not have a pool.
  • 3 star Downtown hotel
More Photos Pool image of New Haven Hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
490 Saw Mill Rd., West Haven, CT 06516 ~31.73 miles west of Southold
  • Pool in hotel: from 6am-10pm daily.
  • Three Star Highway hotel
More Photos Swimming pool at Best Western Executive Hotel of New Haven-West Haven
From$77
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites New Haven - South - West Haven - West Haven
+1-888-965-1860

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510 Saw Mill Rd., West Haven, CT 06516 ~31.80 miles west of Southold
  • Pool in hotel: 6am to 10am
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn & Suites New Haven - South - West Haven
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus North Haven Hotel in North Haven
+1-888-788-5576

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201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban hotel
More Photos Photo of Best Western Plus North Haven Hotel Pool
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Mystic - Mystic
+1-888-897-9207

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224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Includes a pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Mid-scale Suburban hotel
More Photos Pool image of Hyatt Place Mystic
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Mystic
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
20 Coogan Blvd., Mystic, CT 06355 ~32.40 miles northeast of Southold
  • Pool available: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • 3 star Resort property
More Photos Swimming pool at Hilton Mystic
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Pool in hotel: Indoor pool with towels provided
  • Midscale Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Long Island Brookhaven
From$120
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
40 Whitehall Ave., Mystic, CT 06355 ~32.59 miles northeast of Southold
  • Pool details: Indoor
  • 3 star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Mystic Groton
From$112
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Mystic Hotel : 48 Whitehall Ave.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Has swimming pool: Seasonal, weather permitting
  • Mid-scale Highway hotel
More Photos Photo of Best Western Mystic Hotel Pool
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford - Orange
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
136 Marsh Hill Rd., Orange, CT 06477 ~32.65 miles west of Southold
  • Pool available: Outdoor Seasonal Pool and Fire pit
  • Midscale Suburban hotel
More Photos Photo of Courtyard by Marriott New Haven Orange-Milford Pool
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven in Hamden
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Pool available: The indoor pool is open from 10am to 9pm daily. The pool is 4ft deep.
  • 3 star Suburban hotel
More Photos Pool image of Clarion Hotel & Suites Hamden - New Haven
From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Milford - Milford
+1-888-906-6358

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291 Old Gate Lane, Milford, CT 06460 ~33.23 miles west of Southold
  • Includes a pool: Indoor pool 5AM - 10PM
  • 3-star Suburban property
More Photos Photo of Hilton Garden Inn Milford Pool
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel - Milford
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 ~33.35 miles west of Southold
  • 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!
  • Economical Highway hotel
More Photos Pool image of Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area in Uncasville
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Pool in hotel: Open 6AM to 10PM
  • Affordable Suburban property
More Photos Swimming pool at Hyatt Place Uncasville Casino Area
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Pool in hotel: Indoor Salt Water Pool
  • Affordable Suburban hotel
More Photos Pool image of Hilton Garden Inn Wallingford / Meriden
From$63
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Wallingford Meriden : 100 Miles Dr.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
100 Miles Dr., Wallingford, CT 06492 ~33.80 miles northwest of Southold
  • Pool details: Refreshing Outdoor Pool Opened Memorial Day - Labor Day (possibly a few more weeks with warm weather at the hotels discretion)
  • Cheap Suburban property
More Photos Pool image of Fairfield Wallingford Meriden
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • We have a pool ready for use
  • Affordable Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Wallingford Meriden
From$105
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Norwich
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Pool in hotel: Indoor Pool Open from 5am - 10pm
  • Three Star Suburban hotel
More Photos Pool image of Holiday Inn Norwich
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Spa at Norwich Inn in Norwich
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • Has swimming pool
  • Expensive Suburban property
More Photos Pool image of The Spa at Norwich Inn
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 ~35.18 miles west of Southold
  • Pool in hotel: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn Long Island-Brookhaven Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Inn at Middletown : 70 Main St.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 ~35.85 miles north of Southold
  • Pool available: 6:00am - 10:00pm Indoor Pool
  • Midscale Downtown property
More Photos Photo of Inn at Middletown Pool
From$99
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Residence Inn Long Island Holtsville : 25 Middle Ave.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • Our hotel comes with a pool
  • 3-star Highway hotel
More Photos Photo of Residence Inn Long Island Holtsville Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Stony Brook : 1 Circle Rd.
+1-888-311-4278

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1 Circle Rd., Stony Brook, NY 11794 ~37.53 miles west of Southold
  • Has swimming pool: Indoor heated pool and whirlpool
  • 3 star Highway hotel
More Photos Pool image of Hilton Garden Inn Stony Brook
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Norwich Ct - Norwich
+1-888-469-4795

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181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Includes a pool: 7:00am - 11:00pm
  • 3 star Suburban hotel
More Photos Pool image of Courtyard by Marriott Norwich Ct
From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Suites : 1500 South Ave.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • 3-star Suburban property
More Photos Pool image of Quality Suites
From$87
Very Good 4.0 /5 Review Score Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino : 411a / 411b Norwich Westerly Rd.
+1-888-841-5292

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411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 ~38.05 miles northeast of Southold
  • Pool available: 7am-10pm, Small Heated Indoor Pool
  • Three Star Rural hotel
More Photos Photo of Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino Pool
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Shelton
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 ~38.99 miles west of Southold
  • Includes a pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3-star Suburban hotel
More Photos Photo of Hyatt House Shelton Pool
From$94
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Shelton in Shelton
+1-888-965-8297

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695 Bridgeport Ave., Shelton, CT 06484 ~39.01 miles west of Southold
  • Pool in hotel: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • Three Star Suburban hotel
More Photos Photo of Hampton Inn by Hilton Shelton Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Shelton - Shelton
+1-888-906-6358

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780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet-1284 Hours-6am-11pm
  • Mid-scale Suburban property
More Photos Swimming pool at Courtyard by Marriott Shelton
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport in Ronkonkoma
+1-888-749-6785

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5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • Has a pool!
  • Midscale property
More Photos Swimming pool at Courtyard Long Island Macarthur Airport
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Trumbull Marriott Shelton
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
180 Hawley Ln, Trumbull, CT 06611 ~39.27 miles west of Southold
  • Includes a pool: The Trumbull Marriott has an indoor pool and seasonal outdoor pool. Also in the indoor pool area is a whirlpool spa and 2 work out rooms. On the Rox is a seasonal bar and grill by the outdoor pool.
  • Affordable Suburban property
More Photos Pool image of Trumbull Marriott Shelton
From$93
Very Good 4.0 /5 Read Reviews Call BookMore Details

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