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 in Greenport
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
326 Front St., Greenport, NY 11944 ~4.12 miles northeast of Southold
  • Includes a pool: 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 hotel
More Photos Photo of The Greenporter Pool
From$125
Average 3.0 /5 Review Score Call BookMore Details
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The Atlantic Southampton
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • Three Star Golf Course hotel
More Photos Pool image of The Atlantic Southampton
From$120
Average 3.0 /5 Review Score Call BookMore Details
Bentley Hotel Southampton
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
161 Hills Station Rd., Southampton, NY 11968 ~11.96 miles south of Southold
  • Pool available: Outdoor pool is open from 8 AM to 8 PM.
  • 2 star Highway property
More Photos Photo of Bentley Hotel Southampton Pool
From$60
Average 3.0 /5 Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1525 Boston Post Rd., Westbrook, CT 06498 ~14.92 miles north of Southold
  • Pool available: Our indoor pool is open all year from 7AM-10PM Our outdoor pool is open during the summer months.
  • Three Star Beach property
More Photos Photo of Water's Edge Resort & Spa Pool
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Gurneys Montauk Resort & Seawater Spa - 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 ~22.91 miles east of Southold
  • Pool in hotel
  • Affordable Oceanfront property
More Photos Photo of Gurneys Montauk Resort & Seawater Spa Pool
From$250
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area : 265 Flanders Rd.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Has swimming pool: Outdoor
  • 3-star Suburban property
More Photos Swimming pool at Best Western Niantic - New London/Mystic Area
From$76
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Niantic, CT - New London in Niantic
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Includes a swimming pool
  • 2 star hotel
More Photos Photo of Motel 6 Niantic, CT - New London Pool
From$60
Average 3.5 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 ~23.75 miles northwest of Southold
  • Pool details: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Inexpensive Suburban hotel
More Photos Photo of Baymont by Wyndham Branford / New Haven Pool
From$60
Average 3.0 /5 Review Score Call BookMore Details
Montauk Manor : 236 Edgemere Rd.
+1-888-469-4795

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236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Includes a pool: Indoor and Outdoor Pool
  • Four-star Beach hotel
More Photos Pool image of Montauk Manor
From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Waterford New London - Waterford
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Low Cost Suburban hotel
More Photos Swimming pool at Rodeway Inn Waterford New London
From$60
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford : 401 North Frontage Rd.
+1-888-841-5292

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401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • Pool in hotel
  • 3-star Suburban hotel
More Photos Pool image of Springhill Suites by Marriott Mystic Waterford
From$115
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Inn - New London
+1-888-455-5160

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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.
  • Economy Suburban property
More Photos Photo of Clarion Inn Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Groton : 300 Long Hill Rd.
+1-888-965-8297

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300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • Pool in hotel
  • Three Star Downtown hotel
More Photos Photo of Hampton Inn Groton Pool
From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Home2 Suites
+1-888-906-6358

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30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Includes a pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious Five Star Suburban hotel
More Photos Photo of Home2 Suites Pool
From$150
Average 3.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic in Groton
+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 ~28.10 miles northeast of Southold
  • Pool available: Heated Indoor pool, large hot tub, and fitness center
  • Affordable Suburban property
More Photos Pool image of Baymont by Wyndham Groton / Mystic
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Ramada by Wyndham Groton : 156 Kings Highway Groton
+1-888-878-9982

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156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Has swimming pool: Indoor pool and hot tub
  • Cheap Highway hotel
More Photos Pool image of Ramada by Wyndham Groton
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton in Groton
+1-888-389-4485

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224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • We have a pool
  • Mid-scale Highway hotel
More Photos Photo of Hilton Garden Inn Mystic/Groton Pool
From$119
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Groton / Mystic : 224 Goldstar Highway
+1-888-389-4121

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224 Goldstar Highway, New London, CT 06320 ~28.31 miles northeast of Southold
  • Pool in hotel: Pool Hours: 5 am to 10 pm
  • Mid-scale Suburban hotel
More Photos hotel room
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mystic Marriott Hotel and Spa
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
625 North Rd., Groton, CT 06340 ~29.44 miles northeast of Southold
  • Pool in hotel: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Expensive Suburban hotel
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
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Has swimming pool
  • Midscale 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 in New Haven
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Includes a pool: We do not have a pool.
  • 3 star Downtown property
More Photos Photo of New Haven Hotel Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven : 490 Saw Mill Rd.
+1-888-965-1860

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New Reservations: +1-888-965-1860 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.
  • Affordable Highway property
More Photos Photo of Best Western Executive Hotel Of New Haven - West Haven Pool
From$76
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites New Haven - South - West Haven in West Haven
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
510 Saw Mill Rd., West Haven, CT 06516 ~31.80 miles west of Southold
  • Has swimming pool: 6am to 10am
  • 3-star Suburban property
More Photos Pool image of 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 : 201 Washington Ave.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool in hotel: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Three Star Suburban property
More Photos Pool image of Best Western Plus North Haven Hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Mystic
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Includes a pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Affordable Suburban property
More Photos Swimming pool at Hyatt Place Mystic
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Mystic : 20 Coogan Blvd.
+1-888-469-4795

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New Reservations: +1-888-469-4795 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
  • Midscale Resort property
More Photos Pool image of Hilton Mystic
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Has swimming pool: Indoor pool with towels provided
  • 3-star Suburban property
More Photos Swimming pool at Springhill Suites by Marriott Long Island Brookhaven
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
40 Whitehall Ave., Mystic, CT 06355 ~32.59 miles northeast of Southold
  • Has swimming pool: Indoor
  • Midscale Suburban hotel
More Photos Photo of Residence Inn by Marriott Mystic Groton Pool
From$112
Average 3.0 /5 Reviews Call BookMore Details
Best Western Mystic Hotel
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Pool available: Seasonal, weather permitting
  • 3 star Highway property
More Photos Pool image of Best Western Mystic Hotel
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford - Orange
+1-888-965-8297

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New Reservations: +1-888-965-8297 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
  • 3-star Suburban hotel
More Photos Pool image of Courtyard by Marriott New Haven Orange-Milford
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven in Hamden
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Has swimming pool: The indoor pool is open from 10am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
More Photos Pool image of Clarion Hotel & Suites Hamden - New Haven
From$45
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Milford in Milford
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
291 Old Gate Lane, Milford, CT 06460 ~33.23 miles west of Southold
  • Includes a pool: Indoor pool 5AM - 10PM
  • Affordable Suburban hotel
More Photos Pool image of Hilton Garden Inn Milford
From$89
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 ~33.35 miles west of Southold
  • 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
More Photos Swimming pool at Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Pool details: Open 6AM to 10PM
  • Three Star Suburban hotel
More Photos Photo of Hyatt Place Uncasville Casino Area Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden in Wallingford
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Includes a pool: Indoor Salt Water Pool
  • 3-star Suburban hotel
More Photos Photo of Hilton Garden Inn Wallingford / Meriden Pool
From$63
Very Good 4.0 /5 Latest 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
  • Has a pool!
  • Affordable Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Wallingford Meriden
From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Norwich - 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
  • Has swimming pool: Indoor Pool Open from 5am - 10pm
  • 3 star Suburban hotel
More Photos Pool image of Holiday Inn Norwich
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The Spa at Norwich Inn
+1-800-805-5223

How should we direct your call?

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 a pool!
  • Expensive Suburban hotel
More Photos Pool image of The Spa at Norwich Inn
From$149
Very Good 4.0 /5 Guest 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 details: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • 3 star Suburban hotel
More Photos Swimming pool at Hampton Inn Long Island-Brookhaven
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Inn at Middletown
+1-888-788-5576

How should we direct your call?

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
  • Affordable Downtown property
More Photos Photo of Inn at Middletown Pool
From$99
Very Good 4.5 /5 Hotel 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
  • With a pool!
  • 3-star Highway hotel
More Photos Swimming pool at Residence Inn Long Island Holtsville
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Stony Brook
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 ~37.53 miles west of Southold
  • Pool available: Indoor heated pool and whirlpool
  • Affordable Highway hotel
More Photos Swimming pool at Hilton Garden Inn Stony Brook
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct - Norwich
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Pool in hotel: 7:00am - 11:00pm
  • Midscale Suburban hotel
More Photos Pool image of Courtyard by Marriott Norwich Ct
From$99
Average 3.0 /5 Reviews Call BookMore Details
Quality Suites
+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
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • Mid-scale Suburban property
More Photos Photo of Quality Suites Pool
From$87
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino in North Stonington
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 ~38.05 miles northeast of Southold
  • Has swimming pool: 7am-10pm, Small Heated Indoor Pool
  • 3 star Rural hotel
More Photos Pool image of Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
From$79
Very Good 4.0 /5 Reviews 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
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hyatt House Shelton
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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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 ~39.01 miles west of Southold
  • Pool details: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • 3 star Suburban property
More Photos Photo of Hampton Inn by Hilton Shelton Pool
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Shelton : 780 Bridgeport Ave.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Pool in hotel: Indoor Heated Pool Square Feet-1284 Hours-6am-11pm
  • Midscale Suburban property
More Photos Swimming pool at Courtyard by Marriott Shelton
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • We have a pool ready for use
  • 3 star property
More Photos Pool image of Courtyard Long Island Macarthur Airport
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Trumbull Marriott Shelton - Trumbull
+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.
  • Three Star Suburban hotel
More Photos Photo of Trumbull Marriott Shelton Pool
From$93
Very Good 4.0 /5 Review Score Call BookMore Details

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