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 Atlantic Southampton
+1-888-389-4121

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1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Pool in hotel: Heated Outdoor Pool 8am - 8pm
  • Three Star Golf Course property
More Photos Pool image of The Atlantic Southampton
From$120
Average 3.0 /5 Recent Reviews Call BookMore Details
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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 ~11.96 miles south of Southold
  • Includes a pool: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Low Cost Highway hotel
More Photos Pool image of Bentley Hotel Southampton
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
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-9PM Our outdoor pool is open during the summer months.
  • Midscale Beach hotel
More Photos Photo of Water's Edge Resort & Spa Pool
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island East End An Ihg H
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1707 Old Country Rd., Riverhead, NY 11901 ~17.29 miles southwest of Southold
  • Has swimming pool: Outdoor heated swimming pool open May-October.
  • Mid-scale Suburban hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Long Island East End An Ihg H Pool
From$99
Very Good 4.0 /5 Recent 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 ~22.91 miles east of Southold
  • Includes a swimming pool
  • Midscale Oceanfront hotel
More Photos Pool image of Gurney's Montauk Resort & Seawater Spa
From$250
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Niantic - New London/Mystic Area in Niantic
+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
  • Pool available: Outdoor
  • 3-star Suburban hotel
More Photos Photo of Best Western Niantic - New London/Mystic Area Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Niantic, CT - New London - 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 pool
  • 2-star property
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
+1-888-311-4278

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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
  • Low priced Suburban hotel
More Photos Swimming pool at Baymont by Wyndham Branford / New Haven
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor
+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
  • 4-star Beach property
More Photos Pool image of Montauk Manor
From$149
Very Good 4.0 /5 Review Score 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
  • Has swimming pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Economy Suburban hotel
More Photos Photo of Rodeway Inn Waterford - New London Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn New London Mystic Area An Ihg Hotel - New London
+1-888-841-5292

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35 Governor Winthrop Blvd., New London, CT 06320 ~26.39 miles northeast of Southold
  • Pool in hotel
  • 3-star Downtown property
More Photos Photo of Holiday Inn New London Mystic Area An Ihg Hotel Pool
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-455-5160

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401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • We have a pool ready for use
  • Three Star Suburban property
More Photos Photo of Springhill Suites by Marriott Mystic Waterford Pool
From$115
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Inn : 269 North Frontage Rd.
+1-888-965-8297

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269 North Frontage Rd., New London, CT 06320 ~26.54 miles northeast of Southold
  • Pool details: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Two-star Suburban property
More Photos Pool image of Clarion Inn
From$60
Average 3.0 /5 Review Score Call BookMore Details
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Home2 Suites - East Haven
+1-888-906-6358

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30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Has swimming pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5-star Suburban hotel
More Photos Pool image of Home2 Suites
From$150
Average 3.0 /5 Review Score Call BookMore Details
Baymont by Wyndham Groton / Mystic : 360 Court 12
+1-888-749-6785

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360 Court 12, Groton, CT 06340 ~28.10 miles northeast of Southold
  • Pool in hotel: Heated Indoor pool, large hot tub, and fitness center
  • Three Star Suburban hotel
More Photos Pool image of Baymont by Wyndham Groton / Mystic
From$80
Average 3.0 /5 Reviews Call BookMore Details
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Ramada by Wyndham Groton in 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
  • Low Cost Highway property
More Photos Pool image of Ramada by Wyndham Groton
From$60
Average 3.0 /5 Guest 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 ~29.44 miles northeast of Southold
  • Pool available: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Expensive Suburban property
More Photos Photo of Mystic Marriott Hotel and Spa Pool
From$93
Very Good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr.
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Includes a swimming pool
  • Three Star Downtown property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham New Haven
From$80
Average 3.0 /5 Reviews Call BookMore Details
New Haven Hotel : 229 George St.
+1-888-675-2083

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New Reservations: +1-888-675-2083 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 Pool image of New Haven Hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven - West Haven
+1-800-716-8490

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New Reservations: +1-800-716-8490 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.
  • Midscale Highway property
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
Clarion Inn North Haven : 201 Washington Ave.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Mid-scale Suburban hotel
More Photos Pool image of Clarion Inn North Haven
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Mystic - Mystic
+1-888-965-1860

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New Reservations: +1-888-965-1860 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
  • Three Star Suburban hotel
More Photos Photo of Hyatt Place Mystic Pool
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic in Stonington
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Includes a pool: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Cheap Suburban property
More Photos Pool image of Howard Johnson by Wyndham Mystic
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
6 Coogan Blvd., Mystic, CT 06355 ~32.26 miles northeast of Southold
  • Has swimming pool: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Three Star Downtown hotel
More Photos Pool image of Holiday Inn Express Mystic by Ihg
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Mystic - 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
  • Includes a pool: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Affordable Resort property
More Photos Photo of Hilton Mystic Pool
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven : 2 Sawgrass Dr.
+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 available: Indoor pool with towels provided
  • 3 star Suburban hotel
More Photos Photo of Springhill Suites by Marriott Long Island Brookhaven Pool
From$120
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Mystic Groton - Mystic
+1-888-734-9421

How should we direct your call?

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 available: Indoor
  • Midscale Suburban property
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 - Mystic
+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
  • 3 star Highway hotel
More Photos Swimming pool at Best Western Mystic Hotel
From$76
Average 3.0 /5 Read 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
  • 3-star Suburban property
More Photos Pool image of Courtyard by Marriott New Haven Orange-Milford
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hamden Hotel & Suites New Haven in Hamden
+1-888-965-8297

How should we direct your call?

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 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hamden Hotel & Suites New Haven
From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 ~33.35 miles west of Southold
  • Pool available: 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!
  • Cheap Highway property
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
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Has swimming pool: Open 6AM to 10PM
  • 3-star Suburban hotel
More Photos Swimming pool at Hyatt Place Uncasville Casino Area
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden - Wallingford
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Pool details: Indoor Salt Water Pool
  • Three Star Suburban property
More Photos Swimming pool at Hilton Garden Inn Wallingford / Meriden
From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • Includes a pool
  • Three Star Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Wallingford Meriden
From$105
Very Good 4.5 /5 Read Reviews Call BookMore Details
Holiday Inn Norwich in Norwich
+1-888-389-4121

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New Reservations: +1-888-389-4121 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
  • Affordable Suburban property
More Photos Pool image of Holiday Inn Norwich
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • Includes a pool
  • 4-star Suburban hotel
More Photos Pool image of The Spa at Norwich Inn
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven in Farmingville
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 ~35.18 miles west of Southold
  • Pool available: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Midscale Suburban property
More Photos Pool image of Hampton Inn Long Island-Brookhaven
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Inn at Middletown in 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 ~35.85 miles north of Southold
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Three Star Downtown hotel
More Photos Photo of Inn at Middletown Pool
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Residence Inn Long Island Holtsville
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • We have a pool ready for use
  • 3-star Highway hotel
More Photos Swimming pool at Residence Inn Long Island Holtsville
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Stony Brook : 1 Circle Rd.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 ~37.53 miles west of Southold
  • Pool details: Indoor heated pool and whirlpool
  • Affordable Highway property
More Photos Pool image of Hilton Garden Inn Stony Brook
From$119
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct - Norwich
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Pool available: 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
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Includes a pool: 6AM to 10PM indoor pool @ 30x18"
  • Midscale Suburban property
More Photos Photo of Quality Suites Pool
From$87
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 ~38.05 miles northeast of Southold
  • Includes a pool: 7am-10pm, Small Heated Indoor Pool
  • 3-star Rural hotel
More Photos Swimming pool at Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt House Shelton
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 ~38.99 miles west of Southold
  • Has swimming pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Affordable Suburban property
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
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 ~39.01 miles west of Southold
  • Includes a pool: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • Affordable Suburban hotel
More Photos Photo of Hampton Inn by Hilton Shelton Pool
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Shelton
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Pool available: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3 star 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
+1-888-965-8297

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5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • Has a pool!
  • Affordable property
More Photos Photo of Courtyard Long Island Macarthur Airport Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
65 Union Ave., Ronkonkoma, NY 11779 ~39.28 miles west of Southold
  • Pool in hotel: Swim in our beautiful heated indoor swimming pool
  • Midscale Airport property
More Photos Photo of Homewood Suites by Hilton Ronkonkoma Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Residence Inn Shelton Fairfield County
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1001 Bridgeport Ave., Shelton, CT 06484 ~39.52 miles west of Southold
  • Pool available: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • 3-star Suburban hotel
More Photos Photo of Residence Inn Shelton Fairfield County Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Berlin Meriden in Berlin
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2387 Berlin Turnpike, Berlin, CT 06037 ~39.96 miles northwest of Southold
  • Pool in hotel: Large outdoor pool. Hours from 7am - 10pm.
  • Cheap property
More Photos Photo of Days Inn by Wyndham Berlin Meriden Pool
From$60
Average 3.0 /5 Review Score Call BookMore Details

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