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
  • Has swimming pool: Heated Outdoor Pool 8am - 8pm
  • Affordable Golf Course property
More Photos Photo of The Atlantic Southampton Pool
From$120
Average 3.0 /5 Read Reviews Call BookMore Details
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Bentley Hotel Southampton : 161 Hills Station Rd.
+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-priced Highway hotel
More Photos Photo of Bentley Hotel Southampton Pool
From$60
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island-East End by IHG : 1707 Old Country Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1707 Old Country Rd., Riverhead, NY 11901 ~17.29 miles southwest of Southold
  • Pool in hotel: Outdoor heated swimming pool open May-October.
  • 3-star Suburban property
More Photos Pool image of Holiday Inn Express Hotel & Suites Long Island-East End by IHG
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
100 Essex Rd., Old Saybrook, CT 06475 ~17.84 miles north of Southold
  • Has swimming pool: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3-star Suburban property
More Photos Photo of Quality Inn Old Saybrook Westbrook Pool
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Indigo East End by Ihg
+1-888-965-1860

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1830 West Main St., Riverhead, NY 11901 ~18.29 miles southwest of Southold
  • Pool available: Outdoor heated swimming pool
  • Mid-scale Suburban property
More Photos Swimming pool at Hotel Indigo East End by Ihg
From$100
Very Good 4.0 /5 Review Score Call BookMore Details
Gurney's Montauk Resort & Seawater Spa - Montauk
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
290 Old Montauk Highway, Montauk, NY 11954 ~22.91 miles east of Southold
  • Has swimming pool
  • 3 star Oceanfront property
More Photos Swimming pool at Gurney's Montauk Resort & Seawater Spa
From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area
+1-888-897-9207

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New Reservations: +1-888-897-9207 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 Pool image of Best Western Niantic - New London/Mystic Area
From$76
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Includes a pool
  • Inexpensive property
More Photos Photo of Motel 6 Niantic, CT - New London Pool
From$60
Average 3.5 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven in Branford
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 ~23.75 miles northwest of Southold
  • Includes a pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Economical Suburban hotel
More Photos Swimming pool at Baymont by Wyndham Branford / New Haven
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Montauk Manor - Montauk
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool details: Indoor and Outdoor Pool
  • 4-star Beach property
More Photos Photo of Montauk Manor Pool
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Waterford - New London
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Pool in hotel: Seasonal Outdoor Pool open 10am-7:30pm.
  • Two-star Suburban hotel
More Photos Pool image of Rodeway Inn Waterford - New London
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG in New London
+1-888-455-5160

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35 Governor Winthrop Blvd., New London, CT 06320 ~26.39 miles northeast of Southold
  • With a pool!
  • Mid-scale Downtown property
More Photos Swimming pool at Holiday Inn New London - Mystic Area by IHG
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Mystic 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 ~26.49 miles northeast of Southold
  • Pool in hotel
  • Affordable Suburban property
More Photos Pool image of Springhill Suites by Marriott Mystic Waterford
From$115
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Clarion Inn in New London
+1-888-906-6358

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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 Pool image of Clarion Inn
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites
+1-888-749-6785

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30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Pool details: 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 Recent Reviews Call BookMore Details
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Baymont by Wyndham Groton / Mystic - Groton
+1-888-878-9982

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360 Court 12, Groton, CT 06340 ~28.10 miles northeast of Southold
  • Includes a pool: Heated Indoor pool, large hot tub, and fitness center
  • 3-star Suburban hotel
More Photos Photo of Baymont by Wyndham Groton / Mystic Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-389-4485

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156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Pool available: Indoor pool and hot tub
  • Economical Highway property
More Photos Pool image of Ramada by Wyndham Groton
From$60
Average 3.0 /5 Reviews Call BookMore Details
Mystic Marriott Hotel and Spa - Groton
+1-888-389-4121

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New Reservations: +1-888-389-4121 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)
  • Four star Suburban hotel
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 in 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 swimming pool
  • Midscale 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.
+1-800-716-8490

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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 available: We do not have a pool.
  • 3 star Downtown hotel
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 - 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 available: from 6am-10pm daily.
  • Midscale Highway hotel
More Photos Swimming pool at Best Western Executive Hotel Of New Haven - West Haven
From$77
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn North Haven
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Affordable Suburban hotel
More Photos Pool image of Clarion Inn North Haven
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Mystic
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Has swimming 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 Guest Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Has swimming pool: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Inexpensive Suburban property
More Photos Pool image of Howard Johnson by Wyndham Mystic
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg in Mystic
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
6 Coogan Blvd., Mystic, CT 06355 ~32.26 miles northeast of Southold
  • Pool details: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • 3-star Downtown property
More Photos Swimming pool at Holiday Inn Express Mystic by Ihg
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Mystic in Mystic
+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
  • Has swimming pool: 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 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
  • Pool available: Indoor pool with towels provided
  • 3 star Suburban property
More Photos Photo of Springhill Suites by Marriott Long Island Brookhaven Pool
From$120
Very Good 4.0 /5 Guest 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
  • Includes a pool: Indoor
  • 3 star Suburban hotel
More Photos Photo of Residence Inn by Marriott Mystic Groton Pool
From$112
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Mystic Hotel
+1-888-455-5160

How should we direct your call?

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 in hotel: Seasonal, weather permitting
  • 3-star Highway property
More Photos Swimming pool at Best Western Mystic Hotel
From$76
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford
+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
  • Midscale Suburban property
More Photos Photo of Courtyard by Marriott New Haven Orange-Milford Pool
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hamden Hotel & Suites New Haven : 2260 Whitney Ave.
+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
  • Pool in hotel: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban property
More Photos Pool image of Hamden Hotel & Suites New Haven
From$45
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford
+1-888-749-6785

How should we direct your call?

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
  • 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!
  • Economical Highway property
More Photos Swimming pool at Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area in Uncasville
+1-888-878-9982

How should we direct your call?

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
  • Three Star Suburban property
More Photos Pool image of Hyatt Place Uncasville Casino Area
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden - Wallingford
+1-888-389-4485

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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
  • Has swimming pool: Indoor Salt Water Pool
  • 3-star Suburban property
More Photos Photo of Hilton Garden Inn Wallingford / Meriden Pool
From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • With a pool!
  • Mid-scale Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Wallingford Meriden
From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Norwich : 10 Laura Blvd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 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
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Norwich
From$80
Average 3.0 /5 Hotel 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.
  • Three Star Suburban hotel
More Photos Pool image of Hampton Inn Long Island-Brookhaven
From$80
Average 3.0 /5 Hotel 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 in hotel: 6:00am - 10:00pm Indoor Pool
  • Three Star 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 - 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
  • Has swimming pool
  • Three 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
+1-888-788-5576

How should we direct your call?

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 in hotel: 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 Hotel 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 in hotel: 7:00am - 11:00pm
  • Midscale Suburban property
More Photos Photo of Courtyard by Marriott Norwich Ct Pool
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Suites in Stratford
+1-888-311-4278

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1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Includes a pool: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban property
More Photos Photo of Quality Suites Pool
From$87
Very Good 4.0 /5 Recent 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
  • Has swimming pool: 7am-10pm, Small Heated Indoor Pool
  • 3-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
+1-888-734-9421

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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
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Midscale Suburban hotel
More Photos Pool image of Hyatt House Shelton
From$94
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Shelton in Shelton
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3 star Suburban hotel
More Photos Pool image of Courtyard by Marriott Shelton
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport - Ronkonkoma
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • Includes a pool
  • Affordable hotel
More Photos Photo of Courtyard Long Island Macarthur Airport Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma - Ronkonkoma
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
65 Union Ave., Ronkonkoma, NY 11779 ~39.28 miles west of Southold
  • Includes a pool: Swim in our beautiful heated indoor swimming pool
  • Mid-scale Airport property
More Photos Pool image of Homewood Suites by Hilton Ronkonkoma
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn Shelton Fairfield County : 1001 Bridgeport Ave.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1001 Bridgeport Ave., Shelton, CT 06484 ~39.52 miles west of Southold
  • Pool details: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • 3 star Suburban hotel
More Photos Pool image of Residence Inn Shelton Fairfield County
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Berlin Meriden : 2387 Berlin Turnpike
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2387 Berlin Turnpike, Berlin, CT 06037 ~39.96 miles northwest of Southold
  • Pool available: Large outdoor pool. Hours from 7am - 10pm.
  • Two star property
More Photos Swimming pool at Days Inn by Wyndham Berlin Meriden
From$60
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
4 Sebethe Dr., Cromwell, CT 06416 ~40.09 miles north of Southold
  • Pool details: Indoor Pool, saunas.
  • Affordable Suburban hotel
More Photos Pool image of Courtyard by Marriott Hartford Cromwell
From$80
Average 3.0 /5 Reviews Call BookMore Details

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