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

Sound View Greenport in Greenport
+1-888-389-4121

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58775 County Rd. 48, Greenport, NY 11944 ~2.74 miles northeast of Southold
  • Has swimming pool: Outdoor Pool - Open till 6:00pm The seasonal pool will be open from Memorial Day through Sept. 25th, weather dependent King Sauna Room
  • Midscale Beach hotel
More Photos Photo of Sound View Greenport Pool
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Harbor Front Inn in Greenport
+1-888-675-2083

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209 Front St., Greenport, NY 11944 ~4.20 miles northeast of Southold
  • We have a pool ready for use
  • Three Star property
More Photos Swimming pool at Harbor Front Inn
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Atlantic Southampton
+1-800-716-8490

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1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course hotel
More Photos Photo of The Atlantic Southampton Pool
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
Bentley Hotel Southampton - Southampton
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
161 Hills Station Rd., Southampton, NY 11968 ~11.96 miles south of Southold
  • Pool in hotel: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • 2 star Highway property
More Photos Swimming pool at Bentley Hotel Southampton
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Water's Edge Resort & Spa
+1-888-965-1860

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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-9PM Our outdoor pool is open during the summer months.
  • 3 star Beach property
More Photos Swimming pool at Water's Edge Resort & Spa
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Saybrook Point Resort & Marina in Old Saybrook
+1-888-788-5576

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2 Bridge St., Old Saybrook, CT 06475 ~15.59 miles north of Southold
  • Includes a pool
  • Midscale Riverfront property
More Photos Pool image of Saybrook Point Resort & Marina
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Long Island East End
+1-888-897-9207

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451 East Main St., Riverhead, NY 11901 ~15.65 miles southwest of Southold
  • We have a pool
  • Three Star hotel
More Photos Pool image of Hyatt Place Long Island East End
From$307
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook in Old Saybrook
+1-888-311-4278

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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
  • Mid-scale Suburban property
More Photos Photo of Quality Inn Old Saybrook Westbrook Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott New York Long Island East End - Riverhead
+1-888-469-4795

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2012 Old Country Rd., Riverhead, NY 11901 ~17.92 miles southwest of Southold
  • Includes a pool: 8am-10pm
  • 3-star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott New York Long Island East End
From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Riverhead
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
2038 Old Country Rd., Riverhead, NY 11901 ~18.07 miles southwest of Southold
  • Includes a pool: Indoor pool and hot tub. Outdoor hot tub with fireplace open year round.
  • Three Star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Riverhead
From$114
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hotel Indigo Long Island - East End by IHG - Riverhead
+1-888-841-5292

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1830 West Main St., Riverhead, NY 11901 ~18.29 miles southwest of Southold
  • Includes a pool: Outdoor heated swimming pool
  • Mid-scale Suburban hotel
More Photos Pool image of Hotel Indigo Long Island - East End by IHG
From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area
+1-888-455-5160

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265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Pool in hotel: Outdoor
  • 3 star Suburban hotel
More Photos Swimming pool at Best Western Niantic - New London/Mystic Area
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-965-8297

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269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Has swimming pool
  • Cheap property
More Photos Swimming pool at Motel 6 Niantic, CT - New London
From$60
Average 3.5 /5 Review Score Call BookMore Details
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Baymont by Wyndham Branford/New Haven - Branford
+1-888-906-6358

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3 Business Park Dr., Branford, CT 06405 ~23.75 miles northwest of Southold
  • Pool available: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Low Cost Suburban property
More Photos Pool image of Baymont by Wyndham Branford/New Haven
From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG in Branford
+1-888-749-6785

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309 East Main St., Branford, CT 06405 ~24.46 miles northwest of Southold
  • Has swimming pool
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express Branford-New Haven by IHG
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Montauk Manor
+1-888-878-9982

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236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool available: Indoor and Outdoor Pool
  • 4 star Beach hotel
More Photos Pool image of Montauk Manor
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Waterford - New London
+1-888-389-4485

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211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Pool in hotel: Seasonal Outdoor Pool open 10am-7:30pm.
  • Economy Suburban hotel
More Photos Pool image of Rodeway Inn Waterford - New London
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG
+1-888-389-4121

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35 Governor Winthrop Blvd., New London, CT 06320 ~26.39 miles northeast of Southold
  • Our hotel comes with a pool
  • Mid-scale Downtown property
More Photos Photo of Holiday Inn New London - Mystic Area by IHG Pool
From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-675-2083

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401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • Has swimming pool
  • Three Star Suburban property
More Photos Photo of Springhill Suites by Marriott Mystic Waterford Pool
From$115
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Groton : 300 Long Hill Rd.
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • Includes a pool
  • Mid-scale Downtown property
More Photos Photo of Hampton Inn Groton Pool
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Pool available: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Mid-scale Suburban property
More Photos Pool image of Home2 Suites
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Groton : 156 Kings Highway Groton
+1-888-965-1860

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156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Pool details: Indoor pool and hot tub
  • 2-star Highway hotel
More Photos Photo of Ramada by Wyndham Groton Pool
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton - Groton
+1-888-788-5576

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224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • Has swimming pool
  • 3-star Highway hotel
More Photos Swimming pool at Hilton Garden Inn Mystic/Groton
From$119
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny
+1-888-897-9207

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101 Blvd. East, Yaphank, NY 11980 ~28.62 miles southwest of Southold
  • Has swimming pool: Indoor Pool- Open 10AM to 9PM
  • Mid-scale Suburban hotel
More Photos Swimming pool at Home2 Long Island / Brookhaven Ny
From$140
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Mystic Marriott Hotel & Spa in Groton
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
625 North Rd., Groton, CT 06340 ~29.37 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)
  • 3-star Suburban hotel
More Photos Pool image of Mystic Marriott Hotel & Spa
From$80
Average 3.0 /5 Reviews Call BookMore Details
Mystic Marriott Hotel and Spa
+1-888-469-4795

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New Reservations: +1-888-469-4795 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 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven in New Haven
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Has a pool!
  • Midscale Downtown hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham New Haven
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
New Haven Hotel
+1-888-841-5292

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New Reservations: +1-888-841-5292 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.
  • Mid-scale Downtown property
More Photos Swimming pool at New Haven Hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven : 490 Saw Mill Rd.
+1-888-455-5160

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New Reservations: +1-888-455-5160 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.
  • 3 star Highway property
More Photos Photo of Best Western Executive Hotel of New Haven-West Haven Pool
From$77
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Inn North Haven - North Haven
+1-888-965-8297

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New Reservations: +1-888-965-8297 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
  • 3 star Suburban hotel
More Photos Photo of Clarion Inn North Haven Pool
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Mystic - Mystic
+1-888-906-6358

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New Reservations: +1-888-906-6358 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 property
More Photos Swimming pool at Hyatt Place Mystic
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic in Stonington
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Pool in hotel: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Economical Suburban hotel
More Photos Photo of Howard Johnson by Wyndham Mystic Pool
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hilton Mystic
+1-888-878-9982

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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 hotel
More Photos Photo of Hilton Mystic Pool
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Mystic Hotel : 48 Whitehall Ave.
+1-888-389-4485

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48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Has swimming pool: Seasonal, weather permitting
  • 3 star Highway hotel
More Photos Photo of Best Western Mystic Hotel Pool
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven in Hamden
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban property
More Photos Swimming pool at Hamden Hotel and Suites – Hamden New Haven
From$45
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Milford
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
291 Old Gate Ln, Milford, CT 06460 ~33.20 miles west of Southold
  • Pool in hotel: Indoor pool 5AM - 10PM
  • 3 star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Milford
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel - Milford
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 ~33.35 miles west of Southold
  • Has swimming 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!
  • Cheap Highway property
More Photos Photo of Holiday Inn Express & Suites Milford An Ihg Hotel Pool
From$104
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area in Uncasville
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Includes a pool: Open 6AM to 10PM
  • 3-star Suburban property
More Photos Pool image of Hyatt Place Uncasville Casino Area
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Wallingford / Meriden
+1-888-965-1860

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New Reservations: +1-888-965-1860 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
  • 3-star Suburban property
More Photos Pool image of Hilton Garden Inn Wallingford / Meriden
From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • Our hotel comes 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 Review Score Call BookMore Details
Holiday Inn Norwich by IHG - Norwich
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Includes a pool: Indoor Pool Open from 5am - 10pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Holiday Inn Norwich by IHG
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+1-888-311-4278

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607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • We have a pool
  • High-end Suburban property
More Photos Photo of The Spa at Norwich Inn Pool
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Inn at Middletown - Middletown
+1-888-469-4795

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70 Main St., Middletown, CT 06457 ~35.85 miles north of Southold
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Mid-scale Downtown hotel
More Photos Photo of Inn at Middletown Pool
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Stony Brook by IHG
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3131 Nesconset Highway, Stony Brook, NY 11720 ~36.93 miles west of Southold
  • Has swimming pool: Indoor heated pool 5:30am-10pm daily 20X40 24 hour two room fitness center includes all new fitness equipment consisting of Treadmill, Elliptical Machines, Free Weights, Stationary Bicycle
  • Affordable Suburban hotel
More Photos Pool image of Holiday Inn Express Stony Brook by IHG
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Stony Brook - Stony Brook
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 ~37.50 miles west of Southold
  • Pool details: Indoor heated pool and whirlpool
  • Midscale Highway hotel
More Photos Swimming pool at Hilton Garden Inn Stony Brook
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Preston Casino Area in Preston
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
5 Watson Rd., Preston, CT 06365 ~37.53 miles northeast of Southold
  • Has swimming pool: Open Daily 6am-10am Indoor -
  • Three Star Resort property
More Photos Swimming pool at Hilton Garden Inn Preston Casino Area
From$85
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Quality Suites
+1-888-965-8297

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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 hotel
More Photos Pool image of Quality Suites
From$87
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
+1-888-906-6358

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New Reservations: +1-888-906-6358 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 Pool image of Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Shelton
+1-888-749-6785

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25 Old Stratford Rd., Shelton, CT 06484 ~38.84 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool.
  • Affordable Highway hotel
More Photos Swimming pool at Hilton Garden Inn Shelton
From$89
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hyatt House Shelton in Shelton
+1-888-878-9982

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830 Bridgeport Ave., Shelton, CT 06484 ~38.99 miles west of Southold
  • Pool details: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Mid-scale Suburban property
More Photos Photo of Hyatt House Shelton Pool
From$94
Average 3.0 /5 Guest Reviews Call BookMore Details

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