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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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Pool details: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course property
More Photos Swimming pool at The Atlantic Southampton
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
  • Pool available: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Economical Highway property
More Photos Photo of Bentley Hotel Southampton Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Water's Edge Resort & Spa : 1525 Boston Post Rd.
+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.
  • Affordable Beach property
More Photos Pool image of Water's Edge Resort & Spa
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook - Old Saybrook
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1750 Boston Post Rd., Old Saybrook, CT 06475 ~15.19 miles north of Southold
  • Pool in hotel
  • Economical Suburban hotel
More Photos Swimming pool at Econo Lodge Inn & Suites Old Saybrook Westbrook
From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
100 Essex Rd., Old Saybrook, CT 06475 ~17.84 miles north of Southold
  • Pool details: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3-star Suburban property
More Photos Swimming pool at Quality Inn Old Saybrook Westbrook
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hotel Indigo East End by Ihg in Riverhead
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1830 West Main St., Riverhead, NY 11901 ~18.29 miles southwest of Southold
  • Pool details: Outdoor heated swimming pool
  • Mid-scale Suburban hotel
More Photos Pool image of Hotel Indigo East End by Ihg
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa in Montauk
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
290 Old Montauk Highway, Montauk, NY 11954 ~22.91 miles east of Southold
  • Has swimming pool
  • Midscale Oceanfront hotel
More Photos Photo of Gurney's Montauk Resort & Seawater Spa Pool
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Niantic New London / Mystic Area : 265 Flanders Rd.
+1-888-311-4278

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265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Pool in hotel: Outdoor
  • Midscale Suburban hotel
More Photos Photo of Best Western Niantic New London / Mystic Area Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-469-4795

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269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Pool in hotel
  • Two 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 : 3 Business Park Dr.
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
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
  • 2 star Suburban hotel
More Photos Photo of Baymont by Wyndham Branford / New Haven Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor
+1-888-841-5292

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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 Swimming pool at Montauk Manor
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn Waterford - New London in Waterford
+1-888-455-5160

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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.
  • Cheap Suburban hotel
More Photos Swimming pool at Rodeway Inn Waterford - New London
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG - New London
+1-888-965-8297

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35 Governor Winthrop Blvd., New London, CT 06320 ~26.39 miles northeast of Southold
  • Has a pool!
  • Three Star Downtown hotel
More Photos Pool image of Holiday Inn New London - Mystic Area by IHG
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
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Springhill Suites by Marriott Mystic Waterford in Waterford
+1-888-906-6358

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401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • With a pool!
  • 3-star Suburban hotel
More Photos Swimming pool at Springhill Suites by Marriott Mystic Waterford
From$115
Very Good 4.0 /5 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
  • Luxury 5 star Suburban hotel
More Photos Swimming pool at Home2 Suites
From$150
Average 3.0 /5 Review Score 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 Pool image of Baymont by Wyndham Groton / Mystic
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Pool details: Indoor pool and hot tub
  • Cheap Highway property
More Photos Photo of Ramada by Wyndham Groton Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny in Yaphank
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
101 Blvd. East, Yaphank, NY 11980 ~28.62 miles southwest of Southold
  • Pool in hotel: Indoor Pool- Open 10AM to 9PM
  • Three Star Suburban property
More Photos Photo of Home2 Long Island / Brookhaven Ny Pool
From$140
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mystic Marriott Hotel and Spa : 625 North Rd.
+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 details: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • High end Suburban property
More Photos Photo of Mystic Marriott Hotel and Spa Pool
From$93
Very Good 4.0 /5 Guest 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
  • With a pool!
  • Three Star Downtown property
More Photos Photo of La Quinta Inn & Suites by Wyndham New Haven Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
New Haven Hotel : 229 George St.
+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 Website ~30.89 miles northwest of Southold
  • Includes a pool: We do not have a pool.
  • Midscale 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 - West Haven
+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
  • Has swimming pool: from 6am-10pm daily.
  • Midscale Highway hotel
More Photos Photo of Best Western Executive Hotel Of New Haven - West Haven Pool
From$77
Average 3.0 /5 Reviews Call BookMore Details
Clarion Inn North Haven - North Haven
+1-888-788-5576

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New Reservations: +1-888-788-5576 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 Pool image of Clarion Inn North Haven
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Mystic in Mystic
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Pool details: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Three Star Suburban property
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
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Pool available: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Low Cost Suburban hotel
More Photos Pool image of Howard Johnson by Wyndham Mystic
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg - Mystic
+1-888-469-4795

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New Reservations: +1-888-469-4795 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.
  • 3 star Downtown hotel
More Photos Photo of Holiday Inn Express Mystic by Ihg Pool
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven : 2 Sawgrass Dr.
+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
  • Includes a pool: Indoor pool with towels provided
  • Midscale Suburban hotel
More Photos Pool image of Springhill Suites by Marriott Long Island Brookhaven
From$120
Very Good 4.0 /5 Hotel 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
  • Pool available: Indoor
  • 3-star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Mystic Groton
From$112
Average 3.0 /5 Hotel 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 in hotel: Seasonal, weather permitting
  • 3 star Highway hotel
More Photos Pool image of Best Western Mystic Hotel
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven : 2260 Whitney Ave.
+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
  • Has swimming pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban property
More Photos Photo of Hamden Hotel and Suites – Hamden New Haven Pool
From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Milford : 291 Old Gate Ln
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
291 Old Gate Ln, Milford, CT 06460 ~33.20 miles west of Southold
  • Includes a pool: Indoor pool 5AM - 10PM
  • Mid-scale Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Milford
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+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
  • 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!
  • Economy Highway property
More Photos Photo of Holiday Inn Express & Suites Milford An Ihg Hotel Pool
From$104
Average 3.0 /5 Review Score 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
  • Includes a pool: Open 6AM to 10PM
  • Affordable Suburban hotel
More Photos Photo of Hyatt Place Uncasville Casino Area Pool
From$99
Very Good 4.0 /5 Review Score 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
  • Includes a pool: Indoor Salt Water Pool
  • Midscale Suburban property
More Photos Pool image of Hilton Garden Inn Wallingford/Meriden
From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-389-4121

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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
  • Pool in hotel
  • 3 star Suburban hotel
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 by IHG
+1-888-675-2083

How should we direct your call?

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 available: Indoor Pool Open from 5am - 10pm
  • 3-star Suburban property
More Photos Swimming pool at Holiday Inn Norwich by IHG
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Spa at Norwich Inn
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • With a pool!
  • Four star Suburban hotel
More Photos Photo of The Spa at Norwich Inn Pool
From$149
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Long Island-Brookhaven - Farmingville
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 ~35.18 miles west of Southold
  • Includes a pool: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn Long Island-Brookhaven
From$80
Average 3.0 /5 Reviews Call BookMore Details
Inn at Middletown - Middletown
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 ~35.85 miles north of Southold
  • Has swimming pool: 6:00am - 10:00pm Indoor Pool
  • 3-star Downtown property
More Photos Photo of Inn at Middletown Pool
From$99
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Residence Inn Long Island Holtsville - Holtsville
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • Pool in hotel
  • 3-star Highway hotel
More Photos Photo of Residence Inn Long Island Holtsville Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Stony Brook in Stony Brook
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 ~37.50 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool
  • Affordable Highway hotel
More Photos Swimming pool at Hilton Garden Inn Stony Brook
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct
+1-888-311-4278

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181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Pool available: 7:00am - 11:00pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Norwich Ct
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Suites - Stratford
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Pool details: 6AM to 10PM indoor pool @ 30x18"
  • Three Star Suburban property
More Photos Swimming pool at Quality Suites
From$87
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Shelton - Shelton
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
25 Old Stratford Rd., Shelton, CT 06484 ~38.84 miles west of Southold
  • Pool in hotel: Indoor heated pool and whirlpool.
  • Midscale Highway property
More Photos Photo of Hilton Garden Inn Shelton Pool
From$89
Poor 2.0 /5 Reviews Call BookMore Details
Hyatt House Shelton - Shelton
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 ~38.99 miles west of Southold
  • Pool in hotel: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3 star 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 : 780 Bridgeport Ave.
+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 in hotel: 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 Recent Reviews Call BookMore Details
Hampton Inn Shelton
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Pool in hotel: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • Midscale Suburban property
More Photos Swimming pool at Hampton Inn Shelton
From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma - 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
  • Has swimming pool: Swim in our beautiful heated indoor swimming pool
  • Mid-scale Airport property
More Photos Photo of Homewood Suites by Hilton Ronkonkoma Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn Shelton Fairfield County - Shelton
+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.
  • Affordable Suburban hotel
More Photos Photo of Residence Inn Shelton Fairfield County Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus New England Inn & Suites
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2253 Berlin Turnpike, Berlin, CT 06037 ~40.13 miles northwest of Southold
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • 3-star Suburban property
More Photos Photo of Best Western Plus New England Inn & Suites Pool
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details

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