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 : 1655 County Rd. 39
+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 +1-888-389-4121 ~11.78 miles south of Southold
  • Has swimming pool: Heated Outdoor Pool 8am - 8pm
  • Mid-scale Golf Course hotel
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From$120
Average 3.0 /5 Review Score Call BookMore Details
Bentley Hotel Southampton - 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 +1-888-675-2083 ~11.96 miles south of Southold
  • Includes a pool: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Low Cost Highway property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1750 Boston Post Rd., Old Saybrook, CT 06475 +1-800-716-8490 ~15.19 miles north of Southold
  • Our hotel comes with a pool
  • Cheap Suburban property
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From$59
Very Good 4.0 /5 Recent 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 +1-800-805-5223 ~17.84 miles north of Southold
  • Pool in hotel: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3 star Suburban hotel
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Indigo East End by Ihg in Riverhead
+1-888-965-1860

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1830 West Main St., Riverhead, NY 11901 +1-888-965-1860 ~18.29 miles southwest of Southold
  • Pool details: Outdoor heated swimming pool
  • Mid-scale Suburban hotel
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From$100
Very Good 4.0 /5 Latest Reviews 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 +1-888-788-5576 ~22.91 miles east of Southold
  • Our hotel comes with a pool
  • Mid-scale Oceanfront hotel
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From$250
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Niantic - New London/Mystic Area in Niantic
+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 +1-888-897-9207 ~23.20 miles northeast of Southold
  • Includes a pool: Outdoor
  • 3 star Suburban property
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From$76
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Niantic, CT - New London - Niantic
+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 +1-888-311-4278 ~23.23 miles northeast of Southold
  • Has a pool!
  • Low Cost property
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From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven
+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 +1-888-469-4795 ~23.75 miles northwest of Southold
  • Pool in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Two star Suburban hotel
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From$60
Average 3.0 /5 Hotel 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 +1-888-734-9421 ~24.72 miles east of Southold
  • Includes a pool: Indoor and Outdoor Pool
  • High-end Beach hotel
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From$149
Very Good 4.0 /5 Read 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 +1-888-841-5292 ~24.98 miles northeast of Southold
  • Has swimming pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Low-priced Suburban hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG - New London
+1-888-455-5160

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35 Governor Winthrop Blvd., New London, CT 06320 +1-888-455-5160 ~26.39 miles northeast of Southold
  • Includes a swimming pool
  • Three Star Downtown property
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From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Mystic Waterford - 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 +1-888-965-8297 ~26.49 miles northeast of Southold
  • Pool in hotel
  • Mid-scale Suburban property
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From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn - New London
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
269 North Frontage Rd., New London, CT 06320 +1-888-906-6358 ~26.54 miles northeast of Southold
  • Pool in hotel: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Two-star Suburban hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-749-6785 ~27.88 miles northwest of Southold
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5 star Suburban property
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From$150
Average 3.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic in Groton
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
360 Court 12, Groton, CT 06340 +1-888-878-9982 ~28.10 miles northeast of Southold
  • Has swimming pool: Heated Indoor pool, large hot tub, and fitness center
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Groton in 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 +1-888-389-4485 ~28.16 miles northeast of Southold
  • Has swimming pool: Indoor pool and hot tub
  • Economical Highway property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Mystic Marriott Hotel and Spa
+1-888-389-4121

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625 North Rd., Groton, CT 06340 +1-888-389-4121 ~29.44 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)
  • High end Suburban hotel
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From$93
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven - 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 +1-888-675-2083 ~30.11 miles northwest of Southold
  • Includes a pool
  • Affordable Downtown hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
New Haven Hotel
+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 +1-800-716-8490 ~30.89 miles northwest of Southold
  • Pool available: We do not have a pool.
  • 3 star Downtown property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Executive Hotel of New 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 +1-800-805-5223 ~31.73 miles west of Southold
  • Has swimming pool: from 6am-10pm daily.
  • Mid-scale Highway hotel
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From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn North Haven in 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 +1-888-965-1860 ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban hotel
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From$79
Very Good 4.0 /5 Guest 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 +1-888-788-5576 ~32.14 miles northeast of Southold
  • Pool in hotel: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Affordable Suburban property
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From$99
Very Good 4.0 /5 Review Score 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 +1-888-897-9207 ~32.20 miles northeast of Southold
  • Pool details: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Low-priced Suburban hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg
+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 +1-888-311-4278 ~32.26 miles northeast of Southold
  • Pool details: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Three Star Downtown property
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From$89
Very Good 4.0 /5 Recent 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 +1-888-469-4795 ~32.40 miles northeast of Southold
  • Pool in hotel: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Three Star Resort property
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From$99
Very Good 4.0 /5 Review Score 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 +1-888-734-9421 ~32.45 miles southwest of Southold
  • Pool available: Indoor pool with towels provided
  • Midscale Suburban property
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From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton : 40 Whitehall Ave.
+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 +1-888-841-5292 ~32.59 miles northeast of Southold
  • Pool in hotel: Indoor
  • Affordable Suburban hotel
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From$112
Average 3.0 /5 Read 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 +1-888-455-5160 ~32.61 miles northeast of Southold
  • Pool in hotel: Seasonal, weather permitting
  • Midscale Highway hotel
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From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven
+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 +1-888-965-8297 ~32.91 miles northwest of Southold
  • Pool available: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban property
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From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Milford in Milford
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
291 Old Gate Lane, Milford, CT 06460 +1-888-906-6358 ~33.23 miles west of Southold
  • Pool details: Indoor pool 5AM - 10PM
  • 3 star Suburban hotel
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From$89
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+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 +1-888-749-6785 ~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!
  • Economy Highway hotel
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From$104
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike
+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 +1-888-878-9982 ~33.40 miles northeast of Southold
  • Includes a pool: Open 6AM to 10PM
  • 3 star Suburban property
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden in 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 +1-888-389-4485 ~33.47 miles northwest of Southold
  • Pool details: Indoor Salt Water Pool
  • Mid-scale Suburban property
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From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+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 +1-888-389-4121 ~33.81 miles northwest of Southold
  • We have a pool
  • Affordable Suburban hotel
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From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Norwich
+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 +1-888-675-2083 ~34.62 miles northeast of Southold
  • Includes a pool: Indoor Pool Open from 5am - 10pm
  • Midscale Suburban property
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Spa at Norwich Inn
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 +1-800-716-8490 ~34.67 miles northeast of Southold
  • We have a pool ready for use
  • High end Suburban property
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From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven
+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 +1-800-805-5223 ~35.18 miles west of Southold
  • Includes a pool: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Inn at Middletown : 70 Main St.
+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 +1-888-965-1860 ~35.85 miles north of Southold
  • Pool in hotel: 6:00am - 10:00pm Indoor Pool
  • Three Star Downtown property
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From$99
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn Long Island Holtsville - Holtsville
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 +1-888-788-5576 ~36.98 miles west of Southold
  • Has swimming pool
  • Midscale Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn 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 +1-888-897-9207 ~37.50 miles west of Southold
  • Pool in hotel: Indoor heated pool and whirlpool
  • Mid-scale Highway hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 +1-888-311-4278 ~37.68 miles northeast of Southold
  • Includes a pool: 7:00am - 11:00pm
  • 3-star Suburban property
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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 +1-888-469-4795 ~37.91 miles west of Southold
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban property
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From$87
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino in North Stonington
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 +1-888-734-9421 ~38.05 miles northeast of Southold
  • Pool available: 7am-10pm, Small Heated Indoor Pool
  • 3 star Rural property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt House 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 +1-888-841-5292 ~38.99 miles west of Southold
  • Includes a pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Affordable Suburban property
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From$94
Average 3.0 /5 Review Score 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 +1-888-455-5160 ~39.04 miles west of Southold
  • Includes a pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3 star Suburban hotel
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From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Shelton - 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 +1-888-965-8297 ~39.04 miles west of Southold
  • Pool details: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • 3 star Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport in Ronkonkoma
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
5000 Express Dr. South, Ronkonkoma, NY 11779 +1-888-906-6358 ~39.27 miles west of Southold
  • We have a pool ready for use
  • Midscale property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
65 Union Ave., Ronkonkoma, NY 11779 +1-888-749-6785 ~39.28 miles west of Southold
  • Pool available: Swim in our beautiful heated indoor swimming pool
  • 3-star Airport property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn Shelton Fairfield County in Shelton
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1001 Bridgeport Ave., Shelton, CT 06484 +1-888-878-9982 ~39.52 miles west of Southold
  • Pool available: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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