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 - 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 +1-888-389-4121 ~11.78 miles south of Southold
  • Has swimming pool: Heated Outdoor Pool 8am - 8pm
  • 3-star Golf Course property
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From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
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 +1-888-675-2083 ~11.96 miles south of Southold
  • Pool in hotel: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Cheap Highway property
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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 +1-800-716-8490 ~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 hotel
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From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook
+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 +1-800-805-5223 ~15.19 miles north of Southold
  • With a pool!
  • Low priced Suburban property
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From$59
Very Good 4.0 /5 Hotel 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 +1-888-965-1860 ~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 hotel
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Indigo East End by Ihg - 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 +1-888-788-5576 ~18.29 miles southwest of Southold
  • Includes a pool: Outdoor heated swimming pool
  • 3-star Suburban hotel
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From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa : 290 Old Montauk Highway
+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 +1-888-897-9207 ~22.91 miles east of Southold
  • Our hotel comes with a pool
  • Three Star Oceanfront hotel
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From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area - Niantic
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
265 Flanders Rd., Niantic, CT 06357 +1-888-311-4278 ~23.20 miles northeast of Southold
  • Pool details: Outdoor
  • Mid-scale Suburban hotel
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From$76
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 +1-888-469-4795 ~23.23 miles northeast of Southold
  • Includes a swimming pool
  • Cheap hotel
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From$60
Average 3.5 /5 Guest 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 +1-888-734-9421 ~23.75 miles northwest of Southold
  • Pool details: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Cheap Suburban hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Montauk Manor : 236 Edgemere Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
236 Edgemere Rd., Montauk, NY 11954 +1-888-841-5292 ~24.72 miles east of Southold
  • Pool in hotel: Indoor and Outdoor Pool
  • Expensive Beach property
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From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Waterford - New London - Waterford
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
211 Pkwy. North, Waterford, CT 06385 +1-888-455-5160 ~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Low priced Suburban hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG : 35 Governor Winthrop Blvd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
35 Governor Winthrop Blvd., New London, CT 06320 +1-888-965-8297 ~26.39 miles northeast of Southold
  • Has swimming pool
  • Affordable Downtown hotel
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford in Waterford
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
401 North Frontage Rd., Waterford, CT 06385 +1-888-906-6358 ~26.49 miles northeast of Southold
  • Includes a swimming pool
  • Affordable Suburban hotel
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From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
269 North Frontage Rd., New London, CT 06320 +1-888-749-6785 ~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 : 30 Frontage Rd.
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-878-9982 ~27.88 miles northwest of Southold
  • Pool details: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5-star Suburban hotel
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From$150
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
360 Court 12, Groton, CT 06340 +1-888-389-4485 ~28.10 miles northeast of Southold
  • Pool in hotel: Heated Indoor pool, large hot tub, and fitness center
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
156 Kings Highway Groton, Groton, CT 06340 +1-888-389-4121 ~28.16 miles northeast of Southold
  • Pool details: Indoor pool and hot tub
  • Two-star Highway hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny in Yaphank
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
101 Blvd. East, Yaphank, NY 11980 +1-888-675-2083 ~28.62 miles southwest of Southold
  • Pool details: Indoor Pool- Open 10AM to 9PM
  • Midscale Suburban property
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Mystic Marriott Hotel and Spa in Groton
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
625 North Rd., Groton, CT 06340 +1-800-716-8490 ~29.44 miles northeast of Southold
  • Includes a 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 property
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From$93
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
400 Sargent Dr., New Haven, CT 06511 +1-800-805-5223 ~30.11 miles northwest of Southold
  • Includes a swimming pool
  • 3 star Downtown property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
New Haven Hotel
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 +1-888-965-1860 ~30.89 miles northwest of Southold
  • Has swimming pool: We do not have a pool.
  • Affordable Downtown property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven - West Haven
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
490 Saw Mill Rd., West Haven, CT 06516 +1-888-788-5576 ~31.73 miles west of Southold
  • Has swimming pool: from 6am-10pm daily.
  • 3 star Highway property
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From$77
Average 3.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn North Haven - North Haven
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 +1-888-897-9207 ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Mystic
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 +1-888-311-4278 ~32.14 miles northeast of Southold
  • Has swimming pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • 3 star Suburban hotel
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic : 253 Greenmanville Ave.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 +1-888-469-4795 ~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
  • 2 star Suburban hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
6 Coogan Blvd., Mystic, CT 06355 +1-888-734-9421 ~32.26 miles northeast of Southold
  • Pool in hotel: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Midscale Downtown property
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Mystic
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
20 Coogan Blvd., Mystic, CT 06355 +1-888-841-5292 ~32.40 miles northeast of Southold
  • Pool available: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Mid-scale Resort property
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2 Sawgrass Dr., Bellport, NY 11713 +1-888-455-5160 ~32.45 miles southwest of Southold
  • Pool details: Indoor pool with towels provided
  • Affordable Suburban property
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From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton - Mystic
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
40 Whitehall Ave., Mystic, CT 06355 +1-888-965-8297 ~32.59 miles northeast of Southold
  • Pool details: Indoor
  • Affordable Suburban hotel
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From$112
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Mystic Hotel - Mystic
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
48 Whitehall Ave., Mystic, CT 06355 +1-888-906-6358 ~32.61 miles northeast of Southold
  • Pool in hotel: Seasonal, weather permitting
  • Mid-scale Highway hotel
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From$76
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2260 Whitney Ave., Hamden, CT 06518 +1-888-749-6785 ~32.91 miles northwest of Southold
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • 3-star Suburban hotel
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From$45
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Milford
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
291 Old Gate Ln, Milford, CT 06460 +1-888-878-9982 ~33.20 miles west of Southold
  • Pool in hotel: Indoor pool 5AM - 10PM
  • Mid-scale Suburban hotel
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 +1-888-389-4485 ~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 hotel
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From$104
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 +1-888-389-4121 ~33.40 miles northeast of Southold
  • Pool details: Open 6AM to 10PM
  • Affordable Suburban property
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden - Wallingford
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 +1-888-675-2083 ~33.47 miles northwest of Southold
  • Pool in hotel: Indoor Salt Water Pool
  • Midscale Suburban property
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From$63
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 +1-800-716-8490 ~33.81 miles northwest of Southold
  • Has a pool!
  • 3-star Suburban property
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From$105
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Norwich by Ihg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
10 Laura Blvd., Norwich, CT 06360 +1-800-805-5223 ~34.62 miles northeast of Southold
  • Pool in hotel: Indoor Pool Open from 5am - 10pm
  • Midscale Suburban hotel
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Spa at Norwich Inn
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 +1-888-965-1860 ~34.67 miles northeast of Southold
  • Includes a pool
  • High-end Suburban property
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From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven - Farmingville
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 +1-888-788-5576 ~35.18 miles west of Southold
  • Pool available: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • 3-star Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Inn at Middletown in Middletown
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 +1-888-897-9207 ~35.85 miles north of Southold
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Mid-scale Downtown hotel
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From$99
Very Good 4.5 /5 Read Reviews Call BookMore Details
Residence Inn Long Island Holtsville - Holtsville
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 +1-888-311-4278 ~36.98 miles west of Southold
  • With a pool!
  • Midscale Highway property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Stony Brook
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 +1-888-469-4795 ~37.50 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool
  • Affordable Highway hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct in Norwich
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 +1-888-734-9421 ~37.68 miles northeast of Southold
  • Has swimming pool: 7:00am - 11:00pm
  • Affordable Suburban hotel
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From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Quality Suites
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 +1-888-841-5292 ~37.91 miles west of Southold
  • Includes a pool: 6AM to 10PM indoor pool @ 30x18"
  • Three Star Suburban property
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From$87
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt House Shelton
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 +1-888-455-5160 ~38.99 miles west of Southold
  • Pool details: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Three Star Suburban property
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From$94
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Shelton
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
780 Bridgeport Ave., Shelton, CT 06484 +1-888-965-8297 ~39.04 miles west of Southold
  • Pool in hotel: 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 : 695 Bridgeport Ave.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 +1-888-906-6358 ~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 hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma in 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 details: Swim in our beautiful heated indoor swimming pool
  • Affordable Airport hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn Shelton Fairfield County - 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 details: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Midscale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
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