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 +1-888-389-4121 ~11.78 miles south of Southold
  • Pool in hotel: Heated Outdoor Pool 8am - 8pm
  • 3-star Golf Course property
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From$120
Average 3.0 /5 Read 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 details: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Low priced Highway hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Water's Edge Resort & Spa in Westbrook
+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
  • Pool in hotel: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • 3 star Beach property
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From$159
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook in 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 +1-800-805-5223 ~15.19 miles north of Southold
  • Has swimming pool
  • Economical Suburban hotel
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From$59
Very good 4.0 /5 Read 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
  • Pool in hotel: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • Midscale Suburban property
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From$79
Very good 4.0 /5 Hotel 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
  • Pool available: Outdoor heated swimming pool
  • 3-star Suburban hotel
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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 +1-888-897-9207 ~22.91 miles east of Southold
  • Has swimming pool
  • 3 star Oceanfront property
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From$250
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Niantic New London / Mystic Area in 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 in hotel: Outdoor
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London in Niantic
+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
  • Has swimming pool
  • Two-star hotel
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From$60
Average 3.5 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford
+1-888-734-9421

How should we direct your call?

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
  • Includes a pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Economical Suburban property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Montauk Manor
+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
  • Four star Beach property
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From$149
Very good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Waterford - New London
+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.
  • Two-star Suburban property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG - New London
+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
  • Three Star Downtown property
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Mystic 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
  • Midscale Suburban hotel
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From$115
Very good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites : 30 Frontage Rd.
+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
  • Includes a pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious Five Star Suburban hotel
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From$150
Average 3.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic - 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
  • Pool details: Heated Indoor pool, large hot tub, and fitness center
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Groton - 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
  • Pool details: Indoor pool and hot tub
  • Two-star Highway property
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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 +1-888-389-4121 ~28.62 miles southwest of Southold
  • Pool details: Indoor Pool- Open 10AM to 9PM
  • Midscale Suburban property
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From$140
Very good 4.0 /5 Read Reviews Call BookMore Details
Mystic Marriott Hotel and Spa
+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 +1-888-675-2083 ~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)
  • 4-star Suburban property
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From$93
Very good 4.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr.
+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 +1-800-716-8490 ~30.11 miles northwest of Southold
  • Pool in hotel
  • Mid-scale Downtown property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
New Haven Hotel
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
229 George St., New Haven, CT 06510 +1-800-805-5223 ~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 Latest Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven - West Haven
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
490 Saw Mill Rd., West Haven, CT 06516 +1-888-965-1860 ~31.73 miles west of Southold
  • Pool details: from 6am-10pm daily.
  • 3-star Highway property
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From$77
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn North Haven
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 +1-888-788-5576 ~31.95 miles northwest of Southold
  • Includes a pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Mid-scale Suburban property
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From$79
Very good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Mystic - Mystic
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 +1-888-897-9207 ~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 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic in Stonington
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
253 Greenmanville Ave., Stonington, CT 06355 +1-888-311-4278 ~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
  • Inexpensive Suburban hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg in 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 +1-888-469-4795 ~32.26 miles northeast of Southold
  • Pool available: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • Affordable Downtown property
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From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven
+1-888-734-9421

How should we direct your call?

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 in hotel: Indoor pool with towels provided
  • Affordable Suburban property
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From$120
Very good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton : 40 Whitehall Ave.
+1-888-841-5292

How should we direct your call?

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 available: Indoor
  • Mid-scale Suburban property
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From$112
Average 3.0 /5 Latest 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 details: Seasonal, weather permitting
  • Affordable Highway property
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From$76
Average 3.0 /5 Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven - Hamden
+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 details: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
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From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Milford : 291 Old Gate Ln
+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 Ln, Milford, CT 06460 +1-888-906-6358 ~33.20 miles west of Southold
  • Pool available: Indoor pool 5AM - 10PM
  • Affordable Suburban hotel
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From$89
Average 3.0 /5 Reviews 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!
  • Cheap Highway hotel
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From$104
Average 3.0 /5 Recent 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
  • Pool in hotel: Open 6AM to 10PM
  • Three Star Suburban hotel
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From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden
+1-888-389-4485

How should we direct your call?

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
  • Affordable Suburban hotel
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From$63
Very good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+1-888-389-4121

How should we direct your call?

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
  • Has a pool!
  • Affordable Suburban hotel
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From$105
Very good 4.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Norwich by IHG : 10 Laura Blvd.
+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 +1-888-675-2083 ~34.62 miles northeast of Southold
  • Has swimming pool: Indoor Pool Open from 5am - 10pm
  • Three Star Suburban hotel
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From$99
Very good 4.0 /5 Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+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 +1-800-716-8490 ~34.67 miles northeast of Southold
  • With a pool!
  • High-end Suburban property
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From$149
Very good 4.0 /5 Recent 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 Guest Reviews Call BookMore Details
Inn at Middletown : 70 Main St.
+1-888-965-1860

How should we direct your call?

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
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • 3-star Downtown hotel
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From$99
Very good 4.5 /5 Guest Reviews Call BookMore Details
Residence Inn Long Island 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
  • With a pool!
  • Three Star Highway property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Stony Brook
+1-888-897-9207

How should we direct your call?

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
  • Includes a pool: Indoor heated pool and whirlpool
  • Three Star Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct : 181 West Town St.
+1-888-311-4278

How should we direct your call?

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
  • Has swimming pool: 7:00am - 11:00pm
  • Mid-scale Suburban hotel
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From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Suites - Stratford
+1-888-469-4795

How should we direct your call?

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
  • Pool details: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban hotel
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From$87
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Shelton - Shelton
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
25 Old Stratford Rd., Shelton, CT 06484 +1-888-734-9421 ~38.84 miles west of Southold
  • Pool details: Indoor heated pool and whirlpool.
  • Affordable Highway hotel
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From$89
Poor 2.0 /5 Review Score Call BookMore Details
Hyatt House Shelton : 830 Bridgeport Ave.
+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
  • Pool in hotel: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3-star Suburban hotel
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From$94
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Shelton in Shelton
+1-888-455-5160

How should we direct your call?

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
  • Pool available: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Affordable Suburban property
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From$85
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Shelton : 695 Bridgeport Ave.
+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 in hotel: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
65 Union Ave., Ronkonkoma, NY 11779 +1-888-906-6358 ~39.28 miles west of Southold
  • Has swimming pool: Swim in our beautiful heated indoor swimming pool
  • Mid-scale Airport hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Shelton Fairfield County in Shelton
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1001 Bridgeport Ave., Shelton, CT 06484 +1-888-749-6785 ~39.52 miles west of Southold
  • Includes a pool: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read 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 +1-888-878-9982 ~40.13 miles northwest of Southold
  • Pool details: 20,000 Gallon heated indoor pool.
  • 3-star Suburban hotel
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From$68
Very good 4.0 /5 Recent Reviews Call BookMore Details
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