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 in 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 available: Heated Outdoor Pool 8am - 8pm
  • Three Star Golf Course property
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From$120
Average 3.0 /5 Reviews 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
  • Pool details: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Two-star Highway hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook
+1-800-716-8490

How should we direct your call?

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.
  • Midscale Beach hotel
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From$159
Very good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island East End An Ihg H - Riverhead
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1707 Old Country Rd., Riverhead, NY 11901 +1-800-805-5223 ~17.29 miles southwest of Southold
  • Includes a pool: Outdoor heated swimming pool open May-October.
  • Mid-scale Suburban hotel
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From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa : 290 Old Montauk Highway
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
290 Old Montauk Highway, Montauk, NY 11954 +1-888-965-1860 ~22.91 miles east of Southold
  • Has swimming pool
  • 3-star Oceanfront hotel
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From$250
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area : 265 Flanders Rd.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
265 Flanders Rd., Niantic, CT 06357 +1-888-788-5576 ~23.20 miles northeast of Southold
  • Pool in hotel: Outdoor
  • 3 star Suburban property
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From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 +1-888-897-9207 ~23.23 miles northeast of Southold
  • We have a pool ready for use
  • Low Cost property
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From$60
Average 3.5 /5 Review Score Call BookMore Details
Baymont by Wyndham Branford / New Haven : 3 Business Park Dr.
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 +1-888-311-4278 ~23.75 miles northwest of Southold
  • Pool available: 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 Read Reviews Call BookMore Details
Montauk Manor
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
236 Edgemere Rd., Montauk, NY 11954 +1-888-469-4795 ~24.72 miles east of Southold
  • Pool details: Indoor and Outdoor Pool
  • 4-star Beach hotel
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From$149
Very good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn Waterford - New London
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
211 Pkwy. North, Waterford, CT 06385 +1-888-734-9421 ~24.98 miles northeast of Southold
  • Pool in hotel: Seasonal Outdoor Pool open 10am-7:30pm.
  • 2 star Suburban property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn New London Mystic Area An Ihg Hotel
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
35 Governor Winthrop Blvd., New London, CT 06320 +1-888-841-5292 ~26.39 miles northeast of Southold
  • We have a pool
  • Affordable Downtown property
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From$89
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
401 North Frontage Rd., Waterford, CT 06385 +1-888-455-5160 ~26.49 miles northeast of Southold
  • Has a pool!
  • Three Star Suburban property
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From$115
Very good 4.0 /5 Review Score Call BookMore Details
Clarion Inn : 269 North Frontage Rd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
269 North Frontage Rd., New London, CT 06320 +1-888-965-8297 ~26.54 miles northeast of Southold
  • Pool in hotel: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Economical Suburban property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites : 30 Frontage Rd.
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-906-6358 ~27.88 miles northwest of Southold
  • Pool details: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury Five Star Suburban hotel
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From$150
Average 3.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
360 Court 12, Groton, CT 06340 +1-888-749-6785 ~28.10 miles northeast of Southold
  • Pool available: Heated Indoor pool, large hot tub, and fitness center
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
156 Kings Highway Groton, Groton, CT 06340 +1-888-878-9982 ~28.16 miles northeast of Southold
  • Includes a pool: Indoor pool and hot tub
  • Low-priced Highway property
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Groton / Mystic - New London
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
224 Goldstar Highway, New London, CT 06320 +1-888-389-4485 ~28.31 miles northeast of Southold
  • Pool in hotel: Pool Hours: 5 am to 10 pm
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Mystic Marriott Hotel and Spa - Groton
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
625 North Rd., Groton, CT 06340 +1-888-389-4121 ~29.44 miles northeast of Southold
  • Pool available: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • Four-star Suburban property
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From$93
Very good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven in New Haven
+1-888-675-2083

How should we direct your call?

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
  • Has swimming pool
  • Mid-scale Downtown hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
New Haven Hotel in New Haven
+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
  • Includes a pool: We do not have a pool.
  • Midscale 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

How should we direct your call?

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
  • Pool details: from 6am-10pm daily.
  • Three Star Highway property
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From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn North Haven
+1-888-965-1860

How should we direct your call?

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
  • 3-star Suburban property
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From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Mystic
+1-888-788-5576

How should we direct your call?

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
  • Has swimming pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Affordable Suburban hotel
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From$99
Very good 4.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Mystic in Stonington
+1-888-897-9207

How should we direct your call?

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 in hotel: 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 Latest Reviews Call BookMore Details
Hilton Mystic - Mystic
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
20 Coogan Blvd., Mystic, CT 06355 +1-888-311-4278 ~32.40 miles northeast of Southold
  • Pool in hotel: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Affordable Resort hotel
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven : 2 Sawgrass Dr.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 Sawgrass Dr., Bellport, NY 11713 +1-888-469-4795 ~32.45 miles southwest of Southold
  • Pool details: Indoor pool with towels provided
  • 3 star Suburban hotel
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From$120
Very good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
40 Whitehall Ave., Mystic, CT 06355 +1-888-734-9421 ~32.59 miles northeast of Southold
  • Includes a pool: Indoor
  • Mid-scale Suburban property
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From$112
Average 3.0 /5 Reviews Call BookMore Details
Best Western Mystic Hotel in Mystic
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
48 Whitehall Ave., Mystic, CT 06355 +1-888-841-5292 ~32.61 miles northeast of Southold
  • Pool in hotel: Seasonal, weather permitting
  • 3-star Highway hotel
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From$76
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
136 Marsh Hill Rd., Orange, CT 06477 +1-888-455-5160 ~32.65 miles west of Southold
  • Pool available: Outdoor Seasonal Pool and Fire pit
  • Affordable Suburban property
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From$80
Very good 4.0 /5 Review Score Call BookMore Details
Hamden Hotel & Suites New Haven : 2260 Whitney Ave.
+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
Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 +1-888-906-6358 ~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!
  • 2 star Highway property
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From$104
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 +1-888-749-6785 ~33.40 miles northeast of Southold
  • Has swimming pool: Open 6AM to 10PM
  • Three Star Suburban property
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden - Wallingford
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 +1-888-878-9982 ~33.47 miles northwest of Southold
  • Has swimming pool: Indoor Salt Water Pool
  • 3-star Suburban property
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From$63
Very good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 +1-888-389-4485 ~33.81 miles northwest of Southold
  • Includes a pool
  • Midscale Suburban hotel
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From$105
Very good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Norwich in Norwich
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
10 Laura Blvd., Norwich, CT 06360 +1-888-389-4121 ~34.62 miles northeast of Southold
  • Pool available: Indoor Pool Open from 5am - 10pm
  • Three Star Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 +1-888-675-2083 ~34.67 miles northeast of Southold
  • Has swimming pool
  • High-end Suburban property
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From$149
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Long Island-Brookhaven
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 +1-800-716-8490 ~35.18 miles west of Southold
  • Pool in hotel: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Inn at Middletown : 70 Main St.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 +1-800-805-5223 ~35.85 miles north of Southold
  • Has swimming pool: 6:00am - 10:00pm Indoor Pool
  • Affordable Downtown property
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From$99
Very good 4.5 /5 Recent Reviews Call BookMore Details
Residence Inn Long Island Holtsville
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 +1-888-965-1860 ~36.98 miles west of Southold
  • We have a pool
  • 3-star Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Stony Brook - Stony Brook
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 +1-888-788-5576 ~37.53 miles west of Southold
  • Pool in hotel: Indoor heated pool and whirlpool
  • 3 star Highway hotel
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From$119
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct : 181 West Town St.
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 +1-888-897-9207 ~37.68 miles northeast of Southold
  • Pool details: 7:00am - 11:00pm
  • 3 star Suburban property
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From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Suites - Stratford
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 +1-888-311-4278 ~37.91 miles west of Southold
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • 3 star Suburban hotel
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From$87
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino : 411a / 411b Norwich Westerly Rd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 +1-888-469-4795 ~38.05 miles northeast of Southold
  • Pool available: 7am-10pm, Small Heated Indoor Pool
  • Three Star Rural hotel
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From$79
Very good 4.0 /5 Review Score Call BookMore Details
Hyatt House Shelton - Shelton
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 +1-888-734-9421 ~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.
  • Mid-scale Suburban property
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From$94
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Shelton in Shelton
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 +1-888-841-5292 ~39.01 miles west of Southold
  • Has swimming pool: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • Mid-scale Suburban property
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From$89
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Shelton - 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
  • Includes a pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3 star Suburban property
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From$85
Very good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
5000 Express Dr. South, Ronkonkoma, NY 11779 +1-888-965-8297 ~39.27 miles west of Southold
  • Pool in hotel
  • Three Star hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Trumbull Marriott Shelton
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
180 Hawley Ln, Trumbull, CT 06611 +1-888-906-6358 ~39.27 miles west of Southold
  • Pool available: The Trumbull Marriott has an indoor pool and seasonal outdoor pool. Also in the indoor pool area is a whirlpool spa and 2 work out rooms. On the Rox is a seasonal bar and grill by the outdoor pool.
  • Mid-scale Suburban property
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From$93
Very good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma - Ronkonkoma
+1-888-749-6785

How should we direct your call?

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
  • 3 star Airport property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn Shelton Fairfield County
+1-888-878-9982

How should we direct your call?

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 in hotel: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Three Star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
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