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Southold Hotels with Outdoor or Indoor Pools

The Atlantic Southampton
+1-888-389-4121
1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Pool details: Heated Outdoor Pool 8am - 8pm
  • Affordable Golf Course property
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
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Bentley Hotel Southampton in Southampton
+1-888-675-2083
161 Hills Station Rd., Southampton, NY 11968 ~11.96 miles south of Southold
  • Pool details: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Economy Highway property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook : 1750 Boston Post Rd.
+1-800-716-8490
1750 Boston Post Rd., Old Saybrook, CT 06475 ~15.19 miles north of Southold
  • Has swimming pool
  • Economy Suburban property
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook
+1-800-805-5223
100 Essex Rd., Old Saybrook, CT 06475 ~17.84 miles north of Southold
  • Includes a pool: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • Midscale Suburban hotel
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Indigo East End by Ihg : 1830 West Main St.
+1-888-965-1860
1830 West Main St., Riverhead, NY 11901 ~18.29 miles southwest of Southold
  • Pool in hotel: Outdoor heated swimming pool
  • Three Star Suburban property
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa
+1-888-788-5576
290 Old Montauk Highway, Montauk, NY 11954 ~22.91 miles east of Southold
  • Includes a swimming pool
  • Mid-scale Oceanfront property
From$250
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area : 265 Flanders Rd.
+1-888-897-9207
265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Has swimming pool: Outdoor
  • Mid-scale Suburban hotel
From$76
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-311-4278
269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Includes a pool
  • Economical property
From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven
+1-888-469-4795
3 Business Park Dr., Branford, CT 06405 ~23.75 miles northwest of Southold
  • Pool available: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Two-star Suburban hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Montauk Manor
+1-888-734-9421
236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool in hotel: Indoor and Outdoor Pool
  • Four-star Beach property
From$149
Very Good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Waterford - New London
+1-888-841-5292
211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • 2-star Suburban hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn New London - Mystic Area by IHG : 35 Governor Winthrop Blvd.
+1-888-455-5160
35 Governor Winthrop Blvd., New London, CT 06320 ~26.39 miles northeast of Southold
  • With a pool!
  • Affordable Downtown property
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford : 401 North Frontage Rd.
+1-888-965-8297
401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • Pool in hotel
  • Mid-scale Suburban hotel
From$115
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn
+1-888-906-6358
269 North Frontage Rd., New London, CT 06320 ~26.54 miles northeast of Southold
  • Includes a pool: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Low Cost Suburban property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites - East Haven
+1-888-749-6785
30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5 Star Suburban property
From$150
Average 3.0 /5 Latest Reviews Call BookMore Details
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Baymont by Wyndham Groton / Mystic
+1-888-878-9982
360 Court 12, Groton, CT 06340 ~28.10 miles northeast of Southold
  • Pool available: Heated Indoor pool, large hot tub, and fitness center
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Groton - Groton
+1-888-389-4485
156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Has swimming pool: Indoor pool and hot tub
  • Two-star Highway property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Home2 Long Island / Brookhaven Ny - Yaphank
+1-888-389-4121
101 Blvd. East, Yaphank, NY 11980 ~28.62 miles southwest of Southold
  • Pool available: Indoor Pool- Open 10AM to 9PM
  • Midscale Suburban hotel
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Mystic Marriott Hotel and Spa in Groton
+1-888-675-2083
625 North Rd., Groton, CT 06340 ~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
From$93
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven in New Haven
+1-800-716-8490
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Pool in hotel
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
New Haven Hotel
+1-800-805-5223
229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Includes a pool: We do not have a pool.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven : 490 Saw Mill Rd.
+1-888-965-1860
490 Saw Mill Rd., West Haven, CT 06516 ~31.73 miles west of Southold
  • Pool details: from 6am-10pm daily.
  • Mid-scale Highway hotel
From$77
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn North Haven in North Haven
+1-888-788-5576
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3-star Suburban property
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Mystic - Mystic
+1-888-897-9207
224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Pool available: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Mid-scale Suburban hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic
+1-888-311-4278
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Pool available: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Inexpensive Suburban property
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Mystic by Ihg
+1-888-469-4795
6 Coogan Blvd., Mystic, CT 06355 ~32.26 miles northeast of Southold
  • Pool details: Indoor Pool with a hot tub. Open 8 am till 10pm daily.
  • 3-star Downtown hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Mystic
+1-888-734-9421
20 Coogan Blvd., Mystic, CT 06355 ~32.40 miles northeast of Southold
  • Pool available: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • 3 star Resort property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven
+1-888-841-5292
2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Pool available: Indoor pool with towels provided
  • Three Star Suburban hotel
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton : 40 Whitehall Ave.
+1-888-455-5160
40 Whitehall Ave., Mystic, CT 06355 ~32.59 miles northeast of Southold
  • Includes a pool: Indoor
  • 3 star Suburban hotel
From$112
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Mystic Hotel in Mystic
+1-888-965-8297
48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Pool details: Seasonal, weather permitting
  • Mid-scale Highway hotel
From$76
Average 3.0 /5 Guest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven
+1-888-906-6358
2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Pool in hotel: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Three Star Suburban hotel
From$45
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Milford - Milford
+1-888-749-6785
291 Old Gate Lane, Milford, CT 06460 ~33.23 miles west of Southold
  • Has swimming pool: Indoor pool 5AM - 10PM
  • Three Star Suburban property
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford
+1-888-878-9982
278 Old Gate Lane, Milford, CT 06460 ~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!
  • Low Cost Highway property
From$104
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area
+1-888-389-4485
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Has swimming pool: Open 6AM to 10PM
  • Three Star Suburban hotel
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden : 1181 Barnes Rd.
+1-888-389-4121
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Has swimming pool: Indoor Salt Water Pool
  • 3 star Suburban property
From$63
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden - Wallingford
+1-888-675-2083
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • Our hotel comes with a pool
  • 3 star Suburban property
From$105
Very Good 4.5 /5 Reviews Call BookMore Details
Holiday Inn Norwich by Ihg
+1-800-716-8490
10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Includes a pool: Indoor Pool Open from 5am - 10pm
  • Three Star Suburban property
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
The Spa at Norwich Inn : 607 West Thames St.
+1-800-805-5223
607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • With a pool!
  • Four star Suburban property
From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven in Farmingville
+1-888-965-1860
2000 North Ocean Ave., Farmingville, NY 11738 ~35.18 miles west of Southold
  • Pool details: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Inn at Middletown
+1-888-788-5576
70 Main St., Middletown, CT 06457 ~35.85 miles north of Southold
  • Pool available: 6:00am - 10:00pm Indoor Pool
  • Affordable Downtown property
From$99
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Residence Inn Long Island Holtsville
+1-888-897-9207
25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • With a pool!
  • 3-star Highway property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Stony Brook - Stony Brook
+1-888-311-4278
1 Circle Rd., Stony Brook, NY 11794 ~37.50 miles west of Southold
  • Has swimming pool: Indoor heated pool and whirlpool
  • Mid-scale Highway hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct
+1-888-469-4795
181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Includes a pool: 7:00am - 11:00pm
  • Mid-scale Suburban hotel
From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
Quality Suites in Stratford
+1-888-734-9421
1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • Three Star Suburban property
From$87
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Shelton in Shelton
+1-888-841-5292
830 Bridgeport Ave., Shelton, CT 06484 ~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
From$94
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Shelton
+1-888-455-5160
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Pool details: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Mid-scale Suburban hotel
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Shelton - Shelton
+1-888-965-8297
695 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Has swimming pool: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • Affordable Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-906-6358
5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • Includes a pool
  • Mid-scale hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma : 65 Union Ave.
+1-888-749-6785
65 Union Ave., Ronkonkoma, NY 11779 ~39.28 miles west of Southold
  • Pool details: Swim in our beautiful heated indoor swimming pool
  • Affordable Airport hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Shelton Fairfield County
+1-888-878-9982
1001 Bridgeport Ave., Shelton, CT 06484 ~39.52 miles west of Southold
  • Includes a pool: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details

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