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Southold Hotels with Outdoor or Indoor Pools

The Greenporter
+1-888-389-4121
326 Front St., Greenport, NY 11944 ~4.12 miles northeast of Southold
  • Pool in hotel: Whether swimming laps, getting in some cardio, or just lounging in the sun, we have you covered Outdoor Pool & Hot Tub Pool Open: 8:00 AM - 8:00 PM
  • Expensive Rural hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
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The Atlantic Southampton : 1655 County Rd. 39
+1-888-675-2083
1655 County Rd. 39, Southampton, NY 11968 ~11.78 miles south of Southold
  • Includes a pool: Heated Outdoor Pool 8am - 8pm
  • Affordable Golf Course property
From$120
Average 3.0 /5 Guest Reviews Call BookMore Details
Bentley Hotel Southampton : 161 Hills Station Rd.
+1-800-716-8490
161 Hills Station Rd., Southampton, NY 11968 ~11.96 miles south of Southold
  • Includes a pool: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Two-star Highway hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Water's Edge Resort & Spa
+1-800-805-5223
1525 Boston Post Rd., Westbrook, CT 06498 ~14.92 miles north of Southold
  • Has swimming pool: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Mid-scale Beach hotel
From$159
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island East End An Ihg H
+1-888-965-1860
1707 Old Country Rd., Riverhead, NY 11901 ~17.29 miles southwest of Southold
  • Pool details: Outdoor heated swimming pool open May-October.
  • Midscale Suburban property
From$99
Very Good 4.0 /5 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 pool
  • 3-star Oceanfront hotel
From$250
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area - Niantic
+1-888-897-9207
265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Includes a pool: Outdoor
  • Midscale Suburban property
From$76
Average 3.0 /5 Recent 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
  • Has a pool!
  • Inexpensive property
From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven : 3 Business Park Dr.
+1-888-469-4795
3 Business Park Dr., Branford, CT 06405 ~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
  • Inexpensive Suburban hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor : 236 Edgemere Rd.
+1-888-734-9421
236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool in hotel: Indoor and Outdoor Pool
  • Expensive Beach hotel
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn Waterford - New London - Waterford
+1-888-841-5292
211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Has swimming pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Two-star Suburban property
From$60
Average 3.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-455-5160
401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • With a pool!
  • 3-star Suburban property
From$115
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn
+1-888-965-8297
269 North Frontage Rd., New London, CT 06320 ~26.54 miles northeast of Southold
  • Pool details: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Low-priced Suburban hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Groton
+1-888-906-6358
300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • Includes a pool
  • Mid-scale Downtown hotel
From$80
Very Good 4.0 /5 Read Reviews 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 available: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury Five Star Suburban hotel
From$150
Average 3.0 /5 Guest 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 in hotel: Heated Indoor pool, large hot tub, and fitness center
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-389-4485
156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Pool in hotel: Indoor pool and hot tub
  • Economical Highway property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton
+1-888-389-4121
224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • We have a pool ready for use
  • Three Star Highway hotel
From$119
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Groton / Mystic : 224 Goldstar Highway
+1-888-675-2083
224 Goldstar Highway, New London, CT 06320 ~28.31 miles northeast of Southold
  • Has swimming pool: Pool Hours: 5 am to 10 pm
  • Three Star Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Mystic Marriott Hotel and Spa in Groton
+1-800-716-8490
625 North Rd., Groton, CT 06340 ~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)
  • Four-star Suburban hotel
From$93
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven
+1-800-805-5223
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Includes a pool
  • Midscale Downtown hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
New Haven Hotel
+1-888-965-1860
229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Includes a pool: We do not have a pool.
  • 3 star Downtown hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven
+1-888-788-5576
490 Saw Mill Rd., West Haven, CT 06516 ~31.73 miles west of Southold
  • Pool in hotel: from 6am-10pm daily.
  • 3-star Highway property
From$76
Average 3.0 /5 Review Score Call BookMore Details
Clarion Inn North Haven - North Haven
+1-888-897-9207
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool in hotel: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3-star Suburban property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Mystic
+1-888-311-4278
224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Pool in hotel: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Three Star Suburban property
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Howard Johnson by Wyndham Mystic - Stonington
+1-888-469-4795
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Includes a pool: Indoor heated pool. Open year round from 9 AM to 11 PM. fitness room open 24 hours
  • Cheap Suburban hotel
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Mystic
+1-888-734-9421
20 Coogan Blvd., Mystic, CT 06355 ~32.40 miles northeast of Southold
  • Includes a pool: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Midscale Resort hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven in Bellport
+1-888-841-5292
2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Includes a pool: Indoor pool with towels provided
  • Midscale Suburban hotel
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton
+1-888-455-5160
40 Whitehall Ave., Mystic, CT 06355 ~32.59 miles northeast of Southold
  • Includes a pool: Indoor
  • 3-star Suburban property
From$112
Average 3.0 /5 Review Score Call BookMore Details
Best Western Mystic Hotel
+1-888-965-8297
48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Has swimming pool: Seasonal, weather permitting
  • Mid-scale Highway property
From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford in Orange
+1-888-906-6358
136 Marsh Hill Rd., Orange, CT 06477 ~32.65 miles west of Southold
  • Includes a pool: Outdoor Seasonal Pool and Fire pit
  • Midscale Suburban property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven
+1-888-749-6785
2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Has swimming pool: The indoor pool is open from 10am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
From$45
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+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!
  • 2-star Highway property
From$104
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike
+1-888-389-4485
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Pool available: Open 6AM to 10PM
  • 3 star Suburban hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Wallingford / Meriden in Wallingford
+1-888-389-4121
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Pool available: Indoor Salt Water Pool
  • Three Star Suburban property
From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden : 90 Miles Dr.
+1-888-675-2083
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • Includes a swimming pool
  • Affordable Suburban property
From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Norwich
+1-800-716-8490
10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Pool in hotel: Indoor Pool Open from 5am - 10pm
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The Spa at Norwich Inn
+1-800-805-5223
607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • Includes a pool
  • Four-star Suburban hotel
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven - Farmingville
+1-888-965-1860
2000 North Ocean Ave., Farmingville, NY 11738 ~35.18 miles west of Southold
  • Has swimming pool: Indoor,heated pool. Pool operating hours is 5:30am to 11:00pm.
  • Three Star Suburban hotel
From$80
Average 3.0 /5 Review Score Call BookMore Details
Inn at Middletown - 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
  • Midscale Downtown hotel
From$99
Very Good 4.5 /5 Review Score Call BookMore Details
Residence Inn Long Island Holtsville in Holtsville
+1-888-897-9207
25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • We have a pool
  • Mid-scale Highway property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Stony Brook : 1 Circle Rd.
+1-888-311-4278
1 Circle Rd., Stony Brook, NY 11794 ~37.53 miles west of Southold
  • Pool in hotel: Indoor heated pool and whirlpool
  • 3-star Highway property
From$119
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct in Norwich
+1-888-469-4795
181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Has swimming pool: 7:00am - 11:00pm
  • 3 star Suburban hotel
From$99
Average 3.0 /5 Reviews Call BookMore Details
Quality Suites : 1500 South Ave.
+1-888-734-9421
1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • Affordable Suburban property
From$87
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
+1-888-841-5292
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 ~38.05 miles northeast of Southold
  • Has swimming pool: 7am-10pm, Small Heated Indoor Pool
  • Midscale Rural hotel
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Shelton in Shelton
+1-888-455-5160
830 Bridgeport Ave., Shelton, CT 06484 ~38.99 miles west of Southold
  • Pool details: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3 star Suburban property
From$94
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Shelton : 695 Bridgeport Ave.
+1-888-965-8297
695 Bridgeport Ave., Shelton, CT 06484 ~39.01 miles west of Southold
  • Includes a pool: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • Affordable Suburban hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Shelton in Shelton
+1-888-906-6358
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Pool in hotel: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • 3-star Suburban hotel
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-749-6785
5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • We have a pool ready for use
  • Affordable property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Trumbull Marriott Shelton - Trumbull
+1-888-878-9982
180 Hawley Ln, Trumbull, CT 06611 ~39.27 miles west of Southold
  • Pool in hotel: 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.
  • Affordable Suburban property
From$93
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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