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Southold Hotels with Outdoor or Indoor Pools

The Greenporter - Greenport
+1-888-389-4121
326 Front St., Greenport, NY 11944 ~4.12 miles northeast of Southold
  • Pool available: 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 Reviews Call BookMore Details
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Waters Edge Resort & Spa in Westbrook
+1-888-675-2083
1525 Boston Post Rd., Westbrook, CT 06498 ~14.92 miles north of Southold
  • Pool details: Our indoor pool is open all year from 7AM-10PM Our outdoor pool is open during the summer months.
  • Mid-scale Beach hotel
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island-East End, an IHG H in Riverhead
+1-800-716-8490
1707 Old Country Rd., Riverhead, NY 11901 ~17.29 miles southwest of Southold
  • Pool details: Outdoor heated swimming pool open May-October.
  • Mid-scale Suburban property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook : 100 Essex Rd.
+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
  • 3 star Suburban hotel
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Niantic Inn
+1-888-965-1860
265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Has swimming pool
  • Midscale property
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-788-5576
269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Pool in hotel
  • Low Cost hotel
From$60
Average 3.5 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford
+1-888-897-9207
3 Business Park Dr., Branford, CT 06405 ~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 property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Montauk Manor
+1-888-311-4278
236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool available: Indoor and Outdoor Pool
  • 4 star Beach property
From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn Waterford - New London in Waterford
+1-888-469-4795
211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Pool in hotel: Seasonal Outdoor Pool open 10am-7:30pm.
  • Two star Suburban property
From$60
Average 3.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Mystic Waterford in Waterford
+1-888-734-9421
401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • Includes a pool
  • Affordable Suburban hotel
From$115
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic : 360 Court 12
+1-888-841-5292
360 Court 12, Groton, CT 06340 ~28.10 miles northeast of Southold
  • Pool in hotel: Heated Indoor pool, large hot tub, and fitness center
  • Affordable Suburban property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Ramada Groton / Mystic : 156 Kings Highway Groton
+1-888-455-5160
156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Includes a pool: Indoor pool and hot tub
  • 2 star Highway hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Mystic / Groton - Groton
+1-888-965-8297
224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • Includes a pool
  • Three Star Highway hotel
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Mystic Marriott Hotel and Spa
+1-888-906-6358
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 property
From$93
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr.
+1-888-749-6785
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • With a pool!
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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New Haven Hotel - New Haven
+1-888-878-9982
229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Includes a pool
  • Expensive Downtown property
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven
+1-888-389-4485
490 Saw Mill Rd., West Haven, CT 06516 ~31.73 miles west of Southold
  • Includes a pool: from 6am-10pm daily.
  • Mid-scale Highway hotel
From$76
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites New Haven - South - West Haven - West Haven
+1-888-389-4121
510 Saw Mill Rd., West Haven, CT 06516 ~31.80 miles west of Southold
  • Includes a pool: 6am to 10am
  • Mid-scale Suburban hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus North Haven Hotel in North Haven
+1-888-675-2083
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Affordable Suburban hotel
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Mystic
+1-800-716-8490
224 Greenmanville Ave., Mystic, CT 06355 ~32.14 miles northeast of Southold
  • Includes a pool: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • 3-star Suburban hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Mystic - Mystic
+1-800-805-5223
20 Coogan Blvd., Mystic, CT 06355 ~32.40 miles northeast of Southold
  • Pool details: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Midscale Resort hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven
+1-888-965-1860
2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Pool details: Indoor pool with towels provided
  • Three Star Suburban property
From$120
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton - Mystic
+1-888-788-5576
40 Whitehall Ave., Mystic, CT 06355 ~32.59 miles northeast of Southold
  • Includes a pool: Indoor
  • Three Star Suburban property
From$112
Average 3.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven in Hamden
+1-888-897-9207
2260 Whitney Ave., Hamden, CT 06518 ~32.91 miles northwest of Southold
  • Includes a pool: The indoor pool is open from 10am to 9pm daily. The pool is 4ft deep.
  • Midscale Suburban hotel
From$45
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Milford
+1-888-311-4278
291 Old Gate Lane, Milford, CT 06460 ~33.23 miles west of Southold
  • Has swimming pool: Indoor pool 5AM - 10PM
  • Affordable Suburban property
From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel
+1-888-469-4795
278 Old Gate Lane, Milford, CT 06460 ~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!
  • Two-star Highway property
From$104
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Uncasville Casino Area : 2049 Norwich New London Turnpike
+1-888-734-9421
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Pool details: Open 6AM to 10PM
  • Midscale Suburban hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden
+1-888-841-5292
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • With a pool!
  • Mid-scale Suburban property
From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Wallingford Meriden in Wallingford
+1-888-455-5160
100 Miles Dr., Wallingford, CT 06492 ~33.80 miles northwest of Southold
  • Pool available: Refreshing Outdoor Pool Opened Memorial Day - Labor Day (possibly a few more weeks with warm weather at the hotels discretion)
  • Cheap Suburban property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden
+1-888-965-8297
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • Our hotel comes with a pool
  • 3 star Suburban hotel
From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Norwich - Norwich
+1-888-906-6358
10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Pool available: Indoor Pool Open from 5am - 10pm
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Long Island Brookhaven - Farmingville
+1-888-749-6785
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.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites Milford
+1-888-878-9982
50 Rowe Ave., Milford, CT 06460 ~35.93 miles west of Southold
  • We have a pool
  • Three Star Suburban hotel
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Stony Brook
+1-888-389-4485
1 Circle Rd., Stony Brook, NY 11794 ~37.53 miles west of Southold
  • Has swimming pool: Indoor heated pool and whirlpool
  • Mid-scale Highway hotel
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Suites Stratford
+1-888-389-4121
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 Guest Reviews Call BookMore Details
Hilton Garden Inn Shelton : 25 Old Stratford Rd.
+1-888-675-2083
25 Old Stratford Rd., Shelton, CT 06484 ~38.84 miles west of Southold
  • Pool details: Indoor heated pool and whirlpool.
  • Mid-scale Highway hotel
Hyatt House Shelton : 830 Bridgeport Ave.
+1-800-716-8490
830 Bridgeport Ave., Shelton, CT 06484 ~38.99 miles west of Southold
  • Pool available: 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 Guest Reviews Call BookMore Details
Courtyard by Marriott Shelton - Shelton
+1-800-805-5223
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet-1284 Hours-6am-11pm
  • Midscale Suburban hotel
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-965-1860
5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • With a pool!
  • Affordable property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Ronkonkoma - Lake Ronkonkoma
+1-888-788-5576
65 Union Ave., Lake Ronkonkoma, NY 11779 ~39.28 miles west of Southold
  • Pool available: Swim in our beautiful heated indoor swimming pool
  • Midscale Airport property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell : 4 Sebethe Dr.
+1-888-897-9207
4 Sebethe Dr., Cromwell, CT 06416 ~40.09 miles north of Southold
  • Includes a pool: Indoor Pool, saunas.
  • 3 star Suburban hotel
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus New England Inn & Suites
+1-888-311-4278
2253 Berlin Turnpike, Berlin, CT 06037 ~40.13 miles northwest of Southold
  • Includes a pool: 20,000 Gallon heated indoor pool.
  • Three Star Suburban hotel
From$68
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Islip/MacArthur Airport
+1-888-469-4795
3485 Veterans Memorial Highway, Ronkonkoma, NY 11779 ~41.07 miles west of Southold
  • Pool available: No Indoor Pool
  • Three Star Airport hotel
From$209
Very Good 4.0 /5 Reviews Call BookMore Details
Sheraton Hartford South Hotel
+1-888-734-9421
100 Capital Blvd., Rocky Hill, CT 06067 ~42.25 miles north of Southold
  • Has swimming pool: Indoor heated pool and spa. Complimentary use for overnight guest. Hours: 5:00 AM - 10:00 PM Pool Type: Heated, indoor saline (no chlorine) pool Depth: 3ft - 5ft, or .5m-1.5m Handicap Accessible: Yes, our pool features an ADA lift
  • High end Suburban hotel
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill : 680 Cromwell Ave.
+1-888-841-5292
680 Cromwell Ave., Rocky Hill, CT 06067 ~42.42 miles north of Southold
  • Has swimming pool: Indoor
  • 3-star Suburban property
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South - Rocky Hill
+1-888-455-5160
685 Cromwell Ave., Rocky Hill, CT 06067 ~42.50 miles north of Southold
  • Pool details: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Midscale Suburban hotel
From$105
Very Good 4.5 /5 Read Reviews Call BookMore Details
The Circle Hotel Fairfield
+1-888-965-8297
417 Post Rd., Fairfield, CT 06824 ~42.79 miles west of Southold
  • Pool available: 8am - 8pm Outdoor Heated Pool
  • 3 star Beach hotel
From$95
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn in Griswold
+1-888-906-6358
375 Voluntown Rd., Griswold, CT 06351 ~43.38 miles northeast of Southold
  • We have a pool ready for use
  • Inexpensive Rural property
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Southington : 778 West St.
+1-888-749-6785
778 West St., Southington, CT 06489 ~44.77 miles northwest of Southold
  • Pool details: Indoor pool
  • 3-star Rural property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details

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