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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
  • Has swimming pool: 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
  • Four-star Rural hotel
From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
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The Atlantic Southampton - Southampton
+1-888-675-2083
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 Read 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
  • Pool in hotel: Outdoor pool is open seasonally from 8 AM to 8 PM.
  • Low-priced Highway hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Water's Edge Resort & Spa : 1525 Boston Post Rd.
+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 property
From$159
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island East End An Ihg H in Riverhead
+1-888-965-1860
1707 Old Country Rd., Riverhead, NY 11901 ~17.29 miles southwest of Southold
  • Pool available: Outdoor heated swimming pool open May-October.
  • Mid-scale Suburban hotel
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
  • We have a pool ready for use
  • Midscale Oceanfront property
From$250
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area in Niantic
+1-888-897-9207
265 Flanders Rd., Niantic, CT 06357 ~23.20 miles northeast of Southold
  • Pool in hotel: Outdoor
  • Mid-scale Suburban hotel
From$76
Average 3.0 /5 Guest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London : 269 Flanders Rd.
+1-888-311-4278
269 Flanders Rd., Niantic, CT 06357 ~23.23 miles northeast of Southold
  • Has a pool!
  • 2 star hotel
From$60
Average 3.5 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford
+1-888-469-4795
3 Business Park Dr., Branford, CT 06405 ~23.75 miles northwest of Southold
  • Pool in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • 2 star Suburban property
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor
+1-888-734-9421
236 Edgemere Rd., Montauk, NY 11954 ~24.72 miles east of Southold
  • Pool details: Indoor and Outdoor Pool
  • 4 star Beach hotel
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Waterford - New London : 211 Pkwy. North
+1-888-841-5292
211 Pkwy. North, Waterford, CT 06385 ~24.98 miles northeast of Southold
  • Pool in hotel: Seasonal Outdoor Pool open 10am-7:30pm.
  • Inexpensive Suburban hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn New London Mystic Area An Ihg Hotel in New London
+1-888-455-5160
35 Governor Winthrop Blvd., New London, CT 06320 ~26.39 miles northeast of Southold
  • Pool in hotel
  • Mid-scale Downtown property
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-965-8297
401 North Frontage Rd., Waterford, CT 06385 ~26.49 miles northeast of Southold
  • Our hotel comes with a pool
  • Midscale Suburban hotel
From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Clarion Inn
+1-888-906-6358
269 North Frontage Rd., New London, CT 06320 ~26.54 miles northeast of Southold
  • Pool available: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Two star Suburban hotel
From$60
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Groton
+1-888-749-6785
300 Long Hill Rd., Groton, CT 06340 ~27.72 miles northeast of Southold
  • Has a pool!
  • Three Star Downtown property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
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Home2 Suites - East Haven
+1-888-878-9982
30 Frontage Rd., East Haven, CT 06512 ~27.88 miles northwest of Southold
  • Has swimming pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5-star Suburban hotel
From$150
Average 3.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic - Groton
+1-888-389-4485
360 Court 12, Groton, CT 06340 ~28.10 miles northeast of Southold
  • Pool in hotel: Heated Indoor pool, large hot tub, and fitness center
  • Three Star Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Groton in Groton
+1-888-389-4121
156 Kings Highway Groton, Groton, CT 06340 ~28.16 miles northeast of Southold
  • Has swimming pool: Indoor pool and hot tub
  • Cheap Highway hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton - Groton
+1-888-675-2083
224 Gold Star Highway, Groton, CT 06340 ~28.31 miles northeast of Southold
  • Includes a swimming pool
  • 3 star Highway property
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Hilton Garden Inn Groton / Mystic
+1-800-716-8490
224 Goldstar Highway, New London, CT 06320 ~28.31 miles northeast of Southold
  • Pool available: Pool Hours: 5 am to 10 pm
  • 3-star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mystic Marriott Hotel and Spa : 625 North Rd.
+1-800-805-5223
625 North Rd., Groton, CT 06340 ~29.44 miles northeast of Southold
  • Includes a 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
From$93
Very Good 4.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven in New Haven
+1-888-965-1860
400 Sargent Dr., New Haven, CT 06511 ~30.11 miles northwest of Southold
  • Has swimming pool
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
New Haven Hotel
+1-888-788-5576
229 George St., New Haven, CT 06510 ~30.89 miles northwest of Southold
  • Pool in hotel: We do not have a pool.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven
+1-888-897-9207
490 Saw Mill Rd., West Haven, CT 06516 ~31.73 miles west of Southold
  • Includes a pool: from 6am-10pm daily.
  • Affordable Highway property
From$76
Average 3.0 /5 Latest Reviews Call BookMore Details
Clarion Inn North Haven : 201 Washington Ave.
+1-888-311-4278
201 Washington Ave., North Haven, CT 06473 ~31.95 miles northwest of Southold
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3 star Suburban hotel
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Mystic : 224 Greenmanville Ave.
+1-888-469-4795
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 property
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Howard Johnson by Wyndham Mystic : 253 Greenmanville Ave.
+1-888-734-9421
253 Greenmanville Ave., Stonington, CT 06355 ~32.20 miles northeast of Southold
  • Pool details: 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 Review Score Call BookMore Details
Hilton Mystic : 20 Coogan Blvd.
+1-888-841-5292
20 Coogan Blvd., Mystic, CT 06355 ~32.40 miles northeast of Southold
  • Pool in hotel: 6am-10pm Salt Water Treated Dive in Movies on weekends
  • Mid-scale Resort property
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Long Island Brookhaven - Bellport
+1-888-455-5160
2 Sawgrass Dr., Bellport, NY 11713 ~32.45 miles southwest of Southold
  • Has swimming pool: Indoor pool with towels provided
  • Midscale Suburban property
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Mystic Groton - Mystic
+1-888-965-8297
40 Whitehall Ave., Mystic, CT 06355 ~32.59 miles northeast of Southold
  • Pool available: Indoor
  • Mid-scale Suburban property
From$112
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Mystic Hotel : 48 Whitehall Ave.
+1-888-906-6358
48 Whitehall Ave., Mystic, CT 06355 ~32.61 miles northeast of Southold
  • Has swimming pool: Seasonal, weather permitting
  • Three Star Highway hotel
From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford - Orange
+1-888-749-6785
136 Marsh Hill Rd., Orange, CT 06477 ~32.65 miles west of Southold
  • Has swimming pool: Outdoor Seasonal Pool and Fire pit
  • Midscale Suburban property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven in Hamden
+1-888-878-9982
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.
  • Midscale Suburban property
From$45
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel - Milford
+1-888-389-4485
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!
  • Cheap Highway property
From$104
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area
+1-888-389-4121
2049 Norwich New London Turnpike, Uncasville, CT 06382 ~33.40 miles northeast of Southold
  • Pool details: Open 6AM to 10PM
  • 3-star Suburban hotel
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden in Wallingford
+1-888-675-2083
1181 Barnes Rd., Wallingford, CT 06492 ~33.47 miles northwest of Southold
  • Has swimming pool: Indoor Salt Water Pool
  • Affordable Suburban hotel
From$63
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden : 90 Miles Dr.
+1-800-716-8490
90 Miles Dr., Wallingford, CT 06492 ~33.81 miles northwest of Southold
  • Pool in hotel
  • Mid-scale Suburban hotel
From$105
Very Good 4.5 /5 Read Reviews Call BookMore Details
Holiday Inn Norwich : 10 Laura Blvd.
+1-800-805-5223
10 Laura Blvd., Norwich, CT 06360 ~34.62 miles northeast of Southold
  • Has swimming pool: Indoor Pool Open from 5am - 10pm
  • 3 star Suburban property
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Spa at Norwich Inn
+1-888-965-1860
607 West Thames St., Norwich, CT 06360 ~34.67 miles northeast of Southold
  • Our hotel comes with a pool
  • High end Suburban property
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven : 2000 North Ocean Ave.
+1-888-788-5576
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.
  • 3 star Suburban property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Inn at Middletown
+1-888-897-9207
70 Main St., Middletown, CT 06457 ~35.85 miles north of Southold
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • Affordable Downtown property
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
Residence Inn Long Island Holtsville
+1-888-311-4278
25 Middle Ave., Holtsville, NY 11742 ~36.98 miles west of Southold
  • Has swimming pool
  • 3-star Highway hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Stony Brook in Stony Brook
+1-888-469-4795
1 Circle Rd., Stony Brook, NY 11794 ~37.53 miles west of Southold
  • Pool available: Indoor heated pool and whirlpool
  • Midscale Highway property
From$119
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct : 181 West Town St.
+1-888-734-9421
181 West Town St., Norwich, CT 06360 ~37.68 miles northeast of Southold
  • Has swimming pool: 7:00am - 11:00pm
  • Midscale Suburban hotel
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Suites
+1-888-841-5292
1500 South Ave., Stratford, CT 06615 ~37.91 miles west of Southold
  • Includes a pool: 6AM to 10PM indoor pool @ 30x18"
  • Three Star Suburban hotel
From$87
Very Good 4.0 /5 Reviews Call BookMore Details
Bellissimo Hotel, Trademark by Wyndham Near Foxwoods Casino
+1-888-455-5160
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 ~38.05 miles northeast of Southold
  • Pool available: 7am-10pm, Small Heated Indoor Pool
  • Midscale Rural property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt House Shelton
+1-888-965-8297
830 Bridgeport Ave., Shelton, CT 06484 ~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
From$94
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Shelton
+1-888-906-6358
695 Bridgeport Ave., Shelton, CT 06484 ~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
  • Affordable Suburban property
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Shelton in Shelton
+1-888-749-6785
780 Bridgeport Ave., Shelton, CT 06484 ~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Midscale Suburban property
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-878-9982
5000 Express Dr. South, Ronkonkoma, NY 11779 ~39.27 miles west of Southold
  • With a pool!
  • Affordable hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details

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