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.
Planning group travel? Get Southold NY Group Hotel Rates

Southold Hotels with Outdoor or Indoor Pools

The Greenporter - Greenport
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
326 Front St., Greenport, NY 11944 +1-888-389-4121 ~4.12 miles northeast of Southold
  • Pool details: 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
  • High-end Rural hotel
More Photos
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
The Atlantic Southampton in Southampton
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1655 County Rd. 39, Southampton, NY 11968 +1-888-675-2083 ~11.78 miles south of Southold
  • Pool details: Heated Outdoor Pool 8am - 8pm
  • Midscale Golf Course hotel
More Photos
From$120
Average 3.0 /5 Recent Reviews Call BookMore Details
Water's Edge Resort & Spa
+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-10PM Our outdoor pool is open during the summer months.
  • Three Star Beach property
More Photos
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Gurneys Montauk Resort & Seawater Spa - Montauk
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
290 Old Montauk Highway, Montauk, NY 11954 +1-800-805-5223 ~22.91 miles east of Southold
  • Includes a swimming pool
  • Midscale Oceanfront property
More Photos
From$250
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Niantic - New London/Mystic Area in Niantic
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
265 Flanders Rd., Niantic, CT 06357 +1-888-965-1860 ~23.20 miles northeast of Southold
  • Includes a pool: Outdoor
  • 3 star Suburban hotel
More Photos
From$76
Average 3.0 /5 Read Reviews Call BookMore Details
Motel 6 Niantic, CT - New London in Niantic
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
269 Flanders Rd., Niantic, CT 06357 +1-888-788-5576 ~23.23 miles northeast of Southold
  • Includes a swimming pool
  • Low-priced property
More Photos
From$60
Average 3.5 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven : 3 Business Park Dr.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
3 Business Park Dr., Branford, CT 06405 +1-888-897-9207 ~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
  • Cheap Suburban hotel
More Photos
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Montauk Manor
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
236 Edgemere Rd., Montauk, NY 11954 +1-888-311-4278 ~24.72 miles east of Southold
  • Has swimming pool: Indoor and Outdoor Pool
  • Expensive Beach hotel
More Photos
From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Waterford New London
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
211 Pkwy. North, Waterford, CT 06385 Website +1-888-469-4795 ~24.98 miles northeast of Southold
  • Includes a pool: Seasonal Outdoor Pool open 10am-7:30pm.
  • Low priced Suburban property
More Photos
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Mystic Waterford
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
401 North Frontage Rd., Waterford, CT 06385 +1-888-734-9421 ~26.49 miles northeast of Southold
  • We have a pool
  • 3-star Suburban hotel
More Photos
From$115
Very Good 4.0 /5 Read Reviews Call BookMore Details
Clarion Inn
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
269 North Frontage Rd., New London, CT 06320 +1-888-841-5292 ~26.54 miles northeast of Southold
  • Pool in hotel: Indoor Pool open from 6:00am to 10:00pm daily. Deepest end is 5ft.
  • Two-star Suburban hotel
More Photos
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Groton
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
300 Long Hill Rd., Groton, CT 06340 +1-888-455-5160 ~27.72 miles northeast of Southold
  • Our hotel comes with a pool
  • 3 star Downtown hotel
More Photos
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Home2 Suites : 30 Frontage Rd.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
30 Frontage Rd., East Haven, CT 06512 +1-888-965-8297 ~27.88 miles northwest of Southold
  • Includes a pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious Five Star Suburban property
More Photos
From$150
Average 3.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Groton / Mystic - Groton
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
360 Court 12, Groton, CT 06340 +1-888-906-6358 ~28.10 miles northeast of Southold
  • Pool details: Heated Indoor pool, large hot tub, and fitness center
  • Affordable Suburban hotel
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Groton
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
156 Kings Highway Groton, Groton, CT 06340 +1-888-749-6785 ~28.16 miles northeast of Southold
  • Includes a pool: Indoor pool and hot tub
  • Low priced Highway property
More Photos
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Mystic/Groton in Groton
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
224 Gold Star Highway, Groton, CT 06340 +1-888-878-9982 ~28.31 miles northeast of Southold
  • Includes a pool
  • 3-star Highway property
More Photos
From$119
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Groton / Mystic
+1-888-389-4485

How should we direct your call?

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
  • Includes a pool: Pool Hours: 5 am to 10 pm
  • 3-star Suburban hotel
More Photos
From$80
Average 3.0 /5 Review Score Call BookMore Details
Mystic Marriott Hotel and Spa : 625 North Rd.
+1-888-389-4121

How should we direct your call?

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 in hotel: 8:00 AM - 6:00 PM Indoor Pool and Seasonal Patio (adjusted hours with required sign-ups due to COVID-19)
  • High end Suburban hotel
More Photos
From$93
Very Good 4.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham 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 a pool!
  • Midscale Downtown hotel
More Photos
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
New Haven Hotel in New Haven
+1-800-716-8490

How should we direct your call?

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
  • Pool available: We do not have a pool.
  • 3 star Downtown property
More Photos
From$80
Average 3.0 /5 Latest 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.
  • Mid-scale Highway property
More Photos
From$77
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites New Haven - South - West Haven : 510 Saw Mill Rd.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
510 Saw Mill Rd., West Haven, CT 06516 +1-888-965-1860 ~31.80 miles west of Southold
  • Pool in hotel: 6am to 10am
  • Three Star Suburban hotel
More Photos
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus North Haven Hotel in North Haven
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
201 Washington Ave., North Haven, CT 06473 +1-888-788-5576 ~31.95 miles northwest of Southold
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Three Star Suburban hotel
More Photos
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt Place Mystic in Mystic
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
224 Greenmanville Ave., Mystic, CT 06355 +1-888-897-9207 ~32.14 miles northeast of Southold
  • Pool in hotel: Seasonal Heated Outdoor Pool 6:00am-10:00pm
  • Midscale Suburban hotel
More Photos
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Mystic in 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
  • 3-star Resort hotel
More Photos
From$99
Very Good 4.0 /5 Hotel 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
  • Has swimming pool: Indoor pool with towels provided
  • 3 star Suburban property
More Photos
From$120
Very Good 4.0 /5 Latest 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
  • Has swimming pool: Indoor
  • 3 star Suburban hotel
More Photos
From$112
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Mystic Hotel : 48 Whitehall Ave.
+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 available: Seasonal, weather permitting
  • Mid-scale Highway hotel
More Photos
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford - Orange
+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 details: Outdoor Seasonal Pool and Fire pit
  • Midscale Suburban hotel
More Photos
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Clarion Hotel & Suites Hamden - New Haven
+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 details: The indoor pool is open from 10am to 9pm daily. The pool is 4ft deep.
  • 3-star Suburban property
More Photos
From$45
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Milford
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
291 Old Gate Lane, Milford, CT 06460 +1-888-906-6358 ~33.23 miles west of Southold
  • Pool available: Indoor pool 5AM - 10PM
  • Midscale Suburban property
More Photos
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
278 Old Gate Lane, Milford, CT 06460 +1-888-749-6785 ~33.35 miles west of Southold
  • Pool details: 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 hotel
More Photos
From$104
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Uncasville Casino Area in Uncasville
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2049 Norwich New London Turnpike, Uncasville, CT 06382 +1-888-878-9982 ~33.40 miles northeast of Southold
  • Pool in hotel: Open 6AM to 10PM
  • Midscale Suburban property
More Photos
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden : 1181 Barnes Rd.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1181 Barnes Rd., Wallingford, CT 06492 +1-888-389-4485 ~33.47 miles northwest of Southold
  • Pool available: Indoor Salt Water Pool
  • Midscale Suburban hotel
More Photos
From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield Wallingford Meriden
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
100 Miles Dr., Wallingford, CT 06492 +1-888-389-4121 ~33.80 miles northwest of Southold
  • Has swimming pool: Refreshing Outdoor Pool Opened Memorial Day - Labor Day (possibly a few more weeks with warm weather at the hotels discretion)
  • Low priced Suburban property
More Photos
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden in Wallingford
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
90 Miles Dr., Wallingford, CT 06492 +1-888-675-2083 ~33.81 miles northwest of Southold
  • Includes a swimming pool
  • 3 star Suburban hotel
More Photos
From$105
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Norwich in Norwich
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
10 Laura Blvd., Norwich, CT 06360 +1-800-716-8490 ~34.62 miles northeast of Southold
  • Includes a pool: Indoor Pool Open from 5am - 10pm
  • Mid-scale Suburban hotel
More Photos
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Spa at Norwich Inn - Norwich
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
607 West Thames St., Norwich, CT 06360 +1-800-805-5223 ~34.67 miles northeast of Southold
  • Has swimming pool
  • Four star Suburban property
More Photos
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Long Island-Brookhaven : 2000 North Ocean Ave.
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2000 North Ocean Ave., Farmingville, NY 11738 +1-888-965-1860 ~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
More Photos
From$80
Average 3.0 /5 Review Score Call BookMore Details
Inn at Middletown : 70 Main St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
70 Main St., Middletown, CT 06457 +1-888-788-5576 ~35.85 miles north of Southold
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • Three Star Downtown hotel
More Photos
From$99
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Residence Inn Long Island Holtsville
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
25 Middle Ave., Holtsville, NY 11742 +1-888-897-9207 ~36.98 miles west of Southold
  • Pool in hotel
  • Affordable Highway property
More Photos
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Stony Brook : 1 Circle Rd.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1 Circle Rd., Stony Brook, NY 11794 +1-888-311-4278 ~37.53 miles west of Southold
  • Includes a pool: Indoor heated pool and whirlpool
  • Midscale Highway property
More Photos
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Norwich Ct - Norwich
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
181 West Town St., Norwich, CT 06360 +1-888-469-4795 ~37.68 miles northeast of Southold
  • Pool in hotel: 7:00am - 11:00pm
  • 3 star Suburban property
More Photos
From$99
Average 3.0 /5 Review Score Call BookMore Details
Quality Suites
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1500 South Ave., Stratford, CT 06615 +1-888-734-9421 ~37.91 miles west of Southold
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • 3-star Suburban property
More Photos
From$87
Very Good 4.0 /5 Reviews Call BookMore Details
Bellissimo Hotel Trademark by Wyndham Near Foxwoods Casino - North Stonington
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
411a / 411b Norwich Westerly Rd., North Stonington, CT 06359 +1-888-841-5292 ~38.05 miles northeast of Southold
  • Pool in hotel: 7am-10pm, Small Heated Indoor Pool
  • Affordable Rural hotel
More Photos
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt House Shelton : 830 Bridgeport Ave.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
830 Bridgeport Ave., Shelton, CT 06484 +1-888-455-5160 ~38.99 miles west of Southold
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Three Star Suburban property
More Photos
From$94
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn by Hilton Shelton : 695 Bridgeport Ave.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
695 Bridgeport Ave., Shelton, CT 06484 +1-888-965-8297 ~39.01 miles west of Southold
  • Pool in hotel: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • Affordable Suburban property
More Photos
From$89
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Shelton
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
780 Bridgeport Ave., Shelton, CT 06484 +1-888-906-6358 ~39.04 miles west of Southold
  • Has swimming pool: Indoor Heated Pool Square Feet-1284 Hours-6am-11pm
  • Three Star Suburban hotel
More Photos
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard Long Island Macarthur Airport
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
5000 Express Dr. South, Ronkonkoma, NY 11779 +1-888-749-6785 ~39.27 miles west of Southold
  • Includes a swimming pool
  • 3 star property
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Trumbull Marriott Shelton
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
180 Hawley Ln, Trumbull, CT 06611 +1-888-878-9982 ~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.
  • Affordable Suburban property
More Photos
From$93
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Back to Top