Cheshire Hotels with Pools - Outdoor/Indoor Pools in Cheshire CT

Cheshire 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 Cheshire, CT for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Cheshire Connecticut hotel and motel rooms for children. Review the list of Cheshire hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
Planning group travel? Get Cheshire CT Group Hotel Rates

Cheshire Hotels with Outdoor or Indoor Pools

Holiday Inn Southington Chesire Ct 64 Knotter Dr., Cheshire, CT 06410 Call
  • Pool in hotel: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • Mid-scale Highway property
More Photos
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden - Wallingford 90 Miles Dr., Wallingford, CT 06492 Call ~6.89 miles east of Cheshire
  • Includes a pool
  • Midscale Suburban hotel
More Photos
From$126 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 Call ~7.22 miles southeast of Cheshire
  • Has swimming pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban hotel
More Photos
From$94 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden - Wallingford 1181 Barnes Rd., Wallingford, CT 06492 Call ~7.24 miles east of Cheshire
  • Pool available: Indoor Salt Water Pool
  • 3 star Suburban hotel
More Photos
From$75 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn Southington in Southington 778 West St., Southington, CT 06489 Call ~7.63 miles north of Cheshire
  • Pool in hotel: Indoor pool
  • Affordable Rural property
More Photos
From$96 total
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown : 63 Grand St. 63 Grand St., Waterbury, CT 06702 Call ~8.01 miles west of Cheshire
  • Pool available: 6am to 11pm 25ft indoor heated pool
  • Mid-scale Downtown property
More Photos
From$104 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven : 2260 Whitney Ave. 2260 Whitney Ave., Hamden, CT 06518 Call ~8.13 miles south of Cheshire
  • Has swimming pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • 3-star Suburban property
More Photos
From$54 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel in Southington 120 Laning St., Southington, CT 06489 Call ~9.38 miles north of Cheshire
  • Pool available: Outdoor pool. The hours are 6AM-10PM.
  • Three Star Suburban property
More Photos
From$72 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus New England Inn & Suites 2253 Berlin Turnpike, Berlin, CT 06037 Call ~9.93 miles northeast of Cheshire
  • Includes a pool: 20,000 Gallon heated indoor pool.
  • 3-star Suburban property
More Photos
From$81 total
Very Good 4.0 /5 Review Score Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr., Bristol, CT 06010 Call ~10.73 miles north of Cheshire
  • Has swimming pool: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • 3 star Suburban hotel
More Photos
From$178 total
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott in Plainville 400 New Britain Ave., Plainville, CT 06062 Call ~12.51 miles north of Cheshire
  • Pool in hotel: Indoor pool open 7am to 10pm
  • 3-star Highway property
More Photos
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Wyndham Southbury - Southbury 1284 Strongtown Rd., Southbury, CT 06488 Call ~13.27 miles west of Cheshire
  • Pool in hotel: Indoor Pool
  • Mid-scale Mountain hotel
More Photos
From$94 total
Average 3.5 /5 Latest Reviews Call BookMore Details
New Haven Hotel in New Haven 229 George St., New Haven, CT 06510 Call ~13.36 miles south of Cheshire
  • Pool available: We do not have a pool.
  • 3 star Downtown hotel
More Photos
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Inn at Middletown - Middletown 70 Main St., Middletown, CT 06457 Call ~13.88 miles east of Cheshire
  • Pool in hotel: 6:00am - 10:00pm Indoor Pool
  • 3 star Downtown property
More Photos
From$118 total
Very Good 4.5 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven - New Haven 400 Sargent Dr., New Haven, CT 06511 Call ~14.05 miles south of Cheshire
  • With a pool!
  • Three Star Downtown property
More Photos
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Home2 Suites 30 Frontage Rd., East Haven, CT 06512 Call ~14.76 miles south of Cheshire
  • Pool in hotel: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury 5-star Suburban property
More Photos
From$180 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hartford/Farmington 301 Colt Highway, Farmington, CT 06032 Call ~15.22 miles north of Cheshire
  • Pool in hotel: Dive into relaxation in our indoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily from 6:00 AM until 11:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Midscale Suburban hotel
More Photos
From$98 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG 309 East Main St., Branford, CT 06405 Call ~15.40 miles southeast of Cheshire
  • Pool in hotel
  • 3 star Suburban property
More Photos
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven : 3 Business Park Dr. 3 Business Park Dr., Branford, CT 06405 Call ~15.64 miles southeast of Cheshire
  • Includes a pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Cheap Suburban property
More Photos
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South : 685 Cromwell Ave. 685 Cromwell Ave., Rocky Hill, CT 06067 Call ~15.67 miles northeast of Cheshire
  • Pool details: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Midscale Suburban hotel
More Photos
From$126 total
Very Good 4.5 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill : 680 Cromwell Ave. 680 Cromwell Ave., Rocky Hill, CT 06067 Call ~15.72 miles northeast of Cheshire
  • Has swimming pool: Indoor
  • Affordable Suburban hotel
More Photos
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hartford Marriott Farmington 15 Farm Springs Rd., Farmington, CT 06032 Call ~15.76 miles north of Cheshire
  • Pool in hotel: Indoor Pool (Heated) and Outdoor Pool (Seasonal) Hours: Sat: 06:00 AM - 11:00 PM, Sun: 06:00 AM - 11:00 PM, Mon: 06:00 AM - 11:00 PM, Tue: 06:00 AM
  • 3-star Suburban property
More Photos
From$118 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Hartford South Hotel : 100 Capital Blvd. 100 Capital Blvd., Rocky Hill, CT 06067 Call ~16.14 miles northeast of Cheshire
  • Pool in hotel: 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 property
More Photos
From$106 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516 Call ~16.20 miles south of Cheshire
  • Pool in hotel: from 6am-10pm daily.
  • 3 star Highway property
More Photos
From$92 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Heritage Hotel & Conference Center 522 Heritage Rd., Southbury, CT 06488 Call ~16.57 miles west of Cheshire
  • Pool in hotel: Indoor heated salt water pool (year round)- 22' X 40' with adjacent large jacuzzi Outdoor Olympic Size - Heated salt water pool (May-September) - 33' X 60'
  • Four star Rural property
More Photos
From$118 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Farmington : 1583 Southeast Rd. 1583 Southeast Rd., Farmington, CT 06032 Call ~16.84 miles northeast of Cheshire
  • Pool details: Indoor pool
  • Midscale Suburban property
More Photos
From$70 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Hartford South Rocky Hill by IHG : 20 Waterchase Dr. 20 Waterchase Dr., Rocky Hill, CT 06067 Call ~17.94 miles northeast of Cheshire
  • Pool available: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • Economy Suburban property
More Photos
From$130 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford 1330 Silas Deane Highway, Wethersfield, CT 06109 Call ~18.26 miles northeast of Cheshire
  • Pool in hotel: Indoor pool with hot tub.
  • Midscale Highway hotel
More Photos
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Shelton : 25 Old Stratford Rd. 25 Old Stratford Rd., Shelton, CT 06484 Call ~18.90 miles southwest of Cheshire
  • Pool available: Indoor heated pool and whirlpool.
  • 3-star Highway hotel
More Photos
From$106 total
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Shelton : 695 Bridgeport Ave. 695 Bridgeport Ave., Shelton, CT 06484 Call ~19.05 miles southwest of Cheshire
  • Pool in hotel: Indoor heated pool Open daily from 9:00 am to 9:00 pm
  • 3 star Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Shelton 780 Bridgeport Ave., Shelton, CT 06484 Call ~19.31 miles southwest of Cheshire
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Affordable Suburban hotel
More Photos
From$102 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Milford in Milford 291 Old Gate Ln, Milford, CT 06460 Call ~19.32 miles south of Cheshire
  • Includes a pool: Indoor pool 5AM - 10PM
  • Mid-scale Suburban hotel
More Photos
From$106 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford 278 Old Gate Lane, Milford, CT 06460 Call ~19.35 miles south of Cheshire
  • Includes a 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!
  • Economical Highway hotel
More Photos
From$124 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt House Shelton - Shelton 830 Bridgeport Ave., Shelton, CT 06484 Call ~19.56 miles southwest of Cheshire
  • Pool in hotel: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Three Star Suburban hotel
More Photos
From$112 total
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn Shelton Fairfield County in Shelton 1001 Bridgeport Ave., Shelton, CT 06484 Call ~20.60 miles southwest of Cheshire
  • Has swimming pool: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Mid-scale Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Best Western Hartford Hotel & Suites 185 Brainard Rd., Hartford, CT 06114 Call ~20.62 miles northeast of Cheshire
  • Pool available: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • Midscale Downtown hotel
More Photos
From$92 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury - Glastonbury 85 Glastonbury Blvd., Glastonbury, CT 06033 Call ~21.43 miles northeast of Cheshire
  • Pool in hotel: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Mid-scale Suburban hotel
More Photos
From$154 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Trumbull Marriott Shelton 180 Hawley Ln, Trumbull, CT 06611 Call ~22.10 miles southwest of Cheshire
  • 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.
  • 3 star Suburban hotel
More Photos
From$111 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd. 55 Simsbury Rd., Avon, CT 06001 Call ~22.16 miles north of Cheshire
  • Pool details: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • 3 star Suburban hotel
More Photos
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford 351 Pitkin St., East Hartford, CT 06108 Call ~22.33 miles northeast of Cheshire
  • Pool available: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • 3 star Downtown hotel
More Photos
From$106 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites East Hartford 363a Roberts St., East Hartford, CT 06108 Call ~23.72 miles northeast of Cheshire
  • Pool in hotel: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • 3 star Highway property
More Photos
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott East Hartford - East Hartford 363b Roberts St., East Hartford, CT 06108 Call ~23.72 miles northeast of Cheshire
  • Pool details: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • Midscale Highway property
More Photos
From$78 total
Poor 2.5 /5 Recent Reviews Call BookMore Details
Quality Suites 1500 South Ave., Stratford, CT 06615 Call ~24.87 miles southwest of Cheshire
  • Has swimming pool: 6AM to 10PM indoor pool @ 30x18"
  • 3-star Suburban hotel
More Photos
From$104 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd. 116 Newtown Rd., Danbury, CT 06810 Call ~26.61 miles west of Cheshire
  • Pool in hotel: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3 star Highway hotel
More Photos
From$94 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Danbury 3 Eagle Rd., Danbury, CT 06810 Call ~27.08 miles west of Cheshire
  • Pool available: Dive into relaxation in our indoor swimming pool. The pool area is open daily from 5:00 AM until 12:00 AM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • 3 star Suburban hotel
More Photos
From$142 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel - Danbury 80 Newtown Rd., Danbury, CT 06810 Call ~27.15 miles west of Cheshire
  • Has swimming pool: Seasonal Outdoor Pool
  • 3 star Suburban hotel
More Photos
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor in Windsor 100 Dunfey Lane, Windsor, CT 06095 Call ~27.63 miles northeast of Cheshire
  • Pool available: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • 3 star Highway property
More Photos
From$115 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Water's Edge Resort & Spa 1525 Boston Post Rd., Westbrook, CT 06498 Call ~28.43 miles southeast of Cheshire
  • Pool details: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Mid-scale Beach property
More Photos
From$190 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hyatt House Hartford North / Windsor 200 Corporate Dr., Windsor, CT 06095 Call ~28.45 miles northeast of Cheshire
  • Pool available: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Midscale Suburban property
More Photos
From$106 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester : 201 Hale Rd. 201 Hale Rd., Manchester, CT 06042 Call ~28.91 miles northeast of Cheshire
  • Pool details: Seasonal heated outdoor pool and hot tub
  • Midscale Suburban hotel
More Photos
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Back to Top