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.
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Cheshire Hotels with Outdoor or Indoor Pools

Holiday Inn Southington Chesire Ct - Cheshire 64 Knotter Dr., Cheshire, CT 06410 Call
  • Has swimming pool: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~6.89 miles east of Cheshire
  • Has swimming pool
  • Mid-scale Suburban hotel
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From$105
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 Call ~7.22 miles southeast of Cheshire
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Mid-scale Suburban property
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Wallingford/Meriden : 1181 Barnes Rd. 1181 Barnes Rd., Wallingford, CT 06492 Call ~7.24 miles east of Cheshire
  • Has swimming pool: Indoor Salt Water Pool
  • 3-star Suburban hotel
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From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn Southington 778 West St., Southington, CT 06489 Call ~7.63 miles north of Cheshire
  • Has swimming pool: Indoor pool
  • Affordable Rural property
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From$80
Very Good 4.0 /5 Guest 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 details: 6am to 11pm 25ft indoor heated pool
  • Three Star Downtown property
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From$87
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven 2260 Whitney Ave., Hamden, CT 06518 Call ~8.13 miles south of Cheshire
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban hotel
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From$45
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel 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
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From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus New England Inn & Suites - Berlin 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
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From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut 42 Century Dr., Bristol, CT 06010 Call ~10.73 miles north of Cheshire
  • Pool in hotel: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • Affordable Suburban property
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From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott 400 New Britain Ave., Plainville, CT 06062 Call ~12.51 miles north of Cheshire
  • Has swimming pool: Indoor pool open 7am to 10pm
  • Affordable Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Southbury - Southbury 1284 Strongtown Rd., Southbury, CT 06488 Call ~13.27 miles west of Cheshire
  • Pool available: Indoor Pool
  • 3 star Mountain property
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From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
New Haven Hotel 229 George St., New Haven, CT 06510 Call ~13.36 miles south of Cheshire
  • Pool details: We do not have a pool.
  • Midscale Downtown property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Inn at 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
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From$99
Very Good 4.5 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven 400 Sargent Dr., New Haven, CT 06511 Call ~14.05 miles south of Cheshire
  • Our hotel comes with a pool
  • Affordable Downtown property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites - East Haven 30 Frontage Rd., East Haven, CT 06512 Call ~14.76 miles south of Cheshire
  • Includes a pool: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5-star Suburban hotel
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From$150
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hartford/Farmington : 301 Colt Highway 301 Colt Highway, Farmington, CT 06032 Call ~15.22 miles north of Cheshire
  • Includes a pool: 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.
  • 3 star Suburban property
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From$82
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Branford New Haven by IHG in Branford 309 East Main St., Branford, CT 06405 Call ~15.40 miles southeast of Cheshire
  • With a pool!
  • 3 star Suburban property
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From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven - Branford 3 Business Park Dr., Branford, CT 06405 Call ~15.64 miles southeast of Cheshire
  • Pool in hotel: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Inexpensive Suburban hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South 685 Cromwell Ave., Rocky Hill, CT 06067 Call ~15.67 miles northeast of Cheshire
  • Pool available: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Mid-scale Suburban hotel
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From$105
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill 680 Cromwell Ave., Rocky Hill, CT 06067 Call ~15.72 miles northeast of Cheshire
  • Includes a pool: Indoor
  • Midscale Suburban property
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From$80
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 available: 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
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From$99
Very Good 4.0 /5 Read 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 details: 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
  • 4 star Suburban hotel
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From$89
Very Good 4.0 /5 Read 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 details: from 6am-10pm daily.
  • Midscale Highway hotel
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From$77
Average 3.0 /5 Reviews Call BookMore Details
Heritage Hotel & Conference Center - Southbury 522 Heritage Rd., Southbury, CT 06488 Call ~16.57 miles west of Cheshire
  • Pool available: 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'
  • 4 star Rural property
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From$99
Very Good 4.0 /5 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 in hotel: Indoor pool
  • Midscale Suburban hotel
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From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hartford South Rocky Hill by IHG 20 Waterchase Dr., Rocky Hill, CT 06067 Call ~17.94 miles northeast of Cheshire
  • Has swimming pool: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • Low-priced Suburban hotel
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford - Wethersfield 1330 Silas Deane Highway, Wethersfield, CT 06109 Call ~18.26 miles northeast of Cheshire
  • Pool available: Indoor pool with hot tub.
  • Midscale Highway property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd., Shelton, CT 06484 Call ~18.90 miles southwest of Cheshire
  • Has swimming pool: Indoor heated pool and whirlpool.
  • Mid-scale Highway hotel
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From$89
Poor 2.0 /5 Reviews Call BookMore Details
Hampton Inn Shelton - Shelton 695 Bridgeport Ave., Shelton, CT 06484 Call ~19.05 miles southwest of Cheshire
  • Includes a pool: Indoor heated pool Open daily from 9:00 am to 9:00 pm
  • Affordable Suburban hotel
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From$80
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
  • Pool details: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Affordable Suburban hotel
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From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460 Call ~19.32 miles south of Cheshire
  • Includes a pool: Indoor pool 5AM - 10PM
  • 3 star Suburban property
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel - Milford 278 Old Gate Lane, Milford, CT 06460 Call ~19.35 miles south of Cheshire
  • 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
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From$104
Average 3.0 /5 Review Score Call BookMore Details
Hyatt House Shelton in Shelton 830 Bridgeport Ave., Shelton, CT 06484 Call ~19.56 miles southwest of Cheshire
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Midscale Suburban hotel
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From$94
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Shelton Fairfield County : 1001 Bridgeport Ave. 1001 Bridgeport Ave., Shelton, CT 06484 Call ~20.60 miles southwest of Cheshire
  • Pool available: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Hartford Hotel & Suites : 185 Brainard Rd. 185 Brainard Rd., Hartford, CT 06114 Call ~20.62 miles northeast of Cheshire
  • Includes a pool: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • Mid-scale Downtown hotel
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From$77
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury 85 Glastonbury Blvd., Glastonbury, CT 06033 Call ~21.43 miles northeast of Cheshire
  • Has swimming pool: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • 3 star Suburban hotel
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From$129
Very Good 4.5 /5 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.
  • Affordable Suburban property
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From$93
Very Good 4.0 /5 Read 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
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Mid-scale Suburban property
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Hartford / East 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.
  • Affordable Downtown hotel
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites East Hartford : 363a Roberts St. 363a Roberts St., East Hartford, CT 06108 Call ~23.72 miles northeast of Cheshire
  • Pool available: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • Three Star Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Towneplace Suites by Marriott East Hartford 363b 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 hotel
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From$65
Poor 2.5 /5 Latest Reviews Call BookMore Details
Quality Suites : 1500 South Ave. 1500 South Ave., Stratford, CT 06615 Call ~24.87 miles southwest of Cheshire
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • 3-star Suburban hotel
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From$87
Very Good 4.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury 116 Newtown Rd., Danbury, CT 06810 Call ~26.61 miles west of Cheshire
  • Has swimming pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3-star Highway property
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From$79
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Danbury 3 Eagle Rd., Danbury, CT 06810 Call ~27.08 miles west of Cheshire
  • Has swimming pool: 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 property
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From$119
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel : 80 Newtown Rd. 80 Newtown Rd., Danbury, CT 06810 Call ~27.15 miles west of Cheshire
  • Includes a pool: Seasonal Outdoor Pool
  • 3 star Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor - Windsor 100 Dunfey Lane, Windsor, CT 06095 Call ~27.63 miles northeast of Cheshire
  • Has swimming pool: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Affordable Highway hotel
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From$96
Average 3.0 /5 Latest Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook 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.
  • 3 star Beach property
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From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt House Hartford North / Windsor 200 Corporate Dr., Windsor, CT 06095 Call ~28.45 miles northeast of Cheshire
  • Pool details: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Midscale Suburban property
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester - Manchester 201 Hale Rd., Manchester, CT 06042 Call ~28.91 miles northeast of Cheshire
  • Pool in hotel: Seasonal heated outdoor pool and hot tub
  • 3-star Suburban property
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From$109
Very Good 4.0 /5 Review Score Call BookMore Details
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