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
  • Includes a pool: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • Midscale Highway property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492 Call ~6.89 miles east of Cheshire
  • Has a pool!
  • Mid-scale Suburban hotel
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From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473 Call ~7.22 miles southeast of Cheshire
  • Pool details: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3-star Suburban hotel
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From$79
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
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From$63
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn Southington - Southington 778 West St., Southington, CT 06489 Website Call ~7.63 miles north of Cheshire
  • Pool in hotel: Indoor pool
  • 3 star Rural property
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From$80
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Courtyard by Marriott Waterbury Downtown 63 Grand St., Waterbury, CT 06702 Call ~8.01 miles west of Cheshire
  • Pool in hotel: 6am to 11pm 25ft indoor heated pool
  • Midscale Downtown hotel
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From$87
Very Good 4.0 /5 Review Score Call BookMore Details
Hamden Hotel & Suites – Hamden New Haven in Hamden 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.
  • Mid-scale Suburban property
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From$45
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel : 120 Laning St. 120 Laning St., Southington, CT 06489 Call ~9.38 miles north of Cheshire
  • Pool in hotel: Outdoor pool. The hours are 6AM-10PM.
  • Three Star Suburban hotel
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From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Plus New England Inn & Suites 2253 Berlin Turnpike, Berlin, CT 06037 Call ~9.93 miles northeast of Cheshire
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • 3-star Suburban hotel
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From$68
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott 400 New Britain Ave., Plainville, CT 06062 Call ~12.51 miles north of Cheshire
  • Pool available: Indoor pool open 7am to 10pm
  • Affordable Highway hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Wyndham Southbury 1284 Strongtown Rd., Southbury, CT 06488 Call ~13.27 miles west of Cheshire
  • Has swimming pool: Indoor Pool
  • Mid-scale Mountain property
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From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
New Haven Hotel : 229 George St. 229 George St., New Haven, CT 06510 Call ~13.36 miles south of Cheshire
  • Pool in hotel: We do not have a pool.
  • 3 star Downtown property
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From$80
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Inn at Middletown : 70 Main St. 70 Main St., Middletown, CT 06457 Call ~13.88 miles east of Cheshire
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • Midscale Downtown hotel
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From$99
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La Quinta Inn & Suites by Wyndham New Haven in New Haven 400 Sargent Dr., New Haven, CT 06511 Call ~14.05 miles south of Cheshire
  • We have a pool
  • 3-star Downtown property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites : 30 Frontage Rd. 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
  • Luxurious 5 Star Suburban property
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From$150
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Baymont by Wyndham Branford / New Haven - Branford 3 Business Park Dr., Branford, CT 06405 Call ~15.64 miles southeast of Cheshire
  • Pool available: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • 2 star Suburban property
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From$60
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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 in hotel: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • 3 star Suburban property
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From$105
Very Good 4.5 /5 Hotel 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
  • Pool details: Indoor
  • 3-star Suburban hotel
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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 details: 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
  • Midscale Suburban hotel
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From$99
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Sheraton Hartford South Hotel 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 Hotel Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven in West Haven 490 Saw Mill Rd., West Haven, CT 06516 Call ~16.20 miles south of Cheshire
  • Has swimming pool: from 6am-10pm daily.
  • Three Star Highway property
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From$77
Average 3.0 /5 Latest Reviews Call BookMore Details
Heritage Hotel & Conference Center : 522 Heritage Rd. 522 Heritage Rd., Southbury, CT 06488 Call ~16.57 miles west of Cheshire
  • Pool details: 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'
  • High end Rural property
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032 Call ~16.84 miles northeast of Cheshire
  • Pool details: Indoor pool
  • 3 star Suburban property
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From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington - Farmington 2 Farm Glen Blvd., Farmington, CT 06032 Call ~16.84 miles north of Cheshire
  • Includes a pool: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Three Star Suburban hotel
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From$99
Very Good 4.0 /5 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
  • Pool details: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • Low priced Suburban property
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From$109
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Comfort Inn Wethersfield Hartford - Wethersfield 1330 Silas Deane Highway, Wethersfield, CT 06109 Call ~18.26 miles northeast of Cheshire
  • Includes a pool: Indoor pool with hot tub.
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Shelton - Shelton 25 Old Stratford Rd., Shelton, CT 06484 Call ~18.90 miles southwest of Cheshire
  • Includes a pool: Indoor heated pool and whirlpool.
  • Affordable Highway property
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From$89
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Shelton 695 Bridgeport Ave., Shelton, CT 06484 Call ~19.05 miles southwest of Cheshire
  • Includes a pool: Indoor heated pool featuring a 150-foot waterslide Open daily from 9:00 am to 9:00 pm
  • 3-star 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
  • 3 star Suburban hotel
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From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Milford - Milford 291 Old Gate Ln, Milford, CT 06460 Call ~19.32 miles south of Cheshire
  • Pool details: Indoor pool 5AM - 10PM
  • 3-star Suburban hotel
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From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel 278 Old Gate Lane, Milford, CT 06460 Call ~19.35 miles south of Cheshire
  • 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!
  • Low priced Highway property
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From$104
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Hyatt House Shelton 830 Bridgeport Ave., Shelton, CT 06484 Call ~19.56 miles southwest of Cheshire
  • Pool details: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Mid-scale Suburban hotel
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From$94
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn Shelton Fairfield County - Shelton 1001 Bridgeport Ave., Shelton, CT 06484 Call ~20.60 miles southwest of Cheshire
  • Pool in hotel: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Hartford Hotel & Suites in Hartford 185 Brainard Rd., Hartford, CT 06114 Call ~20.62 miles northeast of Cheshire
  • Has swimming pool: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • 3 star Downtown hotel
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From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury in Glastonbury 85 Glastonbury Blvd., Glastonbury, CT 06033 Call ~21.43 miles northeast of Cheshire
  • Pool available: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • 3 star Suburban hotel
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From$129
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon - Avon 55 Simsbury Rd., Avon, CT 06001 Call ~22.16 miles north of Cheshire
  • Pool in hotel: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • 3-star Suburban property
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St. 351 Pitkin St., East Hartford, CT 06108 Call ~22.33 miles northeast of Cheshire
  • Pool in hotel: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • 3-star Downtown property
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From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield / Towneplace Suites Hartford 363 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
  • 3 star Highway property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Suites - Stratford 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 property
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From$87
Very Good 4.0 /5 Latest 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
  • Includes a 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 Latest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel in Danbury 80 Newtown Rd., Danbury, CT 06810 Call ~27.15 miles west of Cheshire
  • Pool details: Seasonal Outdoor Pool
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Hartford Windsor : 100 Dunfey Lane 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 hotel
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From$96
Average 3.0 /5 Latest Reviews Call BookMore Details
Homewood Suites by Hilton Hartford Manchester - Manchester 109 Pavilions Dr., Manchester, CT 06042 Call ~27.88 miles northeast of Cheshire
  • Has swimming pool: Indoor Heated Pool and Whirlpool Tub
  • Mid-scale Suburban hotel
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From$99
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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.
  • 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. 200 Corporate Dr., Windsor, CT 06095 Call ~28.45 miles northeast of Cheshire
  • Has swimming pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Mid-scale Suburban hotel
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From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Marriott Hartford/Windsor Airport in Windsor 28 Day Hill Rd., Windsor, CT 06095 Call ~28.65 miles northeast of Cheshire
  • Pool available: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Midscale Suburban hotel
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From$90
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Newly Remodeled Residence Inn by Marriott Hartford Manchester - Manchester 201 Hale Rd., Manchester, CT 06042 Call ~28.91 miles northeast of Cheshire
  • Includes a pool: Seasonal heated outdoor pool and hot tub
  • Midscale Suburban hotel
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~29.07 miles southeast of Cheshire
  • Pool in hotel
  • Inexpensive Suburban hotel
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From$59
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook - Old Saybrook 100 Essex Rd., Old Saybrook, CT 06475 Website Call ~30.82 miles east of Cheshire
  • Includes a pool: Indoor Salt water pool/year round. Open 9AM - 9PM Enclosed outdoor seasonal patio Open 9AM - 9PM
  • 3-star Suburban property
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From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Ramada by Wyndham Windsor Locks 383 South Center St., Windsor Locks, CT 06096 Call ~31.24 miles northeast of Cheshire
  • Has swimming pool: 9am - 9pm. Indoor heated pool.
  • Midscale Airport property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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