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 64 Knotter Dr., Cheshire, CT 06410
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  • Pool available: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • Midscale Highway property
More Photos Photo of Holiday Inn Southington Chesire Ct Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Homewood Suites by Hilton Wallingford Meriden - Wallingford 90 Miles Dr., Wallingford, CT 06492
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~6.89 miles east of Cheshire
  • With a pool!
  • Midscale Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Wallingford Meriden
From$105
Very Good 4.5 /5 Read Reviews Call BookMore Details
Clarion Inn North Haven in North Haven 201 Washington Ave., North Haven, CT 06473
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~7.22 miles southeast of Cheshire
  • Has swimming pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban hotel
More Photos Pool image of Clarion Inn North Haven
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Wallingford/Meriden - Wallingford 1181 Barnes Rd., Wallingford, CT 06492
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~7.24 miles east of Cheshire
  • Pool in hotel: Indoor Salt Water Pool
  • 3 star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Wallingford/Meriden
From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn Southington in Southington 778 West St., Southington, CT 06489
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~7.63 miles north of Cheshire
  • Pool details: Indoor pool
  • Affordable Rural hotel
More Photos Photo of Residence Inn Southington Pool
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Waterbury Downtown - Waterbury 63 Grand St., Waterbury, CT 06702
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~8.01 miles west of Cheshire
  • Pool available: 6am to 11pm 25ft indoor heated pool
  • Midscale Downtown property
More Photos Swimming pool at Courtyard by Marriott Waterbury Downtown
From$87
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hamden Hotel & Suites – Hamden New Haven - Hamden 2260 Whitney Ave., Hamden, CT 06518
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~8.13 miles south of Cheshire
  • Pool details: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban property
More Photos Photo of Hamden Hotel & Suites – Hamden New Haven Pool
From$45
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel - Southington 120 Laning St., Southington, CT 06489
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~9.38 miles north of Cheshire
  • Pool details: Outdoor pool. The hours are 6AM-10PM.
  • 3 star Suburban property
More Photos Photo of Holiday Inn Express Southington An Ihg Hotel Pool
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus New England Inn & Suites 2253 Berlin Turnpike, Berlin, CT 06037
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~9.93 miles northeast of Cheshire
  • Pool details: 20,000 Gallon heated indoor pool.
  • 3-star Suburban hotel
More Photos Photo of Best Western Plus New England Inn & Suites Pool
From$68
Very Good 4.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Hotel Bristol Connecticut 42 Century Dr., Bristol, CT 06010
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~10.73 miles north of Cheshire
  • Has swimming pool: Our indoor, saltwater pool and whirlpool are available to guests from 9am-10pm daily.
  • Three Star Suburban property
More Photos Photo of Doubletree by Hilton Hotel Bristol Connecticut Pool
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott 400 New Britain Ave., Plainville, CT 06062
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~12.51 miles north of Cheshire
  • Includes a pool: Indoor pool open 7am to 10pm
  • Three Star Highway property
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Wyndham Southbury in Southbury 1284 Strongtown Rd., Southbury, CT 06488
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~13.27 miles west of Cheshire
  • Pool in hotel: Indoor Pool
  • Affordable Mountain property
More Photos Photo of Wyndham Southbury Pool
From$79
Average 3.5 /5 Review Score Call BookMore Details
New Haven Hotel 229 George St., New Haven, CT 06510
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~13.36 miles south of Cheshire
  • Pool in hotel: We do not have a pool.
  • Mid-scale Downtown hotel
More Photos Photo of New Haven Hotel Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
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Inn at Middletown 70 Main St., Middletown, CT 06457
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~13.88 miles east of Cheshire
  • Includes a pool: 6:00am - 10:00pm Indoor Pool
  • Affordable Downtown hotel
More Photos Pool image of Inn at Middletown
From$99
Very Good 4.5 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr. 400 Sargent Dr., New Haven, CT 06511
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~14.05 miles south of Cheshire
  • Includes a pool
  • 3-star Downtown hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham New Haven
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Home2 Suites : 30 Frontage Rd. 30 Frontage Rd., East Haven, CT 06512
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~14.76 miles south of Cheshire
  • Pool available: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious Five Star Suburban property
More Photos Swimming pool at Home2 Suites
From$150
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Hartford / Farmington - Farmington 301 Colt Highway, Farmington, CT 06032
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~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.
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn & Suites Hartford / Farmington
From$82
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven - Branford 3 Business Park Dr., Branford, CT 06405
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~15.64 miles southeast of Cheshire
  • Has swimming pool: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Two-star Suburban hotel
More Photos Photo of Baymont by Wyndham Branford / New Haven Pool
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South - Rocky Hill 685 Cromwell Ave., Rocky Hill, CT 06067
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~15.67 miles northeast of Cheshire
  • Pool details: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Midscale Suburban hotel
More Photos Photo of Hampton Inn & Suites Rocky Hill - Hartford South Pool
From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill 680 Cromwell Ave., Rocky Hill, CT 06067
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~15.72 miles northeast of Cheshire
  • Pool in hotel: Indoor
  • Three Star Suburban property
More Photos Photo of Residence Inn by Marriott Hartford Rocky Hill Pool
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hartford Marriott Farmington 15 Farm Springs Rd., Farmington, CT 06032
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~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
  • Affordable Suburban property
More Photos Photo of Hartford Marriott Farmington Pool
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Hartford South Hotel in Rocky Hill 100 Capital Blvd., Rocky Hill, CT 06067
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~16.14 miles northeast of Cheshire
  • Pool available: 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
More Photos Photo of Sheraton Hartford South Hotel Pool
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven 490 Saw Mill Rd., West Haven, CT 06516
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~16.20 miles south of Cheshire
  • Pool available: from 6am-10pm daily.
  • Mid-scale Highway hotel
More Photos Pool image of Best Western Executive Hotel Of New Haven - West Haven
From$77
Average 3.0 /5 Recent Reviews Call BookMore Details
Heritage Hotel & Conference Center : 522 Heritage Rd. 522 Heritage Rd., Southbury, CT 06488
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~16.57 miles west of Cheshire
  • Includes a pool: 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'
  • Expensive Rural hotel
More Photos Photo of Heritage Hotel & Conference Center Pool
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032
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~16.84 miles northeast of Cheshire
  • Has swimming pool: Indoor pool
  • 3 star Suburban hotel
More Photos Photo of Courtyard by Marriott Farmington Pool
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington 2 Farm Glen Blvd., Farmington, CT 06032
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~16.84 miles north of Cheshire
  • Pool available: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • 3 star Suburban property
More Photos Swimming pool at Homewood Suites by Hilton Hartford-Farmington
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hartford South - Rocky Hill by IHG : 20 Waterchase Dr. 20 Waterchase Dr., Rocky Hill, CT 06067
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~17.94 miles northeast of Cheshire
  • Includes a pool: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • Economy Suburban property
More Photos Pool image of Holiday Inn Express Hartford South - Rocky Hill by IHG
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford in Wethersfield 1330 Silas Deane Highway, Wethersfield, CT 06109
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~18.26 miles northeast of Cheshire
  • Pool in hotel: Indoor pool with hot tub.
  • 3 star Highway hotel
More Photos Pool image of Comfort Inn Wethersfield Hartford
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd., Shelton, CT 06484
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~18.90 miles southwest of Cheshire
  • Pool in hotel: Indoor heated pool and whirlpool.
  • Three Star Highway property
More Photos Swimming pool at Hilton Garden Inn Shelton
From$89
Poor 2.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Shelton : 695 Bridgeport Ave. 695 Bridgeport Ave., Shelton, CT 06484
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~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
  • Midscale Suburban hotel
More Photos Swimming pool at Hampton Inn Shelton
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Shelton - Shelton 780 Bridgeport Ave., Shelton, CT 06484
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~19.31 miles southwest of Cheshire
  • Pool details: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Three Star Suburban hotel
More Photos Photo of Courtyard by Marriott Shelton Pool
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Milford in Milford 291 Old Gate Ln, Milford, CT 06460
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~19.32 miles south of Cheshire
  • Pool available: Indoor pool 5AM - 10PM
  • Three Star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Milford
From$89
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel - Milford 278 Old Gate Lane, Milford, CT 06460
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~19.35 miles south of Cheshire
  • Pool available: 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
More Photos Swimming pool at Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Reviews Call BookMore Details
Hyatt House Shelton in Shelton 830 Bridgeport Ave., Shelton, CT 06484
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~19.56 miles southwest of Cheshire
  • Includes a pool: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3-star Suburban hotel
More Photos Photo of Hyatt House Shelton Pool
From$94
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn Shelton Fairfield County 1001 Bridgeport Ave., Shelton, CT 06484
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~20.60 miles southwest of Cheshire
  • Pool details: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Affordable Suburban hotel
More Photos Pool image of Residence Inn Shelton Fairfield County
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Hartford Hotel & Suites - Hartford 185 Brainard Rd., Hartford, CT 06114
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~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
More Photos Photo of Best Western Hartford Hotel & Suites Pool
From$77
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury : 85 Glastonbury Blvd. 85 Glastonbury Blvd., Glastonbury, CT 06033
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~21.43 miles northeast of Cheshire
  • Pool available: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • 3 star Suburban property
More Photos Photo of Hilton Garden Inn Hartford South / Glastonbury Pool
From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd. 55 Simsbury Rd., Avon, CT 06001
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~22.16 miles north of Cheshire
  • Pool details: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Midscale Suburban property
More Photos Photo of Residence Inn by Marriott Hartford Avon Pool
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford 351 Pitkin St., East Hartford, CT 06108
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~22.33 miles northeast of Cheshire
  • Has swimming pool: We have an indoor heated pool. It is open from 8AM - 10PM daily.
  • 3 star Downtown property
More Photos Photo of Hampton Inn & Suites Hartford / East Hartford Pool
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Fairfield / Towneplace Suites Hartford - East Hartford 363 Roberts St., East Hartford, CT 06108
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~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 hotel room
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Suites - Stratford 1500 South Ave., Stratford, CT 06615
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~24.87 miles southwest of Cheshire
  • Includes a pool: 6AM to 10PM indoor pool @ 30x18"
  • Mid-scale Suburban hotel
More Photos Pool image of Quality Suites
From$87
Very Good 4.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd. 116 Newtown Rd., Danbury, CT 06810
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~26.61 miles west of Cheshire
  • Has swimming pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Mid-scale Highway hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Danbury Pool
From$79
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel - Danbury 80 Newtown Rd., Danbury, CT 06810
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~27.15 miles west of Cheshire
  • Pool details: Seasonal Outdoor Pool
  • 3 star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Danbury Bethel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor 100 Dunfey Lane, Windsor, CT 06095
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~27.63 miles northeast of Cheshire
  • Pool details: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Affordable Highway hotel
More Photos Swimming pool at Residence Inn by Marriott Hartford Windsor
From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hartford Manchester - Manchester 109 Pavilions Dr., Manchester, CT 06042
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~27.88 miles northeast of Cheshire
  • Pool in hotel: Indoor Heated Pool and Whirlpool Tub
  • Affordable Suburban hotel
More Photos Pool image of Homewood Suites by Hilton Hartford Manchester
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Water's Edge Resort & Spa in Westbrook 1525 Boston Post Rd., Westbrook, CT 06498
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~28.43 miles southeast of Cheshire
  • Includes a pool: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Midscale Beach property
More Photos Pool image of Water's Edge Resort & Spa
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Hartford North / Windsor : 200 Corporate Dr. 200 Corporate Dr., Windsor, CT 06095
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~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 hotel
More Photos Swimming pool at Hyatt House Hartford North / Windsor
From$89
Average 3.0 /5 Hotel Reviews Call BookMore Details
Marriott Hartford/Windsor Airport - Windsor 28 Day Hill Rd., Windsor, CT 06095
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~28.65 miles northeast of Cheshire
  • Has swimming pool: Inside pool open 7am - 11pm 24 Hour Fitness Center
  • Mid-scale Suburban hotel
More Photos Swimming pool at Marriott Hartford/Windsor Airport
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester - Manchester 201 Hale Rd., Manchester, CT 06042
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~28.91 miles northeast of Cheshire
  • Pool in hotel: Seasonal heated outdoor pool and hot tub
  • Mid-scale Suburban property
More Photos Swimming pool at Newly Remodeled Residence Inn by Marriott Hartford Manchester
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook 1750 Boston Post Rd., Old Saybrook, CT 06475
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~29.07 miles southeast of Cheshire
  • Includes a swimming pool
  • Two star Suburban property
More Photos Pool image of Econo Lodge Inn & Suites Old Saybrook Westbrook
From$59
Very Good 4.0 /5 Read Reviews Call BookMore Details

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