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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  • Has swimming pool: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • Three Star Highway hotel
More Photos Swimming pool at Holiday Inn Southington Chesire Ct
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
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Homewood Suites by Hilton Wallingford Meriden 90 Miles Dr., Wallingford, CT 06492
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~6.89 miles east of Cheshire
  • With a pool!
  • 3-star Suburban hotel
More Photos Photo of Homewood Suites by Hilton Wallingford Meriden Pool
From$126 total
Very Good 4.5 /5 Latest 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
  • Includes a pool: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Affordable Suburban property
More Photos Photo of Clarion Inn North Haven Pool
From$94 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden 1181 Barnes Rd., Wallingford, CT 06492
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~7.24 miles east of Cheshire
  • Has swimming pool: Indoor Salt Water Pool
  • Three Star Suburban property
More Photos Photo of Hilton Garden Inn Wallingford / Meriden Pool
From$75 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn Southington - Southington 778 West St., Southington, CT 06489
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~7.63 miles north of Cheshire
  • Pool in hotel: Indoor pool
  • 3 star Rural property
More Photos Pool image of Residence Inn Southington
From$96 total
Very Good 4.0 /5 Reviews 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 in hotel: 6am to 11pm 25ft indoor heated pool
  • Affordable Downtown property
More Photos Photo of Courtyard by Marriott Waterbury Downtown Pool
From$104 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven 2260 Whitney Ave., Hamden, CT 06518
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~8.13 miles south of Cheshire
  • Pool available: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Affordable Suburban hotel
More Photos Pool image of Hamden Hotel and Suites – Hamden New Haven
From$54 total
Average 3.0 /5 Latest Reviews 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 available: Outdoor pool. The hours are 6AM-10PM.
  • 3-star Suburban hotel
More Photos Photo of Holiday Inn Express Southington An Ihg Hotel Pool
From$72 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Plus New England Inn & Suites - Berlin 2253 Berlin Turnpike, Berlin, CT 06037
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~9.93 miles northeast of Cheshire
  • Has swimming pool: 20,000 Gallon heated indoor pool.
  • Affordable Suburban property
More Photos Pool image of Best Western Plus New England Inn & Suites
From$81 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut : 42 Century Dr. 42 Century Dr., Bristol, CT 06010
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~10.73 miles north of Cheshire
  • Includes a 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$178 total
Very Good 4.0 /5 Review Score 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
  • Pool available: Indoor pool open 7am to 10pm
  • Three Star Highway property
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Southbury 1284 Strongtown Rd., Southbury, CT 06488
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~13.27 miles west of Cheshire
  • Pool details: Indoor Pool
  • Three Star Mountain hotel
More Photos Swimming pool at Wyndham Southbury
From$94 total
Average 3.5 /5 Hotel Reviews 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 Pool image of New Haven Hotel
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
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Inn at Middletown : 70 Main St. 70 Main St., Middletown, CT 06457
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~13.88 miles east of Cheshire
  • Has swimming pool: 6:00am - 10:00pm Indoor Pool
  • 3-star Downtown property
More Photos Pool image of Inn at Middletown
From$118 total
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
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~14.05 miles south of Cheshire
  • Includes a pool
  • Midscale Downtown hotel
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham New Haven
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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Home2 Suites - East Haven 30 Frontage Rd., East Haven, CT 06512
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~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
More Photos Pool image of Home2 Suites
From$180 total
Average 3.0 /5 Review Score 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
  • Pool details: 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.
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn & Suites Hartford/Farmington
From$98 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG 309 East Main St., Branford, CT 06405
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~15.40 miles southeast of Cheshire
  • Has a pool!
  • 3-star Suburban property
More Photos Swimming pool at Holiday Inn Express Branford-New Haven by IHG
From$106 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Baymont by Wyndham Branford/New Haven : 3 Business Park Dr. 3 Business Park Dr., Branford, CT 06405
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~15.64 miles southeast of Cheshire
  • Pool details: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Inexpensive Suburban property
More Photos Photo of Baymont by Wyndham Branford/New Haven Pool
From$72 total
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 in hotel: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Mid-scale Suburban property
More Photos Photo of Hampton Inn & Suites Rocky Hill - Hartford South Pool
From$126 total
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
  • 3 star Suburban property
More Photos Pool image of Residence Inn by Marriott Hartford Rocky Hill
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hartford Marriott Farmington : 15 Farm Springs Rd. 15 Farm Springs Rd., Farmington, CT 06032
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~15.76 miles north of Cheshire
  • Includes a pool: 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 Swimming pool at Hartford Marriott Farmington
From$118 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sheraton Hartford South Hotel 100 Capital Blvd., Rocky Hill, CT 06067
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~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
  • 4 star Suburban hotel
More Photos Swimming pool at Sheraton Hartford South Hotel
From$106 total
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Executive Hotel Of New Haven - West Haven in West Haven 490 Saw Mill Rd., West Haven, CT 06516
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~16.20 miles south of Cheshire
  • Has swimming pool: from 6am-10pm daily.
  • 3-star Highway property
More Photos Pool image of Best Western Executive Hotel Of New Haven - West Haven
From$92 total
Average 3.0 /5 Read Reviews Call BookMore Details
Heritage Hotel & Conference Center 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'
  • Four-star Rural hotel
More Photos Pool image of Heritage Hotel & Conference Center
From$118 total
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd., Farmington, CT 06032
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~16.84 miles northeast of Cheshire
  • Pool details: Indoor pool
  • Affordable Suburban property
More Photos Pool image of Courtyard by Marriott Farmington
From$70 total
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
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~17.94 miles northeast of Cheshire
  • Pool in hotel: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • Economy Suburban hotel
More Photos Swimming pool at Holiday Inn Express Hartford South Rocky Hill by IHG
From$130 total
Very Good 4.0 /5 Review Score 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 available: Indoor pool with hot tub.
  • 3 star Highway hotel
More Photos Swimming pool at Comfort Inn Wethersfield Hartford
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Shelton in 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.
  • Mid-scale Highway hotel
More Photos Swimming pool at Hilton Garden Inn Shelton
From$106 total
Poor 2.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Shelton - Shelton 695 Bridgeport Ave., Shelton, CT 06484
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~19.05 miles southwest of Cheshire
  • Pool available: Indoor heated pool Open daily from 9:00 am to 9:00 pm
  • Affordable Suburban property
More Photos Swimming pool at Hampton Inn Shelton
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Shelton in Shelton 780 Bridgeport Ave., Shelton, CT 06484
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~19.31 miles southwest of Cheshire
  • Pool in hotel: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Three Star Suburban hotel
More Photos Photo of Courtyard by Marriott Shelton Pool
From$102 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Milford : 291 Old Gate Ln 291 Old Gate Ln, Milford, CT 06460
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~19.32 miles south of Cheshire
  • Pool in hotel: Indoor pool 5AM - 10PM
  • Three Star Suburban property
More Photos Pool image of Hilton Garden Inn Milford
From$106 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel in Milford 278 Old Gate Lane, Milford, CT 06460
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~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!
  • Two-star Highway hotel
More Photos Pool image of Holiday Inn Express & Suites Milford An Ihg Hotel
From$124 total
Average 3.0 /5 Review Score Call BookMore Details
Hyatt House Shelton : 830 Bridgeport Ave. 830 Bridgeport Ave., Shelton, CT 06484
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~19.56 miles southwest of Cheshire
  • Pool available: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • 3 star Suburban property
More Photos Pool image of Hyatt House Shelton
From$112 total
Average 3.0 /5 Review Score 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 in hotel: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Midscale Suburban property
More Photos Pool image of Residence Inn Shelton Fairfield County
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Hartford Hotel & Suites 185 Brainard Rd., Hartford, CT 06114
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~20.62 miles northeast of Cheshire
  • Has swimming 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$92 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury 85 Glastonbury Blvd., Glastonbury, CT 06033
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~21.43 miles northeast of Cheshire
  • Pool in hotel: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Affordable Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Hartford South / Glastonbury
From$154 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Trumbull Marriott Shelton : 180 Hawley Ln 180 Hawley Ln, Trumbull, CT 06611
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~22.10 miles southwest of Cheshire
  • Includes a pool: 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.
  • Mid-scale Suburban property
More Photos Photo of Trumbull Marriott Shelton Pool
From$111 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon - Avon 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 hotel
More Photos Swimming pool at Residence Inn by Marriott Hartford Avon
From$96 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford : 351 Pitkin St. 351 Pitkin St., East Hartford, CT 06108
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~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
More Photos Pool image of Hampton Inn & Suites Hartford / East Hartford
From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites East Hartford in East Hartford 363a 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
  • Three Star Highway property
More Photos hotel room
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Towneplace Suites by Marriott East Hartford 363b Roberts St., East Hartford, CT 06108
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~23.72 miles northeast of Cheshire
  • Pool details: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • 3-star Highway hotel
More Photos Pool image of Towneplace Suites by Marriott East Hartford
From$78 total
Poor 2.5 /5 Read Reviews Call BookMore Details
Quality Suites 1500 South Ave., Stratford, CT 06615
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~24.87 miles southwest of Cheshire
  • Pool available: 6AM to 10PM indoor pool @ 30x18"
  • Mid-scale Suburban hotel
More Photos Swimming pool at Quality Suites
From$104 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury in Danbury 116 Newtown Rd., Danbury, CT 06810
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~26.61 miles west of Cheshire
  • Pool details: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3-star Highway property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Danbury
From$94 total
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Danbury in Danbury 3 Eagle Rd., Danbury, CT 06810
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~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.
  • Mid-scale Suburban property
More Photos Pool image of Courtyard by Marriott Danbury
From$142 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel 80 Newtown Rd., Danbury, CT 06810
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~27.15 miles west of Cheshire
  • Includes a pool: Seasonal Outdoor Pool
  • Three Star Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Danbury Bethel
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford Windsor - 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.
  • 3-star Highway property
More Photos Pool image of Residence Inn by Marriott Hartford Windsor
From$115 total
Average 3.0 /5 Guest 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
  • Pool in hotel: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • 3-star Beach hotel
More Photos Swimming pool at Water's Edge Resort & Spa
From$190 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hyatt House Hartford North / Windsor 200 Corporate Dr., Windsor, CT 06095
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~28.45 miles northeast of Cheshire
  • Has swimming pool: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • Affordable Suburban hotel
More Photos Swimming pool at Hyatt House Hartford North / Windsor
From$106 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester in Manchester 201 Hale Rd., Manchester, CT 06042
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~28.91 miles northeast of Cheshire
  • Has swimming pool: Seasonal heated outdoor pool and hot tub
  • Midscale Suburban hotel
More Photos Swimming pool at Newly Remodeled Residence Inn by Marriott Hartford Manchester
From$130 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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