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 in Cheshire 64 Knotter Dr., Cheshire, CT 06410
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  • Includes a pool: Indoor Heated Salt Water Pool Open daily 7am until 10pm
  • 3-star Highway property
More Photos Pool image of Holiday Inn Southington Chesire Ct
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
  • Includes a pool
  • Three Star Suburban property
More Photos Photo of Homewood Suites by Hilton Wallingford Meriden Pool
From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Clarion Inn North Haven 201 Washington Ave., North Haven, CT 06473
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~7.22 miles southeast of Cheshire
  • Pool available: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • 3 star Suburban property
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 available: Indoor Salt Water Pool
  • 3 star Suburban property
More Photos Photo of Hilton Garden Inn Wallingford / Meriden Pool
From$63
Very Good 4.0 /5 Review Score 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 property
More Photos Photo of Residence Inn Southington Pool
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown in 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
  • Midscale Downtown property
More Photos Photo of Courtyard by Marriott Waterbury Downtown Pool
From$87
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven : 2260 Whitney Ave. 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.
  • 3-star Suburban hotel
More Photos Swimming pool at Hamden Hotel and Suites – Hamden New Haven
From$45
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
  • Includes a pool: Outdoor pool. The hours are 6AM-10PM.
  • Midscale Suburban property
More Photos Pool image of Holiday Inn Express Southington An Ihg Hotel
From$60
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.
  • 3 star Suburban property
More Photos Photo of Best Western Plus New England Inn & Suites Pool
From$68
Very Good 4.0 /5 Latest Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol, Connecticut - Bristol 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.
  • Midscale Suburban hotel
More Photos Photo of DoubleTree by Hilton Hotel Bristol, Connecticut Pool
From$149
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 details: Indoor pool open 7am to 10pm
  • 3 star Highway hotel
More Photos Photo of Fairfield Inn & Suites by Marriott Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Wyndham Southbury 1284 Strongtown Rd., Southbury, CT 06488
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~13.27 miles west of Cheshire
  • Pool available: Indoor Pool
  • Three Star Mountain property
More Photos Pool image of Wyndham Southbury
From$79
Average 3.5 /5 Read 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 details: We do not have a pool.
  • Affordable Downtown property
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 in Middletown 70 Main St., Middletown, CT 06457
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~13.88 miles east of Cheshire
  • Pool in hotel: 6:00am - 10:00pm Indoor Pool
  • Midscale Downtown hotel
More Photos Swimming pool at Inn at Middletown
From$99
Very Good 4.5 /5 Read 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
  • Has swimming pool
  • Midscale Downtown property
More Photos Pool image of La Quinta Inn & Suites by Wyndham New Haven
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Home2 Suites in East Haven 30 Frontage Rd., East Haven, CT 06512
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~14.76 miles south of Cheshire
  • Pool details: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxurious 5-star Suburban hotel
More Photos Swimming pool at Home2 Suites
From$150
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Hartford/Farmington 301 Colt Highway, Farmington, CT 06032
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~15.22 miles north of Cheshire
  • Pool available: 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 property
More Photos Photo of Hampton Inn & Suites Hartford/Farmington Pool
From$82
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Branford New Haven by IHG : 309 East Main St. 309 East Main St., Branford, CT 06405
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~15.40 miles southeast of Cheshire
  • Pool in hotel
  • Mid-scale Suburban hotel
More Photos Pool image of Holiday Inn Express Branford New Haven by IHG
From$89
Very Good 4.0 /5 Review Score 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
  • Pool available: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Low-priced Suburban hotel
More Photos Pool image of Baymont by Wyndham Branford/New Haven
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South 685 Cromwell Ave., Rocky Hill, CT 06067
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~15.67 miles northeast of Cheshire
  • Has swimming pool: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Affordable Suburban property
More Photos Photo of Hampton Inn & Suites Rocky Hill - Hartford South Pool
From$105
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill in Rocky Hill 680 Cromwell Ave., Rocky Hill, CT 06067
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~15.72 miles northeast of Cheshire
  • Has swimming pool: Indoor
  • 3 star Suburban hotel
More Photos Photo of Residence Inn by Marriott Hartford Rocky Hill Pool
From$80
Very Good 4.0 /5 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 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
  • Affordable Suburban property
More Photos Swimming pool at Hartford Marriott Farmington
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Hartford South Hotel : 100 Capital Blvd. 100 Capital Blvd., Rocky Hill, CT 06067
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~16.14 miles northeast of Cheshire
  • Includes a pool: 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
  • Four-star Suburban hotel
More Photos Swimming pool at Sheraton Hartford South Hotel
From$89
Very Good 4.0 /5 Review Score 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
  • Pool in hotel: from 6am-10pm daily.
  • Midscale Highway property
More Photos Pool image of Best Western Executive Hotel Of New Haven - West Haven
From$77
Average 3.0 /5 Latest Reviews Call BookMore Details
Heritage Hotel & Conference Center - Southbury 522 Heritage Rd., Southbury, CT 06488
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~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
More Photos Pool image of Heritage Hotel & Conference Center
From$99
Very Good 4.0 /5 Guest 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
  • Midscale Suburban hotel
More Photos Photo of Courtyard by Marriott Farmington Pool
From$59
Very Good 4.0 /5 Guest 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
  • Includes a pool: Seasonal Outdoor Pool Open Memorial Day Weekend - Labor Day Weekend. Weather Permitted. Open 9am-9pm.
  • 2-star Suburban property
More Photos Photo of Holiday Inn Express Hartford South Rocky Hill by IHG Pool
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford 1330 Silas Deane Highway, Wethersfield, CT 06109
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~18.26 miles northeast of Cheshire
  • Includes a pool: Indoor pool with hot tub.
  • Three Star Highway hotel
More Photos Pool image of Comfort Inn Wethersfield Hartford
From$80
Average 3.0 /5 Latest Reviews 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 details: Indoor heated pool and whirlpool.
  • Midscale Highway hotel
More Photos Swimming pool at Hilton Garden Inn Shelton
From$89
Poor 2.0 /5 Hotel 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 Pool image of Hampton Inn Shelton
From$80
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Shelton - Shelton 780 Bridgeport Ave., Shelton, CT 06484
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~19.31 miles southwest of Cheshire
  • Has swimming pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Affordable Suburban property
More Photos Swimming pool at Courtyard by Marriott Shelton
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Ln, Milford, CT 06460
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~19.32 miles south of Cheshire
  • Has swimming pool: Indoor pool 5AM - 10PM
  • Midscale Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Milford
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel 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!
  • Low-priced Highway hotel
More Photos Pool image of Holiday Inn Express & Suites Milford An Ihg Hotel
From$104
Average 3.0 /5 Hotel Reviews 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 details: We have an indoor pool and hot-tub open from 6:00 AM - 10:00 PM.
  • Mid-scale Suburban property
More Photos Photo of Hyatt House Shelton Pool
From$94
Average 3.0 /5 Read 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
  • Includes a pool: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Affordable Suburban property
More Photos Photo of Residence Inn Shelton Fairfield County Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Hartford Hotel & Suites : 185 Brainard Rd. 185 Brainard Rd., Hartford, CT 06114
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~20.62 miles northeast of Cheshire
  • Pool details: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • 3-star Downtown hotel
More Photos Photo of Best Western Hartford Hotel & Suites Pool
From$77
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury in Glastonbury 85 Glastonbury Blvd., Glastonbury, CT 06033
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~21.43 miles northeast of Cheshire
  • Includes a pool: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Midscale Suburban property
More Photos Swimming pool at Hilton Garden Inn Hartford South / Glastonbury
From$129
Very Good 4.5 /5 Read 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
  • Has swimming 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$93
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon in Avon 55 Simsbury Rd., Avon, CT 06001
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~22.16 miles north of Cheshire
  • Has swimming pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Midscale Suburban property
More Photos Pool image of Residence Inn by Marriott Hartford Avon
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford in 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 hotel
More Photos Swimming pool at Hampton Inn & Suites Hartford / East Hartford
From$89
Very Good 4.0 /5 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
  • Affordable Highway hotel
More Photos hotel room
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Towneplace Suites by Marriott East Hartford : 363b Roberts St. 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
  • Affordable Highway property
More Photos Swimming pool at Towneplace Suites by Marriott East Hartford
From$65
Poor 2.5 /5 Latest Reviews Call BookMore Details
Quality Suites : 1500 South Ave. 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"
  • Midscale Suburban hotel
More Photos Pool image of Quality Suites
From$87
Very Good 4.0 /5 Guest 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
  • Affordable Highway hotel
More Photos Photo of La Quinta Inn & Suites by Wyndham Danbury Pool
From$79
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Danbury - Danbury 3 Eagle Rd., Danbury, CT 06810
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~27.08 miles west of Cheshire
  • Pool details: 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.
  • Midscale Suburban property
More Photos Swimming pool at Courtyard by Marriott Danbury
From$119
Very Good 4.0 /5 Guest 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
  • Affordable Suburban hotel
More Photos Swimming pool at Comfort Inn & Suites Danbury Bethel
From$80
Average 3.0 /5 Review Score 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 in hotel: Outdoor pool only open Memorial Day - Labor Day 9a-9p daily.
  • Midscale Highway hotel
More Photos Pool image of Residence Inn by Marriott Hartford Windsor
From$96
Average 3.0 /5 Hotel Reviews Call BookMore Details
Water's Edge Resort & Spa - Westbrook 1525 Boston Post Rd., Westbrook, CT 06498
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~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 hotel
More Photos Photo of Water's Edge Resort & Spa Pool
From$159
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hyatt House Hartford North / Windsor in 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
  • Mid-scale Suburban property
More Photos Pool image of Hyatt House Hartford North / Windsor
From$89
Average 3.0 /5 Reviews Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester : 201 Hale Rd. 201 Hale Rd., Manchester, CT 06042
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~28.91 miles northeast of Cheshire
  • Pool details: Seasonal heated outdoor pool and hot tub
  • Three Star Suburban hotel
More Photos Photo of Newly Remodeled Residence Inn by Marriott Hartford Manchester Pool
From$109
Very Good 4.0 /5 Review Score Call BookMore Details

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