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 Cheshire - Southington by IHG 64 Knotter Drive, Southington, CT 06410 ~4.43 miles north of Cheshire
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 8:00 AM to 10:00 PM.
  • Midscale property
  • 83 rooms in hotel
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Very Good 8.2 /10 Hotel Reviews Call BookMore Details
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Courtyard New Haven Wallingford 600 Northrop Rd, Wallingford, CT 06492 ~6.94 miles east of Cheshire
  • Has swimming pool: Wheelchair-accessible pool.
  • Mid-scale property
  • 3 floors in hotel
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Homewood Suites by Hilton Wallingford-Meriden 90 Miles Drive, Wallingford, CT 06492 ~6.94 miles east of Cheshire
  • Pool details: Wheelchair-accessible pool.
  • Midscale hotel
  • 104 rooms in property
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
Fairfield by Marriott Inn & Suites Wallingford New Haven 100 Miles Dr, Wallingford, CT 06492 ~6.98 miles east of Cheshire
  • Has swimming pool: Wheelchair-accessible pool.
  • 3-star hotel
  • Check in: 3:00 PM - midnight
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Very Good 8.6 /10 Review Score Call BookMore Details
Hilton Garden Inn Wallingford / Meriden 1181 Barnes Rd, Wallingford, CT 06492 ~7.30 miles east of Cheshire
  • Includes a pool: Wheelchair-accessible pool. Pool access available from 9:00 AM to 9:00 PM.
  • 3 star property
  • Check in: 4:00 PM - 1:00 AM
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Excellent 9.0 /10 Latest Reviews Call BookMore Details
Residence Inn by Marriott Southington 778 West St, Southington, CT 06489 ~7.66 miles north of Cheshire
  • Has swimming pool: Wheelchair-accessible pool.
  • Mid-scale hotel
  • 94 rooms in property
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Residence Inn by Marriott New Haven Hamden 2312 Whitney Avenue, Hamden, CT 06518 ~7.97 miles south of Cheshire
  • Pool available: Pool hoist on site, Wheelchair-accessible pool.
  • Mid-scale hotel
  • 128 rooms in hotel
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Excellent 9.4 /10 Guest Reviews Call BookMore Details
Hamden Hotel and Suites – Hamden New Haven 2260 Whitney Ave, Hamden, CT 06518 ~8.13 miles south of Cheshire
  • With a pool!
  • 3 star property
  • 103 rooms in hotel
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Average 6.1 /10 Recent Reviews Call BookMore Details
Courtyard by Marriott Southington 1081 West Street, Southington, CT 06489 ~8.30 miles north of Cheshire
  • Pool in hotel: Wheelchair-accessible pool.
  • Three Star hotel
  • Check-in: 4:00 PM - anytime
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Homewood Suites by Hilton Southington CT 1096 West Street, Southington, CT 06489 ~8.31 miles north of Cheshire
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool, Pool sun loungers. Pool access available from 8:00 AM to 9:00 PM.
  • 3 star property
  • Hotel has 110 suites
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Excellent 9.2 /10 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Meriden by IHG 2104 North Broad St, Meriden, CT 06450 ~8.71 miles northeast of Cheshire
  • Pool in hotel: Pool sun loungers.
  • 3 star property
  • 4 floors in property
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Hampton Inn Waterbury 777 Chase Pkwy, Waterbury, CT 06708 ~9.37 miles west of Cheshire
  • Has swimming pool: Wheelchair-accessible pool.
  • 3-star property
  • Check in time: 3:00 PM - anytime
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Very Good 8.2 /10 Review Score Call BookMore Details
Holiday Inn Express Southington by IHG 120 Laning St, Southington, CT 06489 ~9.42 miles north of Cheshire
  • Pool details: Outdoor seasonal pool, Fence around pool. The seasonal pool will be open from May to September. Pool access available from 6 AM to 10 PM.
  • Affordable property
  • 122 sleeping rooms in hotel
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Very Good 8.6 /10 Read Reviews Call BookMore Details
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Hampton Inn & Suites by Hilton North Haven 700 Universal Dr. North, North Haven, CT 06473 ~9.66 miles south of Cheshire
  • Has swimming pool: Wheelchair-accessible pool.
  • 3-star property
  • Check in time: 3:00 PM
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Excellent 9.2 /10 Review Score Call BookMore Details
Days Inn by Wyndham Berlin Meriden 2387 Berlin Turnpike, Berlin, CT 06037 ~9.74 miles northeast of Cheshire
  • Has swimming pool: Outdoor seasonal pool. The seasonal pool will be open from May to September. Pool access available from 11:00 AM to 8:00 PM.
  • Low-priced hotel
  • 2 floors in hotel
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Average 7.0 /10 Review Score Call BookMore Details
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Best Western Plus New England Inn & Suites 2253 Berlin Tpke, Berlin, CT 06037 ~9.94 miles northeast of Cheshire
  • Our hotel comes with a pool
  • Affordable hotel
  • Free comp. breakfast
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
DoubleTree by Hilton Hotel Bristol Connecticut 42 Century Dr, Bristol, CT 06010 ~10.73 miles north of Cheshire
  • Includes a pool: Wheelchair-accessible pool.
  • 4-star property
  • 19 suites in property
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Excellent 9.0 /10 Reviews Call BookMore Details
Home2 Suites by Hilton Bristol 90 CENTURY DRIVE, Bristol, CT 06011 ~10.75 miles north of Cheshire
  • Pool available: Access to nearby indoor pool. Pool access available from 6:00 AM to 10:00 PM.
  • Affordable property
  • Check in: 4:00 PM
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Excellent 9.1 /10 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Plainville 400 New Britain Ave, Plainville, CT 06062 ~12.55 miles north of Cheshire
  • Pool in hotel: Swimming pool, Wheelchair-accessible pool. Pool access available from 7 AM to 10 PM.
  • Midscale property
  • Check-in: 3:00 PM - anytime
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Very Good 8.4 /10 Reviews Call BookMore Details
Courtyard by Marriott Hartford Cromwell 4 Sebethe Dr, Cromwell, CT 06416 ~12.75 miles northeast of Cheshire
  • Includes a pool: Wheelchair-accessible pool.
  • 3 star hotel
  • Hotel has 145 rooms
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Very Good 8.6 /10 Review Score Call BookMore Details
Springhill Suites by Marriott Hartford Cromwell 76 Berlin Road, Cromwell, CT 06416 ~13.19 miles northeast of Cheshire
  • Has swimming pool: Pool hoist on site, Wheelchair-accessible pool.
  • 3 star property
  • Free breakfast
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Wyndham Southbury 1284 Strongtown Road, Southbury, CT 06488 ~13.34 miles west of Cheshire
  • Includes a pool
  • 3-star property
  • 193 sleeping rooms in hotel
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Average 7.8 /10 Reviews Call BookMore Details
Inn at Middletown 70 Main Street, Middletown, CT 06457 ~13.93 miles east of Cheshire
  • Pool available: Pool sun loungers.
  • 3 star hotel
  • Hotel has 12 suites
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven 400 Sargent Dr, New Haven, CT 06511 ~14.05 miles south of Cheshire
  • With a pool!
  • 3 star property
  • Pets Welcome
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Poor 5.7 /10 Latest Reviews Call BookMore Details
Home2 Suites by Hilton East Haven New Haven 30 Frontage Rd, East Haven, CT 06512 ~14.76 miles south of Cheshire
  • Includes a pool
  • Affordable hotel
  • Pets Welcome
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Excellent 9.6 /10 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / Farmington 301 Colt Hwy, Farmington, CT 06032 ~15.23 miles north of Cheshire
  • Pool details: Wheelchair-accessible pool. Pool access available from 8:00 AM to 10:00 PM.
  • Midscale hotel
  • 124 rooms in property
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Excellent 9.0 /10 Recent Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG 309 East Main St, Branford, CT 06405 ~15.41 miles southeast of Cheshire
  • Includes a pool: Wheelchair-accessible pool.
  • Affordable property
  • Check in time: 3:00 PM - anytime
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Very Good 8.8 /10 Review Score Call BookMore Details
Baymont by Wyndham Branford / New Haven 3 Business Park Dr, Branford, CT 06405 ~15.66 miles southeast of Cheshire
  • Includes a pool: Swimming pool.
  • Affordable hotel
  • Pets Welcome
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Average 6.6 /10 Recent Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South 685 Cromwell Ave, Rocky Hill, CT 06067 ~15.74 miles northeast of Cheshire
  • Has swimming pool: Wheelchair-accessible pool. Pool access available from 6 AM to 11 PM.
  • Mid-scale property
  • Fitness center on property
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Excellent 9.2 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill 680 Cromwell Ave, Rocky Hill, CT 06067 ~15.75 miles northeast of Cheshire
  • Pool available: Wheelchair-accessible pool. Pool access available from 7:00 AM to 11:00 PM.
  • Three Star property
  • Free breakfast available
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Very Good 8.6 /10 Guest Reviews Call BookMore Details
Holiday Inn Express Hartford – Newington by IHG 2553 Berlin Turnpike, Newington, CT 06111 ~16.10 miles northeast of Cheshire
  • Pool in hotel
  • 3 star hotel
  • Fitness center on property
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Very Good 8.0 /10 Read Reviews Call BookMore Details
Sheraton Hartford South Hotel 100 Capital Blvd, Rocky Hill, CT 06067 ~16.18 miles northeast of Cheshire
  • Pool in hotel: Wheelchair-accessible pool.
  • Mid-scale hotel
  • Check in time: 3:00 PM - midnight
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Hampton Inn & Suites New Haven - South - West Haven 510 Saw Mill Rd, West Haven, CT 06516 ~16.20 miles south of Cheshire
  • Pool in hotel: Pool hoist on site, Wheelchair-accessible pool.
  • Affordable property
  • Check-in: 3:00 PM - 2:00 AM
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Very Good 8.4 /10 Guest Reviews Call BookMore Details
Best Western Executive Hotel of New Haven - West Haven 490 Saw Mill Rd, West Haven, CT 06516 ~16.21 miles south of Cheshire
  • Has swimming pool: Swimming pool. Pool access available from 6:00 AM to 10:00 PM.
  • Three Star hotel
  • Hotel has an eco-friendly policy See policy
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Very Good 8.2 /10 Latest Reviews Call BookMore Details
The Farmington Inn & Suites 827 Farmington Ave, Farmington, CT 06032 ~16.30 miles north of Cheshire
  • Pool in hotel
  • Three Star hotel
  • 72 rooms in hotel
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Very Good 8.8 /10 Review Score Call BookMore Details
Heritage Hotel Golf & Conference Center 522 Heritage Road, Southbury, CT 06488 ~16.62 miles west of Cheshire
  • Pool details: Pool umbrellas, Pool hoist on site, Wheelchair-accessible pool, Billiards or pool table, Outdoor seasonal pool. The seasonal pool will be open from May to August. Pool access available from 6:00 AM to 8:00 PM.
  • Mid-scale hotel
  • Fitness center on property
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Very Good 8.4 /10 Hotel Reviews Call BookMore Details
Courtyard by Marriott Farmington 1583 Southeast Rd, Newington, CT 06032 ~16.86 miles northeast of Cheshire
  • Pool in hotel: Wheelchair-accessible pool.
  • Midscale hotel
  • Hotel has 4 floors
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Very Good 8.8 /10 Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington 2 Farm Glen Blvd, Farmington, CT 06032 ~16.93 miles north of Cheshire
  • Pool available: Wheelchair-accessible pool.
  • Midscale hotel
  • Fitness center on property
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Very Good 8.4 /10 Recent Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford 136 Marsh Hill Rd, Orange, CT 06477 ~17.40 miles south of Cheshire
  • Pool details: Wheelchair-accessible pool, Outdoor seasonal pool. The seasonal pool will be open from May to September.
  • 3-star property
  • 121 sleeping rooms in hotel
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Very Good 8.4 /10 Read Reviews Call BookMore Details
Homewood Suites by Hilton Orange New Haven 99 Marsh Hill Road, Orange, CT 06477 ~17.64 miles south of Cheshire
  • Pool details: Wheelchair-accessible pool.
  • Midscale hotel
  • Fitness center on property
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Excellent 9.2 /10 Read Reviews Call BookMore Details
Holiday Inn Express Hartford South - Rocky Hill by IHG 20 Waterchase Drive, Rocky Hill, CT 06067 ~17.98 miles northeast of Cheshire
  • Has swimming pool: Pool umbrellas, Outdoor seasonal pool, Pool sun loungers. The seasonal pool will be open from May to August. Pool access available from 9 AM to 9 PM.
  • Midscale property
  • 4 floors in hotel
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Very Good 8.8 /10 Recent Reviews Call BookMore Details
Comfort Inn Wethersfield - Hartford 1330 Silas Deane Hwy, Wethersfield, CT 06109 ~18.30 miles northeast of Cheshire
  • We have a pool ready for use
  • 3-star property
  • Hotel has 100 rooms
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Poor 4.7 /10 Review Score Call BookMore Details
Hilton Garden Inn Shelton 25 Old Stratford Rd, Shelton, CT 06484 ~18.96 miles southwest of Cheshire
  • Pool in hotel: Wheelchair-accessible pool, Pool sun loungers. Pool access available from 10:00 AM to 9:00 PM.
  • Three Star property
  • Hotel has 3 suites
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Very Good 8.0 /10 Recent Reviews Call BookMore Details
Hampton Inn by Hilton Shelton 695 Bridgeport Ave, Shelton, CT 06484 ~19.09 miles southwest of Cheshire
  • Has swimming pool: Swimming pool, Wheelchair-accessible pool. Pool access available from 9:00 AM to 9:00 PM.
  • 3 star property
  • Pets are OK
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Very Good 8.4 /10 Latest Reviews Call BookMore Details
Hilton Garden Inn Milford 291 Old Gate Lane, Milford, CT 06460 ~19.34 miles south of Cheshire
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 9:00 AM to 10:00 PM.
  • 3-star property
  • 4 floors in hotel
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Very Good 8.8 /10 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Milford by IHG 278 Old Gate Ln, Milford, CT 06460 ~19.35 miles south of Cheshire
  • Includes a pool: Pool hoist on site, Wheelchair-accessible pool. Pool access available from 6 AM to 10 PM.
  • 3-star property
  • Check in time: 3:00 PM - 2:00 AM
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Very Good 8.0 /10 Reviews Call BookMore Details
Courtyard by Marriott Shelton 780 Bridgeport Ave, Shelton, CT 06484 ~19.43 miles southwest of Cheshire
  • Pool available: Wheelchair-accessible pool.
  • Mid-scale property
  • Check-in time: 3:00 PM - 1:00 AM
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Hyatt House Shelton 830 Bridgeport Ave, Shelton, CT 06484 ~19.63 miles southwest of Cheshire
  • Pool in hotel: Billiards or pool table.
  • Affordable property
  • Hotel has 4 floors
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Very Good 8.6 /10 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Stratford 6905 Main St, Stratford, CT 06614 ~20.13 miles southwest of Cheshire
  • Pool available: Wheelchair-accessible pool.
  • Midscale property
  • Has environment-friendly policy See policy
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Very Good 8.8 /10 Read Reviews Call BookMore Details
Residence Inn by Marriott Shelton Fairfield County 1001 Bridgeport Avenue, Shelton, CT 06484 ~20.53 miles southwest of Cheshire
  • Our hotel comes with a pool
  • 3-star hotel
  • Check-in: 15:00
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