Cheshire Hotels with Outdoor or Indoor Pools

Homewood Suites by Hilton Wallingford Meriden
+1-888-389-4121
90 Miles Dr., Wallingford, CT 06492 +1-888-389-4121 ~6.89 miles east of Cheshire
  • Includes a swimming pool
  • 3 star Suburban hotel
From$105
Very good 4.5 /5 Read Reviews Call BookMore Details
Clarion Inn North Haven
+1-888-675-2083
201 Washington Ave., North Haven, CT 06473 +1-888-675-2083 ~7.22 miles southeast of Cheshire
  • Pool in hotel: Indoor Pool 7am-11pm 4ft to 10 ft deep
  • Midscale Suburban hotel
From$79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Wallingford / Meriden : 1181 Barnes Rd.
+1-800-716-8490
1181 Barnes Rd., Wallingford, CT 06492 +1-800-716-8490 ~7.24 miles east of Cheshire
  • Pool in hotel: Indoor Salt Water Pool
  • Affordable Suburban hotel
From$63
Very good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Waterbury Downtown
+1-800-805-5223
63 Grand St., Waterbury, CT 06702 +1-800-805-5223 ~8.01 miles west of Cheshire
  • Pool in hotel: 6am to 11pm 25ft indoor heated pool
  • 3-star Downtown hotel
From$87
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hamden Hotel & Suites New Haven
+1-888-965-1860
2260 Whitney Ave., Hamden, CT 06518 +1-888-965-1860 ~8.13 miles south of Cheshire
  • Includes a pool: The indoor pool is open from 12am to 9pm daily. The pool is 4ft deep.
  • Mid-scale Suburban hotel
From$45
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Waterbury
+1-888-788-5576
777 Chase Pkwy., Waterbury, CT 06708 +1-888-788-5576 ~9.37 miles west of Cheshire
  • Has a pool!
  • Affordable Suburban property
From$79
Very good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Southington An Ihg Hotel : 120 Laning St.
+1-888-897-9207
120 Laning St., Southington, CT 06489 +1-888-897-9207 ~9.38 miles north of Cheshire
  • Pool in hotel: Outdoor pool. The hours are 6AM-10PM.
  • Midscale Suburban property
From$60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Days Inn by Wyndham Berlin Meriden
+1-888-311-4278
2387 Berlin Turnpike, Berlin, CT 06037 +1-888-311-4278 ~9.73 miles northeast of Cheshire
  • Has swimming pool: Large outdoor pool. Hours from 7am - 10pm.
  • Cheap hotel
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Plus New England Inn & Suites - Berlin
+1-888-469-4795
2253 Berlin Turnpike, Berlin, CT 06037 +1-888-469-4795 ~9.93 miles northeast of Cheshire
  • Pool in hotel: 20,000 Gallon heated indoor pool.
  • Three Star Suburban hotel
From$68
Very good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Plainville - Plainville
+1-888-734-9421
400 New Britain Ave., Plainville, CT 06062 +1-888-734-9421 ~12.51 miles north of Cheshire
  • Has swimming pool: Indoor pool open 7am to 10pm
  • Affordable Highway property
From$92
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Hartford Cromwell in Cromwell
+1-888-841-5292
4 Sebethe Dr., Cromwell, CT 06416 +1-888-841-5292 ~12.70 miles northeast of Cheshire
  • Pool details: Indoor Pool, saunas.
  • Midscale Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Wyndham Southbury in Southbury
+1-888-455-5160
1284 Strongtown Rd., Southbury, CT 06488 +1-888-455-5160 ~13.27 miles west of Cheshire
  • Includes a pool: Indoor Pool
  • Mid-scale Mountain hotel
From$79
Average 3.5 /5 Read Reviews Call BookMore Details
New Haven Hotel in New Haven
+1-888-965-8297
229 George St., New Haven, CT 06510 +1-888-965-8297 ~13.36 miles south of Cheshire
  • Has swimming pool: We do not have a pool.
  • 3-star Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Inn at Middletown in Middletown
+1-888-906-6358
70 Main St., Middletown, CT 06457 +1-888-906-6358 ~13.88 miles east of Cheshire
  • Pool details: 6:00am - 10:00pm Indoor Pool
  • Three Star Downtown hotel
From$99
Very good 4.5 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham New Haven : 400 Sargent Dr.
+1-888-749-6785
400 Sargent Dr., New Haven, CT 06511 +1-888-749-6785 ~14.05 miles south of Cheshire
  • Has swimming pool
  • Three Star Downtown hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Home2 Suites
+1-888-878-9982
30 Frontage Rd., East Haven, CT 06512 +1-888-878-9982 ~14.76 miles south of Cheshire
  • Pool details: Indoor Saline Pool open daily from 9:00am to 10:00pm
  • Luxury Five Star Suburban hotel
From$150
Average 3.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven
+1-888-389-4485
3 Business Park Dr., Branford, CT 06405 +1-888-389-4485 ~15.64 miles southeast of Cheshire
  • Pool details: Brand New Indoor Heated Pool. Open 7 am to 7 pm. 20 ft x 10 ft
  • Economical Suburban hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Rocky Hill - Hartford South
+1-888-389-4121
685 Cromwell Ave., Rocky Hill, CT 06067 +1-888-389-4121 ~15.67 miles northeast of Cheshire
  • Pool in hotel: Indoor Heated Salt Water Pool open daily from 7am - 10pm.
  • Affordable Suburban hotel
From$105
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford Rocky Hill
+1-888-675-2083
680 Cromwell Ave., Rocky Hill, CT 06067 +1-888-675-2083 ~15.72 miles northeast of Cheshire
  • Has swimming pool: Indoor
  • Midscale Suburban property
From$80
Very good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Hartford South Hotel in Rocky Hill
+1-800-716-8490
100 Capital Blvd., Rocky Hill, CT 06067 +1-800-716-8490 ~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
  • High-end Suburban property
From$89
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Executive Hotel of New Haven-West Haven
+1-800-805-5223
490 Saw Mill Rd., West Haven, CT 06516 +1-800-805-5223 ~16.20 miles south of Cheshire
  • Pool available: from 6am-10pm daily.
  • Affordable Highway property
From$76
Average 3.0 /5 Recent Reviews Call BookMore Details
Heritage Hotel, Golf, Spa & Conf Ctr, BW Premier Collection in Southbury
+1-888-965-1860
522 Heritage Rd., Southbury, CT 06488 +1-888-965-1860 ~16.57 miles west of Cheshire
  • Has swimming 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'
  • High-end Rural property
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Hartford-Farmington : 2 Farm Glen Blvd.
+1-888-788-5576
2 Farm Glen Blvd., Farmington, CT 06032 +1-888-788-5576 ~16.84 miles north of Cheshire
  • Has swimming pool: Our large indoor, heated swimming pool is open daily from 9am-10am.
  • Three Star Suburban property
From$99
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Farmington
+1-888-897-9207
1583 Southeast Rd., Farmington, CT 06032 +1-888-897-9207 ~16.84 miles northeast of Cheshire
  • Has swimming pool: Indoor pool
  • 3-star Suburban property
From$59
Very good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott New Haven Orange-Milford
+1-888-311-4278
136 Marsh Hill Rd., Orange, CT 06477 +1-888-311-4278 ~17.45 miles south of Cheshire
  • Pool in hotel: Outdoor Seasonal Pool and Fire pit
  • Mid-scale Suburban property
From$80
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Wethersfield Hartford : 1330 Silas Deane Highway
+1-888-469-4795
1330 Silas Deane Highway, Wethersfield, CT 06109 +1-888-469-4795 ~18.26 miles northeast of Cheshire
  • Has swimming pool: Indoor pool with hot tub.
  • Three Star Highway property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn by Hilton Shelton
+1-888-734-9421
695 Bridgeport Ave., Shelton, CT 06484 +1-888-734-9421 ~19.05 miles southwest of Cheshire
  • Pool available: Indoor heated pool featuring a 150 foot waterslide Open daily from 6:00 am to 10:00 pm
  • Mid-scale Suburban property
From$89
Very good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Shelton
+1-888-841-5292
780 Bridgeport Ave., Shelton, CT 06484 +1-888-841-5292 ~19.31 miles southwest of Cheshire
  • Includes a pool: Indoor Heated Pool Square Feet - 1284 Hours: 6am - 10pm
  • Affordable Suburban hotel
From$85
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Milford An Ihg Hotel : 278 Old Gate Lane
+1-888-455-5160
278 Old Gate Lane, Milford, CT 06460 +1-888-455-5160 ~19.35 miles south of Cheshire
  • Includes a pool: 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!
  • Economy Highway hotel
From$104
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Shelton : 830 Bridgeport Ave.
+1-888-965-8297
830 Bridgeport Ave., Shelton, CT 06484 +1-888-965-8297 ~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
From$94
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn Shelton Fairfield County
+1-888-906-6358
1001 Bridgeport Ave., Shelton, CT 06484 +1-888-906-6358 ~20.60 miles southwest of Cheshire
  • Has swimming pool: Seasonal outdoor pool open 9:00AM to 9:00PM during summer season.
  • Affordable Suburban property
From$80
Average 3.0 /5 Review Score Call BookMore Details
Best Western Hartford Hotel & Suites : 185 Brainard Rd.
+1-888-749-6785
185 Brainard Rd., Hartford, CT 06114 +1-888-749-6785 ~20.62 miles northeast of Cheshire
  • Pool available: We have a seasonal outdoor heated pool open Memorial Day - Labor Day.
  • Midscale Downtown property
From$77
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Hartford South / Glastonbury - Glastonbury
+1-888-878-9982
85 Glastonbury Blvd., Glastonbury, CT 06033 +1-888-878-9982 ~21.43 miles northeast of Cheshire
  • Pool details: Indoor Pool and Whirlpool Hot Tub 5am-10pm
  • Three Star Suburban hotel
From$129
Very good 4.5 /5 Reviews Call BookMore Details
Homewood Suites by Hilton-Hartford South-Glastonbury, CT
+1-888-389-4485
65 Glastonbury Blvd., Glastonbury, CT 06033 +1-888-389-4485 ~21.50 miles northeast of Cheshire
  • Pool details: 9AM to 9PM, outdoor seasonal pool
  • Three Star Suburban hotel
From$99
Very good 4.0 /5 Reviews Call BookMore Details
Marriott Hartford Downtown
+1-888-389-4121
200 Columbus Blvd., Hartford, CT 06103 +1-888-389-4121 ~21.98 miles northeast of Cheshire
  • We have a pool
  • Four star Downtown hotel
From$169
Very good 4.0 /5 Guest Reviews Call BookMore Details
Trumbull Marriott Shelton : 180 Hawley Ln
+1-888-675-2083
180 Hawley Ln, Trumbull, CT 06611 +1-888-675-2083 ~22.10 miles southwest of Cheshire
  • Pool available: 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.
  • 3-star Suburban hotel
From$93
Very good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Hartford Avon : 55 Simsbury Rd.
+1-800-716-8490
55 Simsbury Rd., Avon, CT 06001 +1-800-716-8490 ~22.16 miles north of Cheshire
  • Includes a pool: Seasonal outdoor swimming pool and hot tub. Hours 9:00 AM - 9:00 PM.
  • Mid-scale Suburban property
From$80
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Hartford / East Hartford
+1-800-805-5223
351 Pitkin St., East Hartford, CT 06108 +1-800-805-5223 ~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
From$89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield / Towneplace Suites Hartford - East Hartford
+1-888-965-1860
363 Roberts St., East Hartford, CT 06108 +1-888-965-1860 ~23.72 miles northeast of Cheshire
  • Has swimming pool: Indoor Pool. Goes up to 6ft deep Open 7:00AM- 10:00PM
  • 3 star Highway property
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Quality Suites - Stratford
+1-888-788-5576
1500 South Ave., Stratford, CT 06615 +1-888-788-5576 ~24.87 miles southwest of Cheshire
  • Pool in hotel: 6AM to 10PM indoor pool @ 30x18"
  • Midscale Suburban hotel
From$87
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Bridgeport Trumbull Fairfield An Ihg Hotel : 1070 Main St.
+1-888-897-9207
1070 Main St., Bridgeport, CT 06604 +1-888-897-9207 ~26.49 miles southwest of Cheshire
  • Pool available: Our indoor pool is open from 7am-10pm year-round.
  • Three Star Downtown property
From$95
Very good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd.
+1-888-311-4278
116 Newtown Rd., Danbury, CT 06810 +1-888-311-4278 ~26.61 miles west of Cheshire
  • Pool in hotel: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Affordable Highway property
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel - Danbury
+1-888-469-4795
80 Newtown Rd., Danbury, CT 06810 +1-888-469-4795 ~27.15 miles west of Cheshire
  • Pool details: Seasonal Outdoor Pool
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Hartford/Windsor - Windsor
+1-888-734-9421
100 Dunfey Lane, Windsor, CT 06095 +1-888-734-9421 ~27.63 miles northeast of Cheshire
  • Pool in hotel: Outdoor pool only open Memorial Day - Labor Day 10a-10p daily.
  • Midscale Highway hotel
From$96
Average 3.0 /5 Reviews Call BookMore Details
Water's Edge Resort & Spa
+1-888-841-5292
1525 Boston Post Rd., Westbrook, CT 06498 +1-888-841-5292 ~28.43 miles southeast of Cheshire
  • Pool available: Our indoor pool is open all year from 7AM-9PM Our outdoor pool is open during the summer months.
  • Midscale Beach property
From$159
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt House Hartford North / Windsor - Windsor
+1-888-455-5160
200 Corporate Dr., Windsor, CT 06095 +1-888-455-5160 ~28.45 miles northeast of Cheshire
  • Pool available: Indoor heated pool and whirlpool 6 am - 9 pm *Limit four (4) guests per room
  • 3-star Suburban hotel
From$89
Average 3.0 /5 Review Score Call BookMore Details
Newly Remodeled Residence Inn by Marriott Hartford Manchester in Manchester
+1-888-965-8297
201 Hale Rd., Manchester, CT 06042 +1-888-965-8297 ~28.91 miles northeast of Cheshire
  • Has swimming pool: Seasonal heated outdoor pool and hot tub
  • Midscale Suburban property
From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Ethan Allen Hotel
+1-888-906-6358
21 Lake Ave. Ext, Danbury, CT 06811 +1-888-906-6358 ~30.83 miles west of Cheshire
  • Pool available: Our outdoor pool is open Memorial day through labor day.
  • Midscale Suburban hotel
From$85
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Hartford/Airport in Windsor
+1-888-749-6785
2168 Poquonock Ave., Windsor, CT 06095 +1-888-749-6785 ~31.11 miles northeast 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 10:00 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.
  • Affordable Airport hotel
From$82
Very good 4.0 /5 Reviews Call BookMore Details
DoubleTree by Hilton Hartford - Bradley Airport : 16 Ella Grasso Turnpike
+1-888-878-9982
16 Ella Grasso Turnpike, Windsor Locks, CT 06096 +1-888-878-9982 ~31.32 miles northeast of Cheshire
  • Pool in hotel: The hotel offers an indoor heated pool. It is open from 7am-10pm daily
  • 3 star Airport property
From$80
Average 3.0 /5 Reviews Call BookMore Details
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