Chesapeake City Hotels with Pools - Outdoor/Indoor Pools in Chesapeake City MD

Chesapeake City 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 Chesapeake City, MD for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Chesapeake City Maryland hotel and motel rooms for children. Review the list of Chesapeake City hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.

Chesapeake City Hotels with Outdoor or Indoor Pools

Hampton Inn Middletown 117 Sandhill Dr., Middletown, DE 19709 Call ~6.98 miles southeast of Chesapeake City
  • We have a pool ready for use
  • Affordable Suburban property
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From$112 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Elkton 2 Warner Rd., Elkton, MD 21921 Call ~7.11 miles north of Chesapeake City
  • Pool in hotel: 9am- 10pm
  • Midscale Highway hotel
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From$142 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Exp Stes Middletown : 315 Auto Park Dr. 315 Auto Park Dr., Middletown, DE 19709 Call ~7.29 miles southeast of Chesapeake City
  • Pool details: Indoor Pool, open year round
  • Mid-scale Suburban hotel
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From$84 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Newark Elkton in Elkton 304 Belle Hill Rd., Elkton, MD 21921 Call ~7.35 miles north of Chesapeake City
  • Pool details: In-door, Heated, Hours: 6am-10pm
  • Economical Rural property
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From$72 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Elkton - University Area by IHG - Elkton 1570 Elkton Rd., Elkton, MD 21921 Call ~8.16 miles north of Chesapeake City
  • Pool in hotel: Indoor Pool. 8:00am until 10 pm.
  • 3 star Highway property
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From$112 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Embassy Suites by Hilton Newark Wilmington South 654 South College Ave., Newark, DE 19713 Call ~9.38 miles north of Chesapeake City
  • Includes a pool: Indoor pool and spa, open from 6am to 11pm
  • Three Star Suburban property
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From$142 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites 1 Center Dr., North East, MD 21901 Call ~9.76 miles northwest of Chesapeake City
  • Pool details: Indoor heated pool and whirlpool-open year round and open daily until 11:00pm - also adjacent to the 24-hour fitness center.
  • Midscale Rural property
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From$80 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Wingate by Wyndham North East - North East 39 Elwoods Rd., North East, MD 21901 Call ~10.96 miles northwest of Chesapeake City
  • Pool details: Indoor pool and hot tub open from 9:00am until 10:00pm. All minors must be accompanied by an adult.
  • Mid-scale Rural property
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From$85 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Newark/Christiana Inn in Bear 875 Pulaski Highway, Bear, DE 19701 Call ~11.29 miles northeast of Chesapeake City
  • Pool in hotel: We have an indoor pool the is up to 5 feet deep. Our pool and hot tub is open 7:00 am - 11:00 pm daily.
  • 2-star Highway hotel
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From$78 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Staybridge Suites Wilmington-Newark by IHG - Newark 270 Chapman Rd., Newark, DE 19702 Call ~11.94 miles northeast of Chesapeake City
  • Pool details: Seasonal, open from Memorial day - Labor Day, pool hours are 10am-9pm 7 days per week during the summer season.
  • Three Star Highway hotel
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From$102 total
Very Good 4.0 /5 Reviews Call BookMore Details
Ramada by Wyndham Newark/Wilmington in Newark 260 Chapman Rd., Newark, DE 19702 Call ~11.98 miles northeast of Chesapeake City
  • Pool in hotel: Outdoor pool with gazebo and sundeck
  • Affordable Highway property
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From$63 total
Average 3.5 /5 Review Score Call BookMore Details
Hilton Wilmington / Christiana 100 Continental Dr., Newark, DE 19713 Call ~13.58 miles northeast of Chesapeake City
  • Includes a pool: Outdoor pool
  • 4-star Suburban property
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From$82 total
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Select Newark Christiana Mall : 48 Geoffrey Dr. 48 Geoffrey Dr., Newark, DE 19713 Call ~13.61 miles northeast of Chesapeake City
  • Pool details: Our property has an indoor pool. The area is open daily from morning until evening.
  • Three Star Suburban hotel
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From$96 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Newark Delaware 65 Geoffrey Dr., Newark, DE 19713 Call ~13.63 miles northeast of Chesapeake City
  • Pool details: Exterior seasonal pool open 9 am - 9 pm
  • Mid-scale Highway property
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Wilmington New Castle - New Castle 2117 North Dupont Highway, New Castle, DE 19720 Call ~17.33 miles northeast of Chesapeake City
  • Pool available: Heated Indoor Pool 7:00am-11:00pm
  • Midscale Downtown property
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From$126 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn N Stes Marriott 907 Barnett Lane, Aberdeen, MD 21001 Call ~19.84 miles west of Chesapeake City
  • Our hotel comes with a pool
  • 3-star property
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From$108 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Home2 Suites by Hilton Baltimore / Aberdeen Md in Aberdeen 20 Newton Rd., Aberdeen, MD 21001 Call ~19.91 miles west of Chesapeake City
  • Includes a pool: **Pool is temporarily closed for extensive maintenance.
  • 2 star Suburban property
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From$72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Aberdeen by IHG 1007 Beards Hill Rd., Aberdeen, MD 21001 Call ~19.93 miles west of Chesapeake City
  • Includes a pool: Enjoy a relaxing dip in our indoor-heated salt water pool. The pool is located on the first floor and has direct access to our outdoor patio area. Pool is open daily from 8am-10pm.
  • Mid-scale Highway property
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From$176 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Aberdeen in Aberdeen 1050 Beards Hill Rd., Aberdeen, MD 21001 Call ~19.93 miles west of Chesapeake City
  • Includes a pool: FREE INDOOR W/ HOT TUB
  • Mid-scale Suburban property
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From$132 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Baltimore/Aberdeen in Aberdeen 795 West Bel Air Ave., Aberdeen, MD 21001 Call ~20.13 miles west of Chesapeake City
  • Pool available: Indoor pool
  • 2 star Highway property
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From$106 total
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Hotel Downtown Wilmington Legal District 700 North King St., Wilmington, DE 19801 Call ~20.19 miles northeast of Chesapeake City
  • Has swimming pool: The hotel houses an indoor pool.
  • 3-star Downtown hotel
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From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Fairfield Inn by Marriott Kennett Square Brandywine Valley 719 East Baltimore Pike, Kennett Square, PA 19348 Call ~22.20 miles north of Chesapeake City
  • Pool available: Indoor heated pool open 6am-10pm daily. Room key needed to access.
  • 3-star Rural property
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From$118 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Towneplace Suites Edgewood Aberdeen in Belcamp 1357 Belcamp Rd., Belcamp, MD 21017 Call ~23.46 miles west of Chesapeake City
  • Pool details: Our indoor heated pool is open from 7 am to 10 pm.
  • Mid-scale Rural hotel
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From$106 total
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Belcamp Aberdeen Area An Ihg Hotel - Belcamp 1326 Policy Dr., Belcamp, MD 21017 Call ~23.66 miles west of Chesapeake City
  • Has swimming pool: Indoor Heated Pool. Open from 9am - 10pm daily.
  • Three Star Suburban property
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Kennett Square 815 East Baltimore Pike, Kennett Square, PA 19348 Call ~23.71 miles north of Chesapeake City
  • Includes a pool: 5AM-10PM
  • 3 star Suburban hotel
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From$178 total
Average 3.0 /5 Reviews Call BookMore Details
Country Inn & Suites by Radisson Bel Air / Aberdeen Md 1435 Handlir Dr., Bel Air, MD 21015 Call ~23.79 miles west of Chesapeake City
  • Pool details: Outdoor Pool, open Memorial Day - Labor Day
  • Three Star Rural property
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From$94 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Bel Air - Bel Air 4170 Philadelphia Rd., Bel Air, MD 21015 Call ~24.00 miles west of Chesapeake City
  • Pool details: 9 AM - 10 PM During Covid 19 we are limiting the amount of people in pool area and scheduling pool time at front desk
  • Mid-scale Suburban property
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From$190 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Dover 1706 North Dupont Highway, Dover, DE 19901 Call ~26.78 miles southeast of Chesapeake City
  • Includes a pool: Pool open daily form 8am-10pm.
  • 3-star Suburban property
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From$100 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Wingate by Wyndham Bel Air I 95 Exit 77a / Apg Area - Edgewood 1807 Edgewood Rd., Edgewood, MD 21040 Call ~26.88 miles west of Chesapeake City
  • Includes a pool
  • 3 star Suburban property
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From$64 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Brandywine Plaza Hotel : 630 Naamans Rd. 630 Naamans Rd., Claymont, DE 19703 Call ~27.16 miles northeast of Chesapeake City
  • Pool available: We have a seasonal outdoor pool. The pool hours are from 8am to dusk. No glassware is allowed in the pool area.
  • Mid-scale Suburban property
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From$106 total
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Edgewood/Aberdeen-South : 2110 Emmorton Park Rd. 2110 Emmorton Park Rd., Edgewood, MD 21040 Call ~27.20 miles west of Chesapeake City
  • Pool in hotel: Indoor Pool available 6AM to 10PM
  • 3 star Suburban hotel
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From$114 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites : 764 Dover Leipsic Rd. 764 Dover Leipsic Rd., Dover, DE 19901 Call ~27.54 miles southeast of Chesapeake City
  • Includes a swimming pool
  • 3-star Suburban property
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From$99 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Bally's Dover Casino Resort 1131 North Dupont Highway, Dover, DE 19901 Call ~27.85 miles southeast of Chesapeake City
  • Pool details: Open Daily 7:00 AM to 10:00 PM In-door Heated Pool
  • High-end Resort hotel
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From$118 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Glen Mills Concordville 1110 Baltimore Pike, Glen Mills, PA 19342 Call ~27.95 miles northeast of Chesapeake City
  • Pool in hotel: We have an outdoor seasonal pool with sundeck. The pool opens Memorial Day weekend ans stays open through Labor Day. Hours are from 8:00AM until 8:00PM 7 days a week. The pool is equipped with a ADA compliant chair lift and drink service is also available poolside from 4:00PM until 8:00PM Monday through Saturday.
  • Midscale Suburban hotel
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From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Staybridge Suites Wilmington Brandywine Valley in Glen Mills 400 Evergreen Dr., Glen Mills, PA 19342 Call ~28.43 miles northeast of Chesapeake City
  • Has swimming pool: We have a beautiful outdoor pool open in Late May through Late September.
  • Mid-scale Suburban hotel
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From$94 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Philadelphia South Swedesboro 1 Pureland Dr., Swedesboro, NJ 08085 Call ~28.50 miles northeast of Chesapeake City
  • Has swimming pool: Outdoor Seasonal Pool
  • Mid-scale Suburban hotel
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From$81 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn Dover 600 Jefferic Blvd., Dover, DE 19901 Call ~28.71 miles southeast of Chesapeake City
  • Has swimming pool
  • Four star Suburban property
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From$150 total
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Concordville Hotel in Glen Mills 675 Conchester Highway, Glen Mills, PA 19342 Call ~28.76 miles northeast of Chesapeake City
  • Has swimming pool: Indoor, Heated Pool open Daily from 9am-9pm
  • Low Cost Suburban hotel
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From$134 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites West Chester 1310 Wilmington Pike, West Chester, PA 19382 Call ~28.84 miles northeast of Chesapeake City
  • Our hotel comes with a pool
  • 3-star Suburban hotel
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From$94 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wyndham Garden Dover Downtown in Dover 561 North Dupont Highway, Dover, DE 19901 Call ~28.86 miles southeast of Chesapeake City
  • Pool in hotel: We have an outdoor seasonal pool. Open daily 9:00am to 9:00pm Memorial Day to Labor Day.
  • Mid-scale Downtown property
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From$85 total
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Conference Center in West Chester 943 South High St., West Chester, PA 19382 Call ~30.47 miles northeast of Chesapeake City
  • Pool details: Seasonal Outdoor Pool
  • Mid-scale Suburban hotel
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From$56 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Warner : 120 North High St. 120 North High St., West Chester, PA 19380 Call ~31.60 miles north of Chesapeake City
  • Has swimming pool: Heated indoor pool open daily from 6am-10pm.
  • Mid-scale Downtown property
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From$142 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Galaxy Inn 1700 East Lebanon Rd., Dover, DE 19901 Call ~32.46 miles southeast of Chesapeake City
  • Includes a pool: Seasonal outdoor pool. Open from May through September. 12am to 9:00pm.
  • 3 star Suburban property
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From$84 total
Average 3.5 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Gap Amish Country - Gap 812 Pa 41, Gap, PA 17527 Call ~33.47 miles north of Chesapeake City
  • Pool in hotel: Our hotel has an indoor heated pool that is open all year and we maintain 85 water temp for guests comfort
  • Economical Suburban hotel
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From$72 total
Average 3.0 /5 Review Score Call BookMore Details
Home2 Suites by Hilton Downingtown Route 30 in Downingtown 975 East Lancaster Ave., Downingtown, PA 19335 Call ~34.30 miles north of Chesapeake City
  • Pool in hotel: 8am to 11pm, Indoor Pool
  • Low priced Suburban hotel
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From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Clarion Hotel Philadelphia International Airport - Essington 76 Industrial Highway, Essington, PA 19029 Call ~35.17 miles northeast of Chesapeake City
  • Pool available: Outdoor Pool available Seasonally. Open from 8am - 8pm Daily
  • Affordable Airport hotel
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From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Exton An Ihg Hotel 120 North Pottstown Pike, Exton, PA 19341 Call ~35.71 miles north of Chesapeake City
  • Pool details: Outdoor Pool open seasonally from 10am - 9pm,
  • Three Star Suburban property
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From$102 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott White Marsh 8477 Cordon Way, Baltimore, MD 21236 Call ~36.13 miles west of Chesapeake City
  • Pool available: Seasonal Outdoor Pool opens Memorial Day weekend and closed Labor Day weekend.
  • Mid-scale Suburban hotel
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From$106 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Baltimore / White Marsh : 5015 Campbell Blvd. 5015 Campbell Blvd., Baltimore, MD 21236 Call ~36.19 miles west of Chesapeake City
  • Pool available: Indoor Pool
  • Affordable Suburban hotel
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From$106 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Lancaster East Strasburg Pa 1900 Historic Dr., Strasburg, PA 17579 Call ~36.75 miles northwest of Chesapeake City
  • Includes a pool: Indoor Heated Pool open 9 AM - 10 PM. 20 x 40
  • Midscale Rural hotel
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From$94 total
Average 3.0 /5 Review Score Call BookMore Details
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