Chesapeake Hotels with Pools - Outdoor/Indoor Pools in Chesapeake VA

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

Hampton Inn & Suites Chesapeake-Battlefield Blvd. 1421 Battlefield Blvd. North, Chesapeake, VA 23320 Call
  • Includes a pool: Indoor pool and hot tub, open from 8am to 11pm.
  • Affordable Suburban property
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From$69
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Residence Inn by Marriott Chesapeake Greenbrier in Chesapeake 1500 Crossways Blvd., Chesapeake, VA 23320 Call
  • Includes a pool: The indoor heated pool hours are 6:00AM-10:00PM.
  • Midscale Downtown property
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From$99
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Springhill Suites by Marriott Chesapeake in Chesapeake 1446 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool in hotel: 9am-9pm Indoor
  • 3-star Suburban hotel
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From$99
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Aloft Chesapeake in Chesapeake 1454 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool available: 6:00AM-10:00PM Indoor Heated Pool
  • Midscale Suburban property
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From$79
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Homewood Suites by Hilton Chesapeake Greenbrier 1569 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool details: Temporarily Closed
  • Mid-scale Suburban property
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From$98
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Delta Hotels by Marriott Chesapeake Norfolk - Chesapeake 725 Woodlake Dr., Chesapeake, VA 23320 Call
  • Pool details: Indoor Pool Open Daily 6am-11pm
  • Four-star Suburban property
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From$109
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Wingate by Wyndham 817 Greenbrier Circle, Chesapeake, VA 23320 Call
  • Pool available: Heated indoor pool and hot tub. Hours of operation are from 10am to 10pm
  • 3-star Suburban hotel
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From$62
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Comfort Inn & Suites Chesapeake - Portsmouth 3355 South Military Highway, Chesapeake, VA 23323 Call
  • Pool details: Indoor pool 9am-10pm
  • Cheap Beach hotel
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From$50
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Quality Inn & Suites Olde Town 347 Effingham St., Portsmouth, VA 23704 Call ~9.49 miles northwest of Chesapeake
  • Our hotel comes with a pool
  • Low priced Downtown property
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From$59
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Sheraton Norfolk Waterside Hotel - Norfolk 777 Waterside Dr., Norfolk, VA 23510 Call ~9.50 miles north of Chesapeake
  • Pool available: Outdoor pool, open seasonally open from 6am-10pm
  • Mid-scale Downtown hotel
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From$80
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Springhill Suites by Marriott Norfolk Virginia Beach in Norfolk 6350 Newtown Rd., Norfolk, VA 23502 Call ~9.54 miles north of Chesapeake
  • Pool details: Indoor Pool open from 8:00 am to 10:00 pm every day.
  • Affordable Downtown hotel
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From$79
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La Quinta Inn by Wyndham Norfolk Virginia Beach in Virginia Beach 192 Newtown Rd., Virginia Beach, VA 23462 Call ~9.55 miles north of Chesapeake
  • Pool in hotel: Seasonal Outdoor Pool *Note due to Covid 19 some services and amenities may be reduced or not available
  • 3-star Downtown hotel
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From$49
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Courtyard by Marriott Virginia Beach Norfolk 5700 Greenwich Rd., Virginia Beach, VA 23462 Call ~9.70 miles north of Chesapeake
  • Has swimming pool: Seasonal outdoor pool from 9AM to 9PM.
  • Affordable Highway property
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From$80
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Homewood Suites by Hilton Virginia Beach / Norfolk Airport - Virginia Beach 5733 Cleveland St., Virginia Beach, VA 23462 Call ~9.87 miles north of Chesapeake
  • Has swimming pool: Indoor Pool
  • Affordable Downtown hotel
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From$109
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Motel 6 Virginia Beach, VA 4760 Euclid Rd., Virginia Beach, VA 23462 Call ~9.89 miles northeast of Chesapeake
  • We have a pool
  • Inexpensive Downtown hotel
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From$35
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Wyndham Garden Norfolk Downtown - Norfolk 700 Monticello Ave., Norfolk, VA 23510 Call ~10.20 miles north of Chesapeake
  • Pool in hotel: Seasonal, from 9am until 9pm
  • Midscale Downtown property
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From$80
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Crowne Plaza Virginia Beach Town Center by IHG in Virginia Beach 4453 Bonney Rd., Virginia Beach, VA 23462 Call ~10.31 miles northeast of Chesapeake
  • Includes a pool: Indoor Pool open from 7am to 11pm
  • Midscale Downtown property
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From$80
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Holiday Inn Express & Suites Norfolk Airport An Ihg Hotel : 1157 North Military Highway 1157 North Military Highway, Norfolk, VA 23502 Call ~10.41 miles north of Chesapeake
  • Pool in hotel: 7am-11pm
  • 3 star Airport hotel
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From$80
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The Westin Virginia Beach Town Center - Virginia Beach 4535 Commerce St., Virginia Beach, VA 23462 Call ~10.56 miles northeast of Chesapeake
  • Pool in hotel: Pool open 6 am - 11 pm Indoor and Heated 25ft x 50ft
  • Four star Suburban hotel
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From$99
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Hilton Garden Inn Virginia Beach Town Center 252 Town Center Dr., Virginia Beach, VA 23462 Call ~10.76 miles northeast of Chesapeake
  • Has swimming pool: Indoor Pool 6AM-11PM
  • 3 star Downtown property
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From$99
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La Quinta Inns & Suites by Wyndham Norfolk Airport 1387 North Military Highway, Norfolk, VA 23502 Call ~11.10 miles north of Chesapeake
  • Has swimming pool: 6am to 10pm
  • Affordable Airport property
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From$69
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Home2suites by Hilton Norfolk Airport in Norfolk 5620 East Princess Anne Rd., Norfolk, VA 23502 Call ~11.34 miles north of Chesapeake
  • Pool available: Indoor salt water pool, open daily from 7am-11pm.
  • 3 star Airport hotel
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From$80
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Residence Inn by Marriott Norfolk Airport - Norfolk 1590 North Military Highway, Norfolk, VA 23502 Call ~11.59 miles north of Chesapeake
  • Pool details: Indoor Pool. Up to 5ft. Average size. It is open from 9am-10pm. Hotel has converted from chlorine to salt water as of April 2014.
  • Midscale Airport hotel
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From$96
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Sleep Inn Lake Wright Norfolk Airport 1521a Premium Outlets Dr., Norfolk, VA 23502 Call ~11.65 miles north of Chesapeake
  • Has swimming pool: Indoor pool open 1PM-10PM daily.
  • Affordable Airport property
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From$59
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Quality Suites Lake Wright 1521 Premium Outlets Blvd., Norfolk, VA 23502 Call ~11.65 miles north of Chesapeake
  • Pool available: Indoor pool. Open year-round and heated in the winter.
  • Midscale Airport hotel
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From$69
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Red Roof Inn Virginia Beach - Norfolk Airport 5745 Northampton Blvd., Virginia Beach, VA 23455 Call ~12.18 miles north of Chesapeake
  • Pool details: ***outdoor pool pool hours 9.30 am to 10.00pm
  • Two-star property
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From$49
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Best Western Center Inn in Virginia Beach 5718 Northampton Blvd., Virginia Beach, VA 23455 Call ~12.34 miles north of Chesapeake
  • Has swimming pool
  • 3 star Airport hotel
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From$50
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Hampton Inn Norfolk Naval Base 8501 Hampton Blvd., Norfolk, VA 23505 Call ~15.69 miles north of Chesapeake
  • Our hotel comes with a pool
  • Low Cost Suburban hotel
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From$60
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Best Western Plus Holiday Sands Inn & Suites 1330 East Ocean View Ave., Norfolk, VA 23503 Call ~15.95 miles north of Chesapeake
  • Pool available: We have an outdoor seasonal pool which is open from Memorial Day to Labor Day.
  • 2-star Beach property
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From$69
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Courtyard by Marriott Suffolk Chesapeake : 8060 Harbour View Blvd. 8060 Harbour View Blvd., Suffolk, VA 23435 Call ~16.05 miles northwest of Chesapeake
  • Pool in hotel
  • Mid-scale Suburban hotel
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From$67
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Doubletree by Hilton Virginia Beach 1900 Pavilion Dr., Virginia Beach, VA 23451 Call ~16.40 miles northeast of Chesapeake
  • Pool in hotel: We have a indoor swimming pool sure to be enjoyed by all of your guests!
  • Three Star Beach hotel
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From$89
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Towneplace Suites by Marriott Suffolk Chesapeake 8050 Harbour View Blvd., Suffolk, VA 23435 Call ~16.45 miles northwest of Chesapeake
  • Includes a swimming pool
  • Low priced Suburban property
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From$84
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Delta Hotels by Marriott Virginia Beach Bayfront Suites 2800 Shore Dr., Virginia Beach, VA 23451 Call ~16.78 miles northeast of Chesapeake
  • Pool details: Pool is closed for the season Indoor/Outdoor Swimming Pool.
  • 3 star Beach hotel
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From$89
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The Ocean Key Resort - Virginia Beach 424 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.92 miles northeast of Chesapeake
  • Pool details: The hotel features an indoor pool with retractable room, and hot tub. Hours are from 8am - 11pm with adult swim time from 8am - 10am and 9pm - 11pm. 8am - 9pm
  • 3-star Beach property
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From$80
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Turtle Cay Resort - Virginia Beach 600 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.95 miles northeast of Chesapeake
  • Includes a pool: Two outdoor pools and two hot tubs.
  • Three Star Beach property
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From$48
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Beach Quarters Resort - Virginia Beach 501 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.97 miles northeast of Chesapeake
  • Pool available: Indoor Pool Outdoor Pool open seasonally - April - September.
  • 3-star Oceanfront hotel
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From$42
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Red Roof Plus & Suites 1005 Pacific Ave., Virginia Beach, VA 23451 Call ~17.03 miles northeast of Chesapeake
  • Has a pool!
  • Cheap Convention Center hotel
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From$55
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Spark by Hilton : 705 Atlantic Ave. 705 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.03 miles northeast of Chesapeake
  • Pool details: Outdoor Seasonal Pool, open from 8:00 AM - 11:00 PM
  • Low Cost Oceanfront property
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From$100
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Barclay Towers 809 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.07 miles northeast of Chesapeake
  • Pool in hotel: Indoor heated pool and hot tub.
  • Four-star Beach property
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From$125
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Springhill Suites by Marriott Virginia Beach Oceanfront 901 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.08 miles northeast of Chesapeake
  • Has a pool!
  • Mid-scale Resort property
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From$99
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Beach Carousel : 1300 Pacific Ave. 1300 Pacific Ave., Virginia Beach, VA 23451 Call ~17.10 miles northeast of Chesapeake
  • We have a pool
  • Two star Beach hotel
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From$60
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Surfbreak Virginia Beach Oceanfront An Ascend Collection Hotel - Virginia Beach 1101 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.12 miles northeast of Chesapeake
  • Includes a pool: We have a seasonal outdoor pool that opens in April and closes in September. Relax in one of our lounge chairs when you need to take a break from the beach.
  • Mid-scale Oceanfront property
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From$79
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Four Points by Sheraton Virginia Beach Oceanfront - Virginia Beach 1211 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.16 miles northeast of Chesapeake
  • Includes a pool: Indoor Pool with Kiddie Pool Open 8:00AM-10:00PM
  • Four star Oceanfront hotel
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From$125
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Sandcastle Resort : 1307 Atlantic Ave. 1307 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.17 miles northeast of Chesapeake
  • Pool in hotel: 9:30AM to 9:30PM. Indoor seasonally heated pool with large sundeck.
  • Three Star Beach property
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From$74
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The Atrium Resort 315 21st St., Virginia Beach, VA 23451 Call ~17.19 miles northeast of Chesapeake
  • Pool available: The hotel features an indoor pool and hot tub. Hours are from 8am - 11pm with adult swim time from 8am - 10am and 9pm - 11pm. 8am - 9pm
  • Three Star Beach hotel
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From$75
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Boardwalk Resort & Villas 1601 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.23 miles northeast of Chesapeake
  • Has swimming pool: Indoor Pool
  • 3-star Beach hotel
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From$52
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Aqua Vista 1719 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.27 miles northeast of Chesapeake
  • Includes a pool: Seasonal outdoor pool surrounded by lounge chairs
  • Low priced Oceanfront property
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From$60
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Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) : 1801 Atlantic Ave. 1801 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.27 miles northeast of Chesapeake
  • Has swimming pool: Our pool is an indoor pool located on the first floor of the hotel and it is open from 10am-10pm daily. It can accommodate up to about 50 ppl.
  • Mid-scale Beach hotel
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From$71
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Fairfield Inn & Suites by Marriott Virginia Beach Oceanfront 1901 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.28 miles northeast of Chesapeake
  • Has swimming pool
  • 3-star Beach hotel
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From$79
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Holiday Inn Va Beach Oceanside (21st St) An Ihg Hotel : 2101 Atlantic Ave. 2101 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.33 miles northeast of Chesapeake
  • Pool details: Indoor Pool, Hours 8:00 am-11:00 pm
  • 3 star Beach hotel
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From$89
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