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 1421 Battlefield Blvd. North, Chesapeake, VA 23320 Call
  • Pool in hotel: Indoor pool and hot tub, open from 8am to 11pm.
  • 3-star Suburban hotel
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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
  • Pool details: 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 : 1446 Crossways Blvd. 1446 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool in hotel: 9am-9pm Indoor
  • 3-star Suburban property
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From$99
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Aloft Chesapeake : 1454 Crossways Blvd. 1454 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool details: 6:00AM-10:00PM Indoor Heated Pool
  • Midscale Suburban hotel
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From$79
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Homewood Suites by Hilton Chesapeake Greenbrier 1569 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool in hotel: Temporarily Closed
  • 3 star Suburban property
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From$98
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Delta Hotels by Marriott Chesapeake Norfolk in Chesapeake 725 Woodlake Dr., Chesapeake, VA 23320 Call
  • Pool details: Indoor Pool Open Daily 6am-11pm
  • High end Suburban property
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From$109
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Wingate by Wyndham 817 Greenbrier Circle, Chesapeake, VA 23320 Call
  • Pool details: Heated indoor pool and hot tub. Hours of operation are from 10am to 10pm
  • 3 star Suburban property
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From$62
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Comfort Inn & Suites Chesapeake - Portsmouth 3355 South Military Highway, Chesapeake, VA 23323 Call
  • Pool in hotel: Indoor pool 9am-10pm
  • Two star Beach hotel
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From$50
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Quality Inn & Suites Olde Town : 347 Effingham St. 347 Effingham St., Portsmouth, VA 23704 Call ~9.49 miles northwest of Chesapeake
  • Includes a swimming pool
  • 2-star Downtown property
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From$59
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Sheraton Norfolk Waterside Hotel 777 Waterside Dr., Norfolk, VA 23510 Call ~9.50 miles north of Chesapeake
  • Pool details: Outdoor pool, open seasonally open from 6am-10pm
  • Affordable Downtown property
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From$80
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Springhill Suites by Marriott Norfolk Virginia Beach 6350 Newtown Rd., Norfolk, VA 23502 Call ~9.54 miles north of Chesapeake
  • Includes a pool: Indoor Pool open from 8:00 am to 10:00 pm every day.
  • Midscale Downtown hotel
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From$79
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La Quinta Inn by Wyndham Norfolk Virginia Beach : 192 Newtown Rd. 192 Newtown Rd., Virginia Beach, VA 23462 Call ~9.55 miles north of Chesapeake
  • Pool details: Seasonal Outdoor Pool *Note due to Covid 19 some services and amenities may be reduced or not available
  • Mid-scale Downtown property
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From$49
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Courtyard by Marriott Virginia Beach Norfolk - Virginia Beach 5700 Greenwich Rd., Virginia Beach, VA 23462 Call ~9.70 miles north of Chesapeake
  • Pool details: 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 5733 Cleveland St., Virginia Beach, VA 23462 Call ~9.87 miles north of Chesapeake
  • Pool details: Indoor Pool
  • Three Star 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
  • Has a pool!
  • Cheap Downtown property
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From$35
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Wyndham Garden Norfolk Downtown 700 Monticello Ave., Norfolk, VA 23510 Call ~10.20 miles north of Chesapeake
  • Has swimming pool: Seasonal, from 9am until 9pm
  • Affordable Downtown hotel
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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
  • Pool in hotel: Indoor Pool open from 7am to 11pm
  • Three Star Downtown hotel
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From$80
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Holiday Inn Express & Suites Norfolk Airport An Ihg Hotel 1157 North Military Highway, Norfolk, VA 23502 Call ~10.41 miles north of Chesapeake
  • Has swimming pool: 7am-11pm
  • Three Star Airport property
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From$80
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The Westin Virginia Beach Town Center in 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 - Virginia Beach 252 Town Center Dr., Virginia Beach, VA 23462 Call ~10.76 miles northeast of Chesapeake
  • Pool available: Indoor Pool 6AM-11PM
  • 3 star Downtown hotel
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From$99
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La Quinta Inns & Suites by Wyndham Norfolk Airport in Norfolk 1387 North Military Highway, Norfolk, VA 23502 Call ~11.10 miles north of Chesapeake
  • Includes a pool: 6am to 10pm
  • 3-star Airport property
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From$69
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Home2suites by Hilton Norfolk Airport - Norfolk 5620 East Princess Anne Rd., Norfolk, VA 23502 Call ~11.34 miles north of Chesapeake
  • Includes a pool: 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 : 1590 North Military Highway 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.
  • Mid-scale Airport hotel
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From$96
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Sleep Inn Lake Wright Norfolk Airport : 1521a Premium Outlets Dr. 1521a Premium Outlets Dr., Norfolk, VA 23502 Call ~11.65 miles north of Chesapeake
  • Pool details: Indoor pool open 1PM-10PM daily.
  • Midscale Airport hotel
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From$59
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Quality Suites Lake Wright : 1521 Premium Outlets Blvd. 1521 Premium Outlets Blvd., Norfolk, VA 23502 Call ~11.65 miles north of Chesapeake
  • Pool in hotel: Indoor pool. Open year-round and heated in the winter.
  • Mid-scale Airport hotel
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From$69
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Red Roof Inn Virginia Beach - Norfolk Airport in Virginia Beach 5745 Northampton Blvd., Virginia Beach, VA 23455 Call ~12.18 miles north of Chesapeake
  • Pool available: ***outdoor pool pool hours 9.30 am to 10.00pm
  • Low-priced hotel
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From$49
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Best Western Center Inn - Virginia Beach 5718 Northampton Blvd., Virginia Beach, VA 23455 Call ~12.34 miles north of Chesapeake
  • Our hotel comes with a pool
  • Mid-scale Airport property
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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
  • With a pool!
  • Cheap Suburban property
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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
  • Has swimming pool: We have an outdoor seasonal pool which is open from Memorial Day to Labor Day.
  • Inexpensive Beach hotel
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From$69
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Courtyard by Marriott Suffolk Chesapeake 8060 Harbour View Blvd., Suffolk, VA 23435 Call ~16.05 miles northwest of Chesapeake
  • Has a pool!
  • Affordable Suburban hotel
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From$67
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Doubletree by Hilton Virginia Beach - Virginia Beach 1900 Pavilion Dr., Virginia Beach, VA 23451 Call ~16.40 miles northeast of Chesapeake
  • Includes a pool: We have a indoor swimming pool sure to be enjoyed by all of your guests!
  • 3 star Beach property
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From$89
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Towneplace Suites by Marriott Suffolk Chesapeake : 8050 Harbour View Blvd. 8050 Harbour View Blvd., Suffolk, VA 23435 Call ~16.45 miles northwest of Chesapeake
  • Pool in hotel
  • Economical 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
  • Has swimming pool: Pool is closed for the season Indoor/Outdoor Swimming Pool.
  • Mid-scale Beach hotel
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From$89
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The Ocean Key Resort in 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 600 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.95 miles northeast of Chesapeake
  • Has swimming pool: Two outdoor pools and two hot tubs.
  • 3-star Beach hotel
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From$48
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Beach Quarters Resort : 501 Atlantic Ave. 501 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.97 miles northeast of Chesapeake
  • Includes a pool: Indoor Pool Outdoor Pool open seasonally - April - September.
  • 3-star Oceanfront property
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From$42
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Red Roof Plus & Suites - Virginia Beach 1005 Pacific Ave., Virginia Beach, VA 23451 Call ~17.03 miles northeast of Chesapeake
  • Our hotel comes with a pool
  • Low Cost Convention Center hotel
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From$55
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Spark by Hilton - Virginia Beach 705 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.03 miles northeast of Chesapeake
  • Includes a pool: Outdoor Seasonal Pool, open from 8:00 AM - 11:00 PM
  • Two-star Oceanfront property
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From$100
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Barclay Towers : 809 Atlantic Ave. 809 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.07 miles northeast of Chesapeake
  • Pool available: Indoor heated pool and hot tub.
  • High-end 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
  • Includes a swimming pool
  • 3-star Resort property
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From$99
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Beach Carousel 1300 Pacific Ave., Virginia Beach, VA 23451 Call ~17.10 miles northeast of Chesapeake
  • Pool in hotel
  • Low-priced Beach property
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From$60
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Surfbreak Virginia Beach Oceanfront An Ascend Collection Hotel 1101 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.12 miles northeast of Chesapeake
  • Pool details: 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.
  • 3-star Oceanfront hotel
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From$79
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Four Points by Sheraton Virginia Beach Oceanfront 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 property
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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
  • Includes a pool: 9:30AM to 9:30PM. Indoor seasonally heated pool with large sundeck.
  • Mid-scale Beach hotel
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From$74
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The Atrium Resort : 315 21st St. 315 21st St., Virginia Beach, VA 23451 Call ~17.19 miles northeast of Chesapeake
  • Includes a pool: 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
  • 3-star Beach property
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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 property
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From$52
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Aqua Vista : 1719 Atlantic Ave. 1719 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.27 miles northeast of Chesapeake
  • Pool details: Seasonal outdoor pool surrounded by lounge chairs
  • Two-star Oceanfront property
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From$60
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Country Inn & Suites by Radisson, Virginia Beach (Oceanfront) - Virginia Beach 1801 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.27 miles northeast of Chesapeake
  • Pool available: 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.
  • Affordable 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
  • We have a 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., 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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