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
  • Pool details: Indoor pool and hot tub, open from 8am to 11pm.
  • Midscale Suburban hotel
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From$69
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Hyatt Place Chesapeake 709 Eden Way North, Chesapeake, VA 23320 Call
  • Pool available: Our indoor heated pool is open 6am - 10pm & has an outdoor patio for sunbathing.
  • 3-star Downtown property
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From$74
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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 hotel
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From$99
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Springhill Suites by Marriott Chesapeake in Chesapeake 1446 Crossways Blvd., Chesapeake, VA 23320 Call
  • Includes a pool: 9am-9pm Indoor
  • Three Star Suburban hotel
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From$99
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Aloft by Marriott Chesapeake 1454 Crossways Blvd., Chesapeake, VA 23320 Call
  • Pool details: 6:00AM-10:00PM Indoor Heated Pool
  • Affordable Suburban property
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From$79
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Homewood Suites by Hilton Chesapeake Greenbrier in Chesapeake 1569 Crossways Blvd., Chesapeake, VA 23320 Call
  • Includes a pool: Temporarily Closed
  • Affordable Suburban hotel
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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 hotel
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From$109
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Wingate by Wyndham - Chesapeake 817 Greenbrier Circle, Chesapeake, VA 23320 Call
  • Pool available: Heated indoor pool and hot tub. Hours of operation are from 10am to 10pm
  • Midscale Suburban hotel
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From$62
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The Founders Inn & Spa Tapestry Collection by Hilton : 5641 Indian River Rd. 5641 Indian River Rd., Virginia Beach, VA 23464 Call ~6.79 miles north of Chesapeake
  • Pool details: Indoor Pool with ADA Lift - Open 5:00 am to 11:00 pm Gradual Walk-In Outdoor Pool with Splash Feature & Slide (Seasonal) - Open 9:00 am to 9:00 pm, but subject to weather conditions
  • 4-star Suburban property
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From$109
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Comfort Inn & Suites Chesapeake - Portsmouth in Chesapeake 3355 South Military Highway, Chesapeake, VA 23323 Call
  • Pool in hotel: Indoor pool 9am-10pm
  • Cheap Beach property
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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
  • Inexpensive Downtown hotel
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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 in hotel: Outdoor pool, open seasonally open from 6am-10pm
  • Midscale Downtown property
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From$80
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Springhill Suites by Marriott Norfolk Virginia Beach - Norfolk 6350 Newtown Rd., Norfolk, VA 23502 Call ~9.54 miles north of Chesapeake
  • Pool in hotel: 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 - Virginia Beach 192 Newtown Rd., Virginia Beach, VA 23462 Call ~9.55 miles north of Chesapeake
  • Includes a pool: Seasonal Outdoor Pool *Note due to Covid 19 some services and amenities may be reduced or not available
  • Affordable Downtown property
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From$49
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Holiday Inn Virginia Beach - Norfolk by IHG 5655 Greenwich Rd., Virginia Beach, VA 23462 Call ~9.57 miles north of Chesapeake
  • Has swimming pool: Outdoor Pool (not heated) is open year around, from 8am - 10pm daily. 1,900 square feet of surface area, 56,000 gallons.
  • 3 star Suburban property
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From$89
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Courtyard by Marriott Virginia Beach Norfolk : 5700 Greenwich Rd. 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 in Virginia Beach 5733 Cleveland St., Virginia Beach, VA 23462 Call ~9.87 miles north of Chesapeake
  • Pool in hotel: 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
  • We have a pool
  • Economical Downtown property
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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 available: 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 : 4453 Bonney Rd. 4453 Bonney Rd., Virginia Beach, VA 23462 Call ~10.31 miles northeast of Chesapeake
  • Pool in hotel: Indoor Pool open from 7am to 11pm
  • 3 star Downtown hotel
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From$80
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Holiday Inn Express & Suites Norfolk Airport An Ihg Hotel - Norfolk 1157 North Military Highway, Norfolk, VA 23502 Call ~10.41 miles north of Chesapeake
  • Has swimming pool: 7am-11pm
  • Midscale Airport property
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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 details: Pool open 6 am - 11 pm Indoor and Heated 25ft x 50ft
  • 4 star Suburban property
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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
  • Affordable Downtown hotel
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From$99
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La Quinta Inns & Suites by Wyndham Norfolk Airport - Norfolk 1387 North Military Highway, Norfolk, VA 23502 Call ~11.10 miles north of Chesapeake
  • Includes a pool: 6am to 10pm
  • Mid-scale Airport property
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From$69
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Home2suites by Hilton Norfolk Airport : 5620 East Princess Anne Rd. 5620 East Princess Anne Rd., Norfolk, VA 23502 Call ~11.34 miles north of Chesapeake
  • Pool in hotel: Indoor salt water pool, open daily from 7am-11pm.
  • Mid-scale 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 in hotel: 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.
  • 3-star 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.
  • 3-star Airport hotel
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From$59
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Quality Suites Lake Wright - Norfolk 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.
  • 3-star Airport property
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From$69
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Best Western Center Inn - Virginia Beach 5718 Northampton Blvd., Virginia Beach, VA 23455 Call ~12.34 miles north of Chesapeake
  • We have a pool ready for use
  • 3-star Airport property
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From$50
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Holiday Inn Express & Suites Chesapeake An Ihg Hotel - Chesapeake 2436 Gum Rd., Chesapeake, VA 23321 Call
  • With a pool!
  • 3-star Suburban property
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From$80
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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-priced Suburban property
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From$60
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Best Western Plus Chesapeake Bay-Norfolk 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.
  • Inexpensive Beach property
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From$69
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Courtyard by Marriott Suffolk Chesapeake in Suffolk 8060 Harbour View Blvd., Suffolk, VA 23435 Call ~16.05 miles northwest of Chesapeake
  • We have a pool
  • 3-star Suburban property
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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
  • Includes a pool: We have a indoor swimming pool sure to be enjoyed by all of your guests!
  • Affordable 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 pool
  • Cheap Suburban hotel
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From$84
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The Ocean Key Resort 424 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.92 miles northeast of Chesapeake
  • Pool available: 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
  • Three Star Beach hotel
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From$80
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Turtle Cay Resort : 600 Atlantic Ave. 600 Atlantic Ave., Virginia Beach, VA 23451 Call ~16.95 miles northeast of Chesapeake
  • Pool available: Two outdoor pools and two hot tubs.
  • 3-star Beach property
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From$48
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Beach Quarters Resort in 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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Spark by Hilton - Virginia Beach 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
  • Economical Oceanfront hotel
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From$100
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Barclay Towers in Virginia Beach 809 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.07 miles northeast of Chesapeake
  • Has swimming pool: Indoor heated pool and hot tub.
  • High end Beach property
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From$125
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Beach Carousel - Virginia Beach 1300 Pacific Ave., Virginia Beach, VA 23451 Call ~17.10 miles northeast of Chesapeake
  • With a pool!
  • Low-priced Beach property
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From$60
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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
  • Pool in hotel: Indoor Pool with Kiddie Pool Open 8:00AM-10:00PM
  • High-end Oceanfront property
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From$125
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Sandcastle Resort 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.
  • Mid-scale Beach hotel
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From$74
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The Atrium Resort in Virginia Beach 315 21st St., Virginia Beach, VA 23451 Call ~17.19 miles northeast of Chesapeake
  • Pool details: 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 in Virginia Beach 1601 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.23 miles northeast of Chesapeake
  • Has swimming pool: Indoor Pool
  • Midscale 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
  • Pool available: Seasonal outdoor pool surrounded by lounge chairs
  • Low-priced Oceanfront hotel
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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
  • Includes a 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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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 property
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From$89
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The Capes - Virginia Beach 2001 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.33 miles northeast of Chesapeake
  • Has swimming pool: Year round indoor heated pool. Pool hours are 11:00am to 9:00pm
  • Affordable Beach hotel
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From$80
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Sea View in Virginia Beach 2109 Atlantic Ave., Virginia Beach, VA 23451 Call ~17.36 miles northeast of Chesapeake
  • Has swimming pool: Small Indoor Heated Pool, Open year long from 9:00AM to 10:00 PM
  • Low Cost Beach property
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From$60
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