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

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

Chesapeake Bay Hotels with Outdoor or Indoor Pools

Holiday Inn Express Gloucester in Gloucester 6639 Forest Hill Ave., Gloucester, VA 23061 Call ~29.42 miles south of Chesapeake Bay
  • We have a pool ready for use
  • Affordable Rural hotel
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From$80
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Hampton Inn Gloucester in Gloucester 6638 Forest Hill Ave., Gloucester, VA 23061 Call ~29.46 miles south of Chesapeake Bay
  • Pool available: pool open from 10AM-10PM
  • 3-star Rural property
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From$89
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Holiday Inn Club Vacations Williamsburg Resort 200 English Garden Way, Williamsburg, VA 23188 Call ~32.78 miles south of Chesapeake Bay
  • Pool in hotel: Indoor Pool Hours vary / open daily Two Outdoor Pools Opened seasonally 9am - 10pm daily
  • Affordable Mountain property
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From$79
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Hampton Inn Lexington Park : 22211 Three Notch Rd. 22211 Three Notch Rd., Lexington Park, MD 20653 Call ~32.85 miles north of Chesapeake Bay
  • Has swimming pool: Outdoor Pool open Memorial Day through Labor Day
  • Midscale Highway property
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From$80
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Holiday Inn Express Williamsburg North 720 Lightfoot Rd., Williamsburg, VA 23188 Call ~33.13 miles south of Chesapeake Bay
  • Includes a pool: Large Indoor pool
  • 3-star Downtown hotel
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From$80
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Howard Johnson by Wyndham Williamsburg in Williamsburg 6483 Richmond Rd., Williamsburg, VA 23188 Call ~33.65 miles south of Chesapeake Bay
  • Has swimming pool: HEATED INDOOR POOL
  • Low priced Resort hotel
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From$30
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Spark by Hilton California Lexington Park : 44941 Worth Ave. 44941 Worth Ave., California, MD 20619 Call ~33.85 miles north of Chesapeake Bay
  • Has swimming pool: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • 3 star Rural property
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From$88
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La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent 22769 Three Notch Rd., California, MD 20619 Call ~34.53 miles north of Chesapeake Bay
  • Pool in hotel: Outdoor seasonal pool. Pool opens Memorial Day weekend and closes Labor Day weekend. Pool Hours: 10am-10pm
  • 3 star Suburban property
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From$70
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The Colonies at Williamsburg Resort - Williamsburg 5380 Olde Towne Rd., Williamsburg, VA 23188 Call ~35.43 miles south of Chesapeake Bay
  • Includes a pool: The indoor pool is open year round as well as the outdoor jacuzzi spa, The outdoor pool with water feature and water slide is open from Memorial Day until the end of September. The pool hours are 9 AM until 10 PM.
  • Affordable Resort hotel
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From$59
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Days Hotel by Wyndham Williamsburg I 64 in Williamsburg 3032a Richmond Rd., Williamsburg, VA 23185 Call ~35.71 miles south of Chesapeake Bay
  • Has swimming pool: Indoor and outdoor pool. open 10AM to 10PM.
  • 3-star Downtown property
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From$80
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Baymont by Wyndham I 64 : 3032b Richmond Rd. 3032b Richmond Rd., Williamsburg, VA 23185 Call ~35.71 miles south of Chesapeake Bay
  • Pool details: Indoor and outdoor pool. open 10AM to 10PM.
  • Midscale Downtown property
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From$80
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Vacation Village at Williamsburg 4870 Longhill Rd., Williamsburg, VA 23188 Call ~35.98 miles south of Chesapeake Bay
  • Includes a pool: Seasonal outdoor pool Heated indoor pool & hot tub
  • 4 star Rural hotel
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From$89
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Wingate by Wyndham Williamsburg in Williamsburg 2007 Richmond Rd., Williamsburg, VA 23185 Call ~36.12 miles south of Chesapeake Bay
  • Has swimming pool: Indoor 10:00-10:00
  • Midscale Downtown property
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From$80
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Residence Inn by Marriott Williamsburg : 1648 Richmond Rd. 1648 Richmond Rd., Williamsburg, VA 23185 Call ~36.47 miles south of Chesapeake Bay
  • Has swimming pool: Outdoor pool (seasonal), Sports Court.
  • Affordable Downtown property
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From$100
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Springhill Suites by Marriott Williamsburg : 1644 Richmond Rd. 1644 Richmond Rd., Williamsburg, VA 23185 Call ~36.52 miles south of Chesapeake Bay
  • Pool available: Indoor Pool
  • 3-star property
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From$75
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Hilton Garden Inn Williamsburg : 1624 Richmond Rd. 1624 Richmond Rd., Williamsburg, VA 23185 Call ~36.55 miles south of Chesapeake Bay
  • Has swimming pool: Guests can enjoy the convenience of year-round 24 hour swimming and relaxation in our indoor pool and hot tub, ensuring comfort and enjoyment regardless of the weather outside.
  • Three Star Downtown hotel
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From$80
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Club Wyndham Kingsgate 619 Georgetown Crescent, Williamsburg, VA 23185 Call ~36.69 miles south of Chesapeake Bay
  • Pool in hotel: Outdoor swimming pools (open seasonally). Indoor swimming pool open all year around.
  • Three Star Suburban hotel
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From$85
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Holiday Inn Express & Suites Williamsburg An Ihg Hotel - Williamsburg 1452 Richmond Rd., Williamsburg, VA 23185 Call ~36.74 miles south of Chesapeake Bay
  • Pool in hotel: Indoor salt-water pool open from 7:00AM-11:00PM
  • Three Star Downtown property
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From$69
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Embassy Suites Williamsburg 3006 Mooretown Rd., Williamsburg, VA 23185 Call ~36.81 miles south of Chesapeake Bay
  • Has swimming pool: Our Indoor Pool is open daily from 9 am to 10 pm.
  • Expensive Downtown property
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From$79
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Solomons Inn Resort + Marina : 155 Holiday Dr. 155 Holiday Dr., Solomons, MD 20688 Call ~36.88 miles north of Chesapeake Bay
  • Includes a pool: Jr. Olympic sized outdoor Pool open Memorial Day weekend-Labor Day weekend
  • 3 star Rural property
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From$89
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Spark by Hilton Williamsburg : 201 Bypass Rd. 201 Bypass Rd., Williamsburg, VA 23185 Call ~36.90 miles south of Chesapeake Bay
  • Pool details: 7am-11pm
  • 3-star Downtown hotel
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From$80
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La Quinta Inn & Suites by Wyndham Williamsburg Historic Area 600 Bypass Rd., Williamsburg, VA 23185 Call ~36.98 miles south of Chesapeake Bay
  • Includes a pool: Out door pool hours are from 9AM TILL 10PM daily Open -Memorial Day til September 23
  • Economical Resort property
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From$55
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Homewood Suites by Hilton Williamsburg - Williamsburg 601 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Pool available: Indoor pool open year round.
  • Three Star Downtown hotel
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From$92
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Comfort Inn Williamsburg Gateway : 331 Bypass Rd. 331 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Pool details: Seasonal Outdoor Pool
  • Three Star Suburban hotel
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From$52
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Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg : 515 Bypass Rd. 515 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Includes a pool: Indoor Pool and Whirlpool open year round.
  • Three Star Downtown hotel
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From$69
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Westgate Historic Williamsburg Resort in Williamsburg 1324 Richmond Rd., Williamsburg, VA 23185 Call ~37.12 miles south of Chesapeake Bay
  • Pool in hotel: Outdoor Pool: 9AM - 11PM
  • Midscale Mountain property
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From$79
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King's Creek Resort 191 Cottage Cove Ln, Williamsburg, VA 23185 Call ~37.86 miles south of Chesapeake Bay
  • Pool in hotel: 3 Outdoor Pools and 1 Indoor Pool Open daily: 7am-10pm
  • Midscale Resort hotel
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From$99
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Best Western Williamsburg Historic District 351 York St., Williamsburg, VA 23185 Call ~37.89 miles south of Chesapeake Bay
  • Pool available: Indoor Heated Pool
  • Midscale Suburban property
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From$80
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Wyndham Garden Williamsburg Busch Gardens Area 201 Water Country Pkwy., Williamsburg, VA 23185 Call ~38.26 miles south of Chesapeake Bay
  • Pool in hotel: Seasonal Outdoor Pool Hours: 10 a.m. - 10 p.m.
  • Three Star Downtown hotel
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From$80
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Country Inn & Suites 7135 Pocahontas Trail, Williamsburg, VA 23185 Call ~38.49 miles south of Chesapeake Bay
  • Has swimming pool
  • 3-star Resort property
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From$80
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Hilton Vacation Club The Historic Powhatan Williamsburg in Williamsburg 3601 Ironbound Rd., Williamsburg, VA 23188 Call ~38.98 miles south of Chesapeake Bay
  • Pool available: 4 pools outdoors, 1 pool indoors
  • Mid-scale Suburban hotel
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From$46
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Hilton Vacation Club Greensprings Vacation Resort : 3500 Ludwell Pkwy. 3500 Ludwell Pkwy., Williamsburg, VA 23188 Call ~39.02 miles south of Chesapeake Bay
  • Includes a pool: 10am-10pm Swimming; Outdoor Heated Pool, Outdoor Hot Tub(s), Indoor Heated Pool, Indoor Hot Tub, Outdoor Children's Pool
  • 3-star Resort property
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From$53
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Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel in Williamsburg 480 Mclaws Cir, Williamsburg, VA 23185 Call ~39.15 miles south of Chesapeake Bay
  • Includes a pool: Seasonal Outdoor Pool & Sundeck - Open from Memorial Day to Labor Day Hours of Operation: 8:00 AM - 10:00 PM
  • 3-star property
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From$50
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Courtyard Williamsburg Busch Gardens Area in Williamsburg 470 Mclaws Cir, Williamsburg, VA 23185 Call ~39.15 miles south of Chesapeake Bay
  • Pool in hotel: Indoor and Outdoor pool, open daily from 9AM - 10PM.
  • 3-star Suburban property
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From$80
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Hilton Garden Inn Richmond Airport in Sandston 441 International Center Dr., Sandston, VA 23150 Call ~43.89 miles west of Chesapeake Bay
  • Has swimming pool: Indoor pool open from 6 am - 10 pm
  • Affordable Airport hotel
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From$99
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Holiday Inn Express Richmond Airport by Ihg in Sandston 491 International Center Dr., Sandston, VA 23150 Call ~43.95 miles west of Chesapeake Bay
  • Pool in hotel: Indoor pool and exercise room - 24 hour room key access
  • Affordable Airport hotel
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From$99
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