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
  • Includes a pool
  • 3 star Rural property
From$80
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Hampton Inn Gloucester : 6638 Forest Hill Ave. 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 hotel
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
  • 3 star Mountain hotel
From$79
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Hampton Inn Lexington Park 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
  • Mid-scale Highway hotel
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
  • Has swimming pool: Large Indoor pool
  • Mid-scale Downtown hotel
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
  • Includes a pool: HEATED INDOOR POOL
  • Low Cost Resort hotel
Spark by Hilton California Lexington Park 44941 Worth Ave., California, MD 20619 Call ~33.85 miles north of Chesapeake Bay
  • Pool in hotel: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • Mid-scale Rural property
From$88
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La Quinta Inn & Suites by Wyndham Lexington Park Patuxent : 22769 Three Notch Rd. 22769 Three Notch Rd., California, MD 20619 Call ~34.53 miles north of Chesapeake Bay
  • Pool details: Outdoor seasonal pool. Pool opens Memorial Day weekend and closes Labor Day weekend. Pool Hours: 10am-10pm
  • 3 star Suburban hotel
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
  • Pool details: 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.
  • Midscale Resort hotel
From$59
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Days Hotel by Wyndham Williamsburg I 64 3032a Richmond Rd., Williamsburg, VA 23185 Call ~35.71 miles south of Chesapeake Bay
  • Pool available: Indoor and outdoor pool. open 10AM to 10PM.
  • 3 star Downtown property
From$80
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Baymont by Wyndham I 64 3032b Richmond Rd., Williamsburg, VA 23185 Call ~35.71 miles south of Chesapeake Bay
  • Pool details: Indoor and outdoor pool. open 10AM to 10PM.
  • 3-star Downtown hotel
From$80
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Vacation Village at Williamsburg in 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 property
From$130
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Wingate by Wyndham Williamsburg in Williamsburg 2007 Richmond Rd., Williamsburg, VA 23185 Call ~36.12 miles south of Chesapeake Bay
  • Pool in hotel: Indoor 10:00-10:00
  • Three Star Downtown hotel
From$80
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Residence Inn by Marriott Williamsburg 1648 Richmond Rd., Williamsburg, VA 23185 Call ~36.47 miles south of Chesapeake Bay
  • Pool available: Outdoor pool (seasonal), Sports Court.
  • Midscale Downtown property
From$100
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Springhill Suites by Marriott Williamsburg in Williamsburg 1644 Richmond Rd., Williamsburg, VA 23185 Call ~36.52 miles south of Chesapeake Bay
  • Has swimming pool: Indoor Pool
  • Three Star hotel
From$75
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Hilton Garden Inn Williamsburg 1624 Richmond Rd., Williamsburg, VA 23185 Call ~36.55 miles south of Chesapeake Bay
  • Pool in hotel: 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.
  • 3-star Downtown hotel
From$80
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Club Wyndham Kingsgate 619 Georgetown Crescent, Williamsburg, VA 23185 Call ~36.69 miles south of Chesapeake Bay
  • Includes a pool: Outdoor swimming pools (open seasonally). Indoor swimming pool open all year around.
  • Mid-scale Suburban property
From$85
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Holiday Inn Express & Suites Williamsburg An Ihg Hotel : 1452 Richmond Rd. 1452 Richmond Rd., Williamsburg, VA 23185 Call ~36.74 miles south of Chesapeake Bay
  • Has swimming pool: Indoor salt-water pool open from 7:00AM-11:00PM
  • 3 star Downtown hotel
From$69
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Embassy Suites Williamsburg 3006 Mooretown Rd., Williamsburg, VA 23185 Call ~36.81 miles south of Chesapeake Bay
  • Pool details: Our Indoor Pool is open daily from 9 am to 10 pm.
  • Four-star Downtown hotel
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
  • Pool in hotel: Jr. Olympic sized outdoor Pool open Memorial Day weekend-Labor Day weekend
  • Three Star Rural hotel
From$89
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Spark by Hilton Williamsburg - Williamsburg 201 Bypass Rd., Williamsburg, VA 23185 Call ~36.90 miles south of Chesapeake Bay
  • Pool details: 7am-11pm
  • Three Star Downtown hotel
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
  • Two-star Resort hotel
From$55
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Homewood Suites by Hilton Williamsburg : 601 Bypass Rd. 601 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Includes a pool: Indoor pool open year round.
  • Affordable Downtown property
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
  • 3-star Suburban hotel
From$52
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Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg 515 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Pool details: Indoor Pool and Whirlpool open year round.
  • 3-star Downtown property
From$69
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Westgate Historic Williamsburg Resort : 1324 Richmond Rd. 1324 Richmond Rd., Williamsburg, VA 23185 Call ~37.12 miles south of Chesapeake Bay
  • Includes a pool: Outdoor Pool: 9AM - 11PM
  • 3 star Mountain hotel
From$79
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King's Creek Resort - Williamsburg 191 Cottage Cove Ln, Williamsburg, VA 23185 Call ~37.86 miles south of Chesapeake Bay
  • Includes a pool: 3 Outdoor Pools and 1 Indoor Pool Open daily: 7am-10pm
  • Affordable Resort hotel
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 in hotel: Indoor Heated Pool
  • Three Star Suburban property
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 details: Seasonal Outdoor Pool Hours: 10 a.m. - 10 p.m.
  • Mid-scale Downtown property
From$80
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Country Inn & Suites 7135 Pocahontas Trail, Williamsburg, VA 23185 Call ~38.49 miles south of Chesapeake Bay
  • Has a pool!
  • Mid-scale Resort hotel
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
  • Has swimming pool: 4 pools outdoors, 1 pool indoors
  • 3 star Suburban hotel
From$46
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Hilton Vacation Club Greensprings Vacation Resort - Williamsburg 3500 Ludwell Pkwy., Williamsburg, VA 23188 Call ~39.02 miles south of Chesapeake Bay
  • Pool in hotel: 10am-10pm Swimming; Outdoor Heated Pool, Outdoor Hot Tub(s), Indoor Heated Pool, Indoor Hot Tub, Outdoor Children's Pool
  • 3 star Resort property
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
  • Pool available: Seasonal Outdoor Pool & Sundeck - Open from Memorial Day to Labor Day Hours of Operation: 8:00 AM - 10:00 PM
  • Three Star property
From$50
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Courtyard Williamsburg Busch Gardens Area : 470 Mclaws Cir 470 Mclaws Cir, Williamsburg, VA 23185 Call ~39.15 miles south of Chesapeake Bay
  • Includes a pool: Indoor and Outdoor pool, open daily from 9AM - 10PM.
  • 3-star Suburban property
From$80
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Hilton Garden Inn Richmond Airport - Sandston 441 International Center Dr., Sandston, VA 23150 Call ~43.89 miles west of Chesapeake Bay
  • Pool details: Indoor pool open from 6 am - 10 pm
  • Mid-scale Airport hotel
From$99
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Holiday Inn Express Richmond Airport by Ihg 491 International Center Dr., Sandston, VA 23150 Call ~43.95 miles west of Chesapeake Bay
  • Pool details: Indoor pool and exercise room - 24 hour room key access
  • Three Star Airport property
From$99
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