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
  • Has a pool!
  • Affordable Rural property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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
  • Affordable 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
  • Includes a pool: Indoor Pool Hours vary / open daily Two Outdoor Pools Opened seasonally 9am - 10pm daily
  • 3 star Mountain property
From$79
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Lexington Park : 22211 Three Notch Rd. 22211 Three Notch Rd., Lexington Park, MD 20653 Call ~32.85 miles north of Chesapeake Bay
  • Pool details: Outdoor Pool open Memorial Day through Labor Day
  • Affordable Highway property
From$80
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Howard Johnson by Wyndham Williamsburg 6483 Richmond Rd., Williamsburg, VA 23188 Call ~33.65 miles south of Chesapeake Bay
  • Has swimming pool: HEATED INDOOR POOL
  • Low Cost Resort property
Spark by Hilton California Lexington Park in California 44941 Worth Ave., California, MD 20619 Call ~33.85 miles north of Chesapeake Bay
  • Pool available: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • Mid-scale Rural hotel
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
  • Includes a pool: Outdoor seasonal pool. Pool opens Memorial Day weekend and closes Labor Day weekend. Pool Hours: 10am-10pm
  • Three Star Suburban hotel
From$70
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The Colonies at Williamsburg Resort 5380 Olde Towne Rd., Williamsburg, VA 23188 Call ~35.43 miles south of Chesapeake Bay
  • Pool available: 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 property
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
  • Pool in hotel: Indoor and outdoor pool. open 10AM to 10PM.
  • Three Star Downtown property
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 available: Indoor and outdoor pool. open 10AM to 10PM.
  • Affordable Downtown hotel
From$80
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Vacation Village at Williamsburg 4870 Longhill Rd., Williamsburg, VA 23188 Call ~35.98 miles south of Chesapeake Bay
  • Has swimming pool: Seasonal outdoor pool Heated indoor pool & hot tub
  • High-end Rural hotel
From$89
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Wingate by Wyndham Williamsburg 2007 Richmond Rd., Williamsburg, VA 23185 Call ~36.12 miles south of Chesapeake Bay
  • Pool in hotel: Indoor 10:00-10:00
  • Midscale Downtown property
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 in hotel: Outdoor pool (seasonal), Sports Court.
  • 3-star Downtown hotel
From$100
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Springhill Suites by Marriott Williamsburg - Williamsburg 1644 Richmond Rd., Williamsburg, VA 23185 Call ~36.52 miles south of Chesapeake Bay
  • Pool details: 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
  • 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.
  • Mid-scale 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
  • Has swimming pool: Outdoor swimming pools (open seasonally). Indoor swimming pool open all year around.
  • Affordable Suburban hotel
From$85
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Holiday Inn Express & Suites Williamsburg An Ihg Hotel 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
  • Three Star Downtown hotel
From$69
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Embassy Suites Williamsburg in 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.
  • High end Downtown property
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 details: Jr. Olympic sized outdoor Pool open Memorial Day weekend-Labor Day weekend
  • Mid-scale Rural hotel
From$89
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Spark by Hilton Williamsburg 201 Bypass Rd., Williamsburg, VA 23185 Call ~36.90 miles south of Chesapeake Bay
  • Pool details: 7am-11pm
  • Affordable Downtown property
From$80
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La Quinta Inn & Suites by Wyndham Williamsburg Historic Area in Williamsburg 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
  • Low Cost Resort property
From$55
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Homewood Suites by Hilton Williamsburg in Williamsburg 601 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Pool details: Indoor pool open year round.
  • Mid-scale Downtown hotel
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
  • Mid-scale Suburban property
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
  • Pool available: Indoor Pool and Whirlpool open year round.
  • 3-star Downtown hotel
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
  • Includes a pool: Outdoor Pool: 9AM - 11PM
  • 3-star Mountain property
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
  • Has swimming 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
  • Affordable Suburban hotel
From$80
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Hilton Garden Inn Solomons 13100 Dowell Rd., Solomons, MD 20629 Call ~37.91 miles north of Chesapeake Bay
  • Includes a pool: Outdoor pool Pool is open from Memorial Day through Labor Day
  • Three Star Rural property
From$99
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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
  • Has swimming pool: Seasonal Outdoor Pool Hours: 10 a.m. - 10 p.m.
  • 3 star Downtown hotel
From$80
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Country Inn & Suites in Williamsburg 7135 Pocahontas Trail, Williamsburg, VA 23185 Call ~38.49 miles south of Chesapeake Bay
  • We have a pool ready for use
  • 3 star Resort property
From$80
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Hilton Vacation Club The Historic Powhatan Williamsburg : 3601 Ironbound Rd. 3601 Ironbound Rd., Williamsburg, VA 23188 Call ~38.98 miles south of Chesapeake Bay
  • Includes a pool: 4 pools outdoors, 1 pool indoors
  • Midscale Suburban hotel
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
  • Pool in hotel: 10am-10pm Swimming; Outdoor Heated Pool, Outdoor Hot Tub(s), Indoor Heated Pool, Indoor Hot Tub, Outdoor Children's Pool
  • Mid-scale Resort property
From$53
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Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel 480 Mclaws Cir, Williamsburg, VA 23185 Call ~39.15 miles south of Chesapeake Bay
  • Has swimming pool: Seasonal Outdoor Pool & Sundeck - Open from Memorial Day to Labor Day Hours of Operation: 8:00 AM - 10:00 PM
  • Midscale property
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.
  • Mid-scale Suburban property
From$80
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Hilton Garden Inn Richmond Airport 441 International Center Dr., Sandston, VA 23150 Call ~43.89 miles west of Chesapeake Bay
  • Pool available: Indoor pool open from 6 am - 10 pm
  • Three Star Airport hotel
From$99
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Doubletree by Hilton Richmond Airport - Richmond 445 International Center Dr., Richmond, VA 23150 Call ~43.95 miles west of Chesapeake Bay
  • Pool available: Indoor pool and exercise room - 24 hour room key access
  • Midscale Airport property
From$69
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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
  • Has swimming pool: Indoor pool and exercise room - 24 hour room key access
  • 3-star Airport hotel
From$99
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