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
  • Pool in hotel
  • Three Star Rural property
More Photos
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Gloucester 6638 Forest Hill Ave., Gloucester, VA 23061 Call ~29.46 miles south of Chesapeake Bay
  • Pool in hotel: pool open from 10AM-10PM
  • 3 star Rural property
More Photos
From$89
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Williamsburg Resort 200 English Garden Way, Williamsburg, VA 23188 Call ~32.78 miles south of Chesapeake Bay
  • Pool available: Indoor Pool Hours vary / open daily Two Outdoor Pools Opened seasonally 9am - 10pm daily
  • Three Star Mountain hotel
More Photos
From$79
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington Park - Lexington Park 22211 Three Notch Rd., Lexington Park, MD 20653 Call ~32.85 miles north of Chesapeake Bay
  • Pool available: Outdoor Pool open Memorial Day through Labor Day
  • 3 star Highway hotel
More Photos
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Williamsburg North : 720 Lightfoot Rd. 720 Lightfoot Rd., Williamsburg, VA 23188 Call ~33.13 miles south of Chesapeake Bay
  • Pool available: Large Indoor pool
  • Mid-scale Downtown property
More Photos
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Williamsburg in Williamsburg 6483 Richmond Rd., Williamsburg, VA 23188 Call ~33.65 miles south of Chesapeake Bay
  • Pool available: HEATED INDOOR POOL
  • Low Cost Resort property
More Photos
From$30
Poor 2.0 /5 Latest Reviews Call BookMore Details
Spark by Hilton California Lexington Park in California 44941 Worth Ave., California, MD 20619 Call ~33.85 miles north of Chesapeake Bay
  • Includes a pool: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • Midscale Rural hotel
More Photos
From$88
Average 3.0 /5 Review Score Call BookMore Details
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
  • Midscale Suburban hotel
More Photos
From$70
Average 3.0 /5 Reviews Call BookMore Details
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.
  • Mid-scale Resort property
More Photos
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Hotel by Wyndham Williamsburg I 64 3032a Richmond Rd., Williamsburg, VA 23185 Call ~35.71 miles south of Chesapeake Bay
  • Includes a pool: Indoor and outdoor pool. open 10AM to 10PM.
  • Affordable Downtown property
More Photos
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham I 64 - Williamsburg 3032b 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
More Photos
From$80
Average 3.0 /5 Reviews Call BookMore Details
Vacation Village at Williamsburg : 4870 Longhill Rd. 4870 Longhill Rd., Williamsburg, VA 23188 Call ~35.98 miles south of Chesapeake Bay
  • Pool available: Seasonal outdoor pool Heated indoor pool & hot tub
  • High end Rural hotel
More Photos
From$130
Average 3.0 /5 Guest Reviews Call BookMore Details
Wingate by Wyndham Williamsburg - Williamsburg 2007 Richmond Rd., Williamsburg, VA 23185 Call ~36.12 miles south of Chesapeake Bay
  • Pool in hotel: Indoor 10:00-10:00
  • 3 star Downtown property
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Williamsburg in Williamsburg 1648 Richmond Rd., Williamsburg, VA 23185 Call ~36.47 miles south of Chesapeake Bay
  • Includes a pool: Outdoor pool (seasonal), Sports Court.
  • Midscale Downtown property
More Photos
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
Springhill Suites by Marriott Williamsburg 1644 Richmond Rd., Williamsburg, VA 23185 Call ~36.52 miles south of Chesapeake Bay
  • Pool available: Indoor Pool
  • 3 star hotel
More Photos
From$75
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Williamsburg - Williamsburg 1624 Richmond Rd., Williamsburg, VA 23185 Call ~36.55 miles south of Chesapeake Bay
  • Pool available: 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 property
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Club Wyndham Kingsgate 619 Georgetown Crescent, Williamsburg, VA 23185 Call ~36.69 miles south of Chesapeake Bay
  • Pool details: Outdoor swimming pools (open seasonally). Indoor swimming pool open all year around.
  • Affordable Suburban hotel
More Photos
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
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
  • Pool available: Indoor salt-water pool open from 7:00AM-11:00PM
  • Mid-scale Downtown hotel
More Photos
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
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.
  • 4-star Downtown property
More Photos
From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Solomons Inn Resort + Marina 155 Holiday Dr., Solomons, MD 20688 Call ~36.88 miles north of Chesapeake Bay
  • Pool available: Jr. Olympic sized outdoor Pool open Memorial Day weekend-Labor Day weekend
  • 3 star Rural property
More Photos
From$89
Average 3.5 /5 Recent Reviews Call BookMore Details
Spark by Hilton Williamsburg 201 Bypass Rd., Williamsburg, VA 23185 Call ~36.90 miles south of Chesapeake Bay
  • Includes a pool: 7am-11pm
  • Mid-scale Downtown property
More Photos
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Williamsburg Historic Area : 600 Bypass Rd. 600 Bypass Rd., Williamsburg, VA 23185 Call ~36.98 miles south of Chesapeake Bay
  • Pool in hotel: Out door pool hours are from 9AM TILL 10PM daily Open -Memorial Day til September 23
  • Economy Resort property
More Photos
From$55
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Williamsburg 601 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Pool details: Indoor pool open year round.
  • Midscale Downtown hotel
More Photos
From$92
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn Williamsburg Gateway 331 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Pool available: Seasonal Outdoor Pool
  • 3 star Suburban property
More Photos
From$52
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg 515 Bypass Rd., Williamsburg, VA 23185 Call ~36.99 miles south of Chesapeake Bay
  • Has swimming pool: Indoor Pool and Whirlpool open year round.
  • Mid-scale Downtown property
More Photos
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Westgate Historic Williamsburg Resort - Williamsburg 1324 Richmond Rd., Williamsburg, VA 23185 Call ~37.12 miles south of Chesapeake Bay
  • Pool details: Outdoor Pool: 9AM - 11PM
  • Midscale Mountain hotel
More Photos
From$79
Average 3.5 /5 Recent Reviews Call BookMore Details
King's Creek Resort - Williamsburg 191 Cottage Cove Ln, Williamsburg, VA 23185 Call ~37.86 miles south of Chesapeake Bay
  • Pool available: 3 Outdoor Pools and 1 Indoor Pool Open daily: 7am-10pm
  • Mid-scale Resort hotel
More Photos
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
Quality Inn Williamsburg Historic District 351 York St., Williamsburg, VA 23185 Call ~37.89 miles south of Chesapeake Bay
  • Has swimming pool: Indoor Heated Pool
  • 3-star Suburban property
More Photos
From$80
Average 3.0 /5 Reviews Call BookMore Details
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
More Photos
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Country Inn & Suites in Williamsburg 7135 Pocahontas Trail, Williamsburg, VA 23185 Call ~38.49 miles south of Chesapeake Bay
  • We have a pool
  • Midscale Resort property
More Photos
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club The Historic Powhatan Williamsburg 3601 Ironbound Rd., Williamsburg, VA 23188 Call ~38.98 miles south of Chesapeake Bay
  • Has swimming pool: 4 pools outdoors, 1 pool indoors
  • Three Star Suburban hotel
More Photos
From$46
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Vacation Club Greensprings Vacation Resort : 3500 Ludwell Pkwy. 3500 Ludwell Pkwy., Williamsburg, VA 23188 Call ~39.02 miles south of Chesapeake Bay
  • Has swimming pool: 10am-10pm Swimming; Outdoor Heated Pool, Outdoor Hot Tub(s), Indoor Heated Pool, Indoor Hot Tub, Outdoor Children's Pool
  • Midscale Resort property
More Photos
From$53
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel : 480 Mclaws Cir 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
  • 3-star property
More Photos
From$50
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Courtyard Williamsburg Busch Gardens Area - Williamsburg 470 Mclaws Cir, Williamsburg, VA 23185 Call ~39.15 miles south of Chesapeake Bay
  • Has swimming pool: Indoor and Outdoor pool, open daily from 9AM - 10PM.
  • Midscale Suburban property
More Photos
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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
  • Mid-scale Airport property
More Photos
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Richmond Airport by Ihg : 491 International Center Dr. 491 International Center Dr., Sandston, 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
More Photos
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Back to Top