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.

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Chesapeake Bay Hotels with Outdoor or Indoor Pools

Holiday Inn Express Gloucester
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
6639 Forest Hill Ave., Gloucester, VA 23061 ~29.42 miles south of Chesapeake Bay
  • Includes a swimming pool
  • Mid-scale Rural property
More Photos Pool image of Holiday Inn Express Gloucester
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
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Hampton Inn Gloucester : 6638 Forest Hill Ave.
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
6638 Forest Hill Ave., Gloucester, VA 23061 ~29.46 miles south of Chesapeake Bay
  • Pool in hotel: pool open from 10AM-10PM
  • Midscale Rural hotel
More Photos Photo of Hampton Inn Gloucester Pool
From$89
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Williamsburg Resort
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
200 English Garden Way, Williamsburg, VA 23188 ~32.78 miles south of Chesapeake Bay
  • Pool available: Indoor Pool Hours vary / open daily Two Outdoor Pools Opened seasonally 9am - 10pm daily
  • 3 star Mountain hotel
More Photos Photo of Holiday Inn Club Vacations Williamsburg Resort Pool
From$79
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hampton Inn Lexington Park : 22211 Three Notch Rd.
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 ~32.85 miles north of Chesapeake Bay
  • Pool details: Outdoor Pool open Memorial Day through Labor Day
  • Three Star Highway property
More Photos Photo of Hampton Inn Lexington Park Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Williamsburg North in Williamsburg
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
720 Lightfoot Rd., Williamsburg, VA 23188 ~33.13 miles south of Chesapeake Bay
  • Includes a pool: Large Indoor pool
  • 3-star Downtown hotel
More Photos Swimming pool at Holiday Inn Express Williamsburg North
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Williamsburg
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
6483 Richmond Rd., Williamsburg, VA 23188 ~33.65 miles south of Chesapeake Bay
  • Pool available: HEATED INDOOR POOL
  • Economical Resort property
More Photos Pool image of Howard Johnson by Wyndham Williamsburg
From$30
Poor 2.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington Park Patuxent - California
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
22769 Three Notch Rd., California, MD 20619 ~34.53 miles north of Chesapeake Bay
  • Pool available: Outdoor seasonal pool. Pool opens Memorial Day weekend and closes Labor Day weekend. Pool Hours: 10am-10pm
  • 3 star Suburban hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Lexington Park Patuxent
From$70
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Colonies at Williamsburg Resort - Williamsburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
5380 Olde Towne Rd., Williamsburg, VA 23188 ~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
More Photos Pool image of The Colonies at Williamsburg Resort
From$59
Very Good 4.0 /5 Review Score Call BookMore Details
Days Hotel by Wyndham Williamsburg I 64
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3032a Richmond Rd., Williamsburg, VA 23185 ~35.71 miles south of Chesapeake Bay
  • Pool available: Indoor and outdoor pool. open 10AM to 10PM.
  • Three Star Downtown property
More Photos Photo of Days Hotel by Wyndham Williamsburg I 64 Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Baymont by Wyndham I 64
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3032b Richmond Rd., Williamsburg, VA 23185 ~35.71 miles south of Chesapeake Bay
  • Includes a pool: Indoor and outdoor pool. open 10AM to 10PM.
  • Mid-scale Downtown property
More Photos Swimming pool at Baymont by Wyndham I 64
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Vacation Village at Williamsburg : 4870 Longhill Rd.
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
4870 Longhill Rd., Williamsburg, VA 23188 ~35.98 miles south of Chesapeake Bay
  • Includes a pool: Seasonal outdoor pool Heated indoor pool & hot tub
  • Expensive Rural hotel
More Photos Photo of Vacation Village at Williamsburg Pool
From$130
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wingate by Wyndham Williamsburg
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
2007 Richmond Rd., Williamsburg, VA 23185 ~36.12 miles south of Chesapeake Bay
  • Pool details: Indoor 10:00-10:00
  • 3-star Downtown property
More Photos Pool image of Wingate by Wyndham Williamsburg
From$80
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Williamsburg : 1648 Richmond Rd.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1648 Richmond Rd., Williamsburg, VA 23185 ~36.47 miles south of Chesapeake Bay
  • Pool available: Outdoor pool (seasonal), Sports Court.
  • Midscale Downtown property
More Photos Photo of Residence Inn by Marriott Williamsburg Pool
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Springhill Suites by Marriott Williamsburg in Williamsburg
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1644 Richmond Rd., Williamsburg, VA 23185 ~36.52 miles south of Chesapeake Bay
  • Pool available: Indoor Pool
  • Three Star property
More Photos Pool image of Springhill Suites by Marriott Williamsburg
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Williamsburg
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1624 Richmond Rd., Williamsburg, VA 23185 ~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
More Photos Pool image of Hilton Garden Inn Williamsburg
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
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Club Wyndham Kingsgate
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
619 Georgetown Crescent, Williamsburg, VA 23185 ~36.69 miles south of Chesapeake Bay
  • Pool available: Outdoor swimming pools (open seasonally). Indoor swimming pool open all year around.
  • 3-star Suburban property
More Photos Pool image of Club Wyndham Kingsgate
From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Williamsburg An Ihg Hotel in Williamsburg
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1452 Richmond Rd., Williamsburg, VA 23185 ~36.74 miles south of Chesapeake Bay
  • Pool in hotel: Indoor salt-water pool open from 7:00AM-11:00PM
  • 3-star Downtown property
More Photos Swimming pool at Holiday Inn Express & Suites Williamsburg An Ihg Hotel
From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Embassy Suites Williamsburg in Williamsburg
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
3006 Mooretown Rd., Williamsburg, VA 23185 ~36.81 miles south of Chesapeake Bay
  • Includes a pool: Our Indoor Pool is open daily from 9 am to 10 pm.
  • 4 star Downtown hotel
More Photos Swimming pool at Embassy Suites Williamsburg
From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solomons Inn Resort + Marina
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
155 Holiday Dr., Solomons, MD 20688 ~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
More Photos Swimming pool at Solomons Inn Resort + Marina
From$89
Average 3.5 /5 Recent Reviews Call BookMore Details
Spark by Hilton Williamsburg - Williamsburg
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
201 Bypass Rd., Williamsburg, VA 23185 ~36.90 miles south of Chesapeake Bay
  • Pool details: 7am-11pm
  • Midscale Downtown hotel
More Photos Photo of Spark by Hilton Williamsburg Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Williamsburg
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
601 Bypass Rd., Williamsburg, VA 23185 ~36.99 miles south of Chesapeake Bay
  • Includes a pool: Indoor pool open year round.
  • Affordable Downtown property
More Photos Swimming pool at Homewood Suites by Hilton Williamsburg
From$92
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Williamsburg Gateway
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
331 Bypass Rd., Williamsburg, VA 23185 ~36.99 miles south of Chesapeake Bay
  • Pool in hotel: Seasonal Outdoor Pool
  • Affordable Suburban hotel
More Photos Photo of Comfort Inn Williamsburg Gateway Pool
From$52
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg - Williamsburg
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
515 Bypass Rd., Williamsburg, VA 23185 ~36.99 miles south of Chesapeake Bay
  • Includes a pool: Indoor Pool and Whirlpool open year round.
  • 3-star Downtown hotel
More Photos Pool image of Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg
From$69
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn Williamsburg Historic Area
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
220 Bypass Rd. Noa, Williamsburg, VA 23185 ~37.03 miles south of Chesapeake Bay
  • Has swimming pool
  • Two-star Golf Course property
More Photos Pool image of Sleep Inn Williamsburg Historic Area
From$59
Very Good 4.5 /5 Reviews Call BookMore Details
Hyatt Select Williamsburg
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
600 Bypass Rd., Williamsburg, VA 23185 ~37.04 miles south of Chesapeake Bay
  • Pool available: Out door pool hours are from 9AM TILL 10PM daily Open -Memorial Day til September 23
  • 3 star Resort hotel
More Photos Swimming pool at Hyatt Select Williamsburg
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Westgate Historic Williamsburg Resort - Williamsburg
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
1324 Richmond Rd., Williamsburg, VA 23185 ~37.12 miles south of Chesapeake Bay
  • Pool in hotel: Outdoor Pool: 9AM - 11PM
  • Midscale Mountain property
More Photos Swimming pool at Westgate Historic Williamsburg Resort
From$79
Average 3.5 /5 Latest Reviews Call BookMore Details
Princess Anne Hotel, SureStay Collection by Best Western
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
1350 Richmond Rd., Williamsburg, VA 23185 ~37.14 miles south of Chesapeake Bay
  • Pool in hotel: Open from 9 am to 7 pm. Outdoor pool
  • Mid-scale property
More Photos Photo of Princess Anne Hotel, SureStay Collection by Best Western Pool
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
King's Creek Resort
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
191 Cottage Cove Ln, Williamsburg, VA 23185 ~37.86 miles south of Chesapeake Bay
  • Includes a pool: 3 Outdoor Pools and 1 Indoor Pool Open daily: 7am-10pm
  • Affordable Resort hotel
More Photos Photo of King's Creek Resort Pool
From$99
Average 3.0 /5 Review Score Call BookMore Details
Quality Inn Williamsburg Historic District
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
351 York St., Williamsburg, VA 23185 ~37.89 miles south of Chesapeake Bay
  • Has swimming pool: Indoor Heated Pool
  • Mid-scale Suburban property
More Photos Photo of Quality Inn Williamsburg Historic District Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Wyndham Garden Williamsburg Busch Gardens Area - Williamsburg
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
201 Water Country Pkwy., Williamsburg, VA 23185 ~38.26 miles south of Chesapeake Bay
  • Pool details: Seasonal Outdoor Pool Hours: 10 a.m. - 10 p.m.
  • Affordable Downtown property
More Photos Pool image of Wyndham Garden Williamsburg Busch Gardens Area
From$80
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites - Williamsburg
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
7135 Pocahontas Trail, Williamsburg, VA 23185 ~38.49 miles south of Chesapeake Bay
  • With a pool!
  • Three Star Resort property
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Vacation Club The Historic Powhatan Williamsburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3601 Ironbound Rd., Williamsburg, VA 23188 ~38.98 miles south of Chesapeake Bay
  • Pool in hotel: 4 pools outdoors, 1 pool indoors
  • 3 star Suburban hotel
More Photos Pool image of Hilton Vacation Club The Historic Powhatan Williamsburg
From$46
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club Greensprings Vacation Resort
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
3500 Ludwell Pkwy., Williamsburg, VA 23188 ~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
  • Three Star Resort property
More Photos Pool image of Hilton Vacation Club Greensprings Vacation Resort
From$53
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
480 Mclaws Cir, Williamsburg, VA 23185 ~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
  • Affordable hotel
More Photos Pool image of Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel
From$50
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Courtyard Williamsburg Busch Gardens Area - Williamsburg
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
470 Mclaws Cir, Williamsburg, VA 23185 ~39.15 miles south of Chesapeake Bay
  • Pool available: Indoor and Outdoor pool, open daily from 9AM - 10PM.
  • 3-star Suburban property
More Photos Pool image of Courtyard Williamsburg Busch Gardens Area
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Richmond Airport - Sandston
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
441 International Center Dr., Sandston, VA 23150 ~43.89 miles west of Chesapeake Bay
  • Pool details: Indoor pool open from 6 am - 10 pm
  • 3-star Airport property
More Photos Pool image of Hilton Garden Inn Richmond Airport
From$99
Average 3.0 /5 Reviews Call BookMore Details

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