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

Best Western Kilmarnock Hotel in Kilmarnock
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
599 North Main St., Kilmarnock, VA 22482 ~13.58 miles east of Chesapeake Bay
  • Has swimming pool
  • 3 star Rural property
More Photos Swimming pool at Best Western Kilmarnock Hotel
From$60
Average 3.5 /5 Recent Reviews Call BookMore Details
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The Tides Inn in Irvington
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
480 King Carter Dr., Irvington, VA 22480 ~14.28 miles southeast of Chesapeake Bay
  • Has a pool!
  • Expensive Riverfront hotel
More Photos Swimming pool at The Tides Inn
From$186
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Gloucester in Gloucester
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
6639 Forest Hill Ave., Gloucester, VA 23061 ~29.42 miles south of Chesapeake Bay
  • Has swimming pool
  • 3 star Rural hotel
More Photos Pool image of Holiday Inn Express Gloucester
From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Gloucester - Gloucester
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
6638 Forest Hill Ave., Gloucester, VA 23061 ~29.46 miles south of Chesapeake Bay
  • Has swimming pool: pool open from 10AM-10PM
  • Mid-scale Rural hotel
More Photos Swimming pool at Hampton Inn Gloucester
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Williamsburg Resort in Williamsburg
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
200 English Garden Way, Williamsburg, VA 23188 ~32.78 miles south of Chesapeake Bay
  • Pool available: Indoor Pool - Sal;twater Outdoor Pool x2
  • Affordable Mountain hotel
More Photos Pool image of Holiday Inn Club Vacations Williamsburg Resort
From$79
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn Lexington Park
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 ~32.85 miles north of Chesapeake Bay
  • Includes a pool: Outdoor Pool open Memorial Day through Labor Day
  • 3-star Highway property
More Photos Pool image of Hampton Inn Lexington Park
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Howard Johnson by Wyndham Williamsburg - Williamsburg
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
6483 Richmond Rd., Williamsburg, VA 23188 ~33.65 miles south of Chesapeake Bay
  • Pool details: HEATED INDOOR POOL
  • Cheap Resort hotel
More Photos Photo of Howard Johnson by Wyndham Williamsburg Pool
From$30
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Spark by Hilton California Lexington Park - California
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
44941 Worth Ave., California, MD 20619 ~33.85 miles north of Chesapeake Bay
  • Pool available: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • Three Star Rural property
More Photos Pool image of Spark by Hilton California Lexington Park
From$88
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent : 22769 Three Notch Rd.
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
22769 Three Notch Rd., California, MD 20619 ~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
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
From$70
Average 3.0 /5 Reviews Call BookMore Details
The Colonies at Williamsburg Resort in Williamsburg
+1-888-734-9421

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New Reservations: +1-888-734-9421 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.
  • Midscale Resort property
More Photos Photo of The Colonies at Williamsburg Resort Pool
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Days Hotel by Wyndham Williamsburg I 64
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3032a Richmond Rd., Williamsburg, VA 23185 ~35.71 miles south of Chesapeake Bay
  • Pool in hotel: Indoor and outdoor pool. open 10AM to 10PM.
  • 3 star Downtown property
More Photos Pool image of Days Hotel by Wyndham Williamsburg I 64
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Baymont by Wyndham I 64
+1-888-455-5160

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New Reservations: +1-888-455-5160 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.
  • 3 star 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.
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
4870 Longhill Rd., Williamsburg, VA 23188 ~35.98 miles south of Chesapeake Bay
  • Pool in hotel: Seasonal outdoor pool Heated indoor pool & hot tub
  • 4-star Rural hotel
More Photos Swimming pool at Vacation Village at Williamsburg
From$89
Average 3.0 /5 Recent Reviews Call BookMore Details
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Wingate by Wyndham Williamsburg
+1-888-906-6358

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New Reservations: +1-888-906-6358 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
  • Mid-scale Downtown hotel
More Photos Photo of Wingate by Wyndham Williamsburg Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Williamsburg in Williamsburg
+1-888-749-6785

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New Reservations: +1-888-749-6785 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.
  • Affordable Downtown hotel
More Photos Swimming pool at Residence Inn by Marriott Williamsburg
From$100
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Springhill Suites by Marriott Williamsburg - Williamsburg
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1644 Richmond Rd., Williamsburg, VA 23185 ~36.52 miles south of Chesapeake Bay
  • Pool in hotel: Indoor Pool
  • Mid-scale property
More Photos Photo of Springhill Suites by Marriott Williamsburg Pool
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Williamsburg in Williamsburg
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1624 Richmond Rd., Williamsburg, VA 23185 ~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.
  • Three Star Downtown hotel
More Photos Photo of Hilton Garden Inn Williamsburg Pool
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Williamsburg An Ihg Hotel
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
1452 Richmond Rd., Williamsburg, VA 23185 ~36.74 miles south of Chesapeake Bay
  • Includes a pool: Indoor salt-water pool open from 7:00AM-11:00PM
  • Affordable Downtown property
More Photos Pool image of Holiday Inn Express & Suites Williamsburg An Ihg Hotel
From$69
Average 3.0 /5 Guest Reviews Call BookMore Details
Embassy Suites Williamsburg : 3006 Mooretown Rd.
+1-888-675-2083

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New Reservations: +1-888-675-2083 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.
  • High end Downtown property
More Photos Pool image of Embassy Suites Williamsburg
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Spark by Hilton Williamsburg
+1-800-716-8490

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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
  • Has swimming pool: 7am-11pm
  • 3 star Downtown hotel
More Photos Swimming pool at Spark by Hilton Williamsburg
From$80
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Williamsburg Historic Area
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
600 Bypass Rd., Williamsburg, VA 23185 ~36.98 miles south of Chesapeake Bay
  • Pool available: Out door pool hours are from 9AM TILL 10PM daily Open -Memorial Day til September 23
  • Two star Resort property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Williamsburg Historic Area
From$55
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Williamsburg
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
601 Bypass Rd., Williamsburg, VA 23185 ~36.99 miles south of Chesapeake Bay
  • Pool details: Indoor pool open year round.
  • 3 star Downtown property
More Photos Pool image of Homewood Suites by Hilton Williamsburg
From$92
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn Williamsburg Gateway
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
331 Bypass Rd., Williamsburg, VA 23185 ~36.99 miles south of Chesapeake Bay
  • Has swimming pool: Seasonal Outdoor Pool
  • Affordable Suburban hotel
More Photos Photo of Comfort Inn Williamsburg Gateway Pool
From$52
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg in Williamsburg
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
515 Bypass Rd., Williamsburg, VA 23185 ~36.99 miles south of Chesapeake Bay
  • Pool available: Indoor Pool and Whirlpool open year round.
  • Midscale Downtown hotel
More Photos Swimming pool at Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Westgate Historic Williamsburg Resort
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1324 Richmond Rd., Williamsburg, VA 23185 ~37.12 miles south of Chesapeake Bay
  • Pool details: Outdoor Pool: 9AM - 11PM
  • 3 star Mountain property
More Photos Pool image of Westgate Historic Williamsburg Resort
From$79
Average 3.5 /5 Reviews Call BookMore Details
King's Creek Resort
+1-888-469-4795

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New Reservations: +1-888-469-4795 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
  • 3-star Resort property
More Photos Pool image of King's Creek Resort
From$99
Average 3.0 /5 Review Score Call BookMore Details
Best Western Williamsburg Historic District - Williamsburg
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
351 York St., Williamsburg, VA 23185 ~37.89 miles south of Chesapeake Bay
  • Pool available: Indoor Heated Pool
  • Midscale Suburban hotel
More Photos Pool image of Best Western Williamsburg Historic District
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Solomons
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
13100 Dowell Rd., Solomons, MD 20629 ~37.91 miles north of Chesapeake Bay
  • Pool available: Outdoor pool Pool is open from Memorial Day through Labor Day
  • Affordable Rural hotel
More Photos Pool image of Hilton Garden Inn Solomons
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Wyndham Garden Williamsburg Busch Gardens Area : 201 Water Country Pkwy.
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
201 Water Country Pkwy., Williamsburg, VA 23185 ~38.26 miles south of Chesapeake Bay
  • Pool in hotel: Seasonal Outdoor Pool Hours: 10 a.m. - 10 p.m.
  • Affordable Downtown property
More Photos Photo of Wyndham Garden Williamsburg Busch Gardens Area Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Country Inn & Suites : 7135 Pocahontas Trail
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
7135 Pocahontas Trail, Williamsburg, VA 23185 ~38.49 miles south of Chesapeake Bay
  • Has a pool!
  • 3-star Resort hotel
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Vacation Club The Historic Powhatan Williamsburg : 3601 Ironbound Rd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3601 Ironbound Rd., Williamsburg, VA 23188 ~38.98 miles south of Chesapeake Bay
  • Has swimming pool: 4 pools outdoors, 1 pool indoors
  • Three 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 - Williamsburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
3500 Ludwell Pkwy., Williamsburg, VA 23188 ~39.02 miles south of Chesapeake Bay
  • Pool details: 10am-10pm Swimming; Outdoor Heated Pool, Outdoor Hot Tub(s), Indoor Heated Pool, Indoor Hot Tub, Outdoor Children's Pool
  • 3-star Resort hotel
More Photos Pool image of Hilton Vacation Club Greensprings Vacation Resort
From$53
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
480 Mclaws Cir, Williamsburg, VA 23185 ~39.15 miles south of Chesapeake Bay
  • Pool in hotel: Seasonal Outdoor Pool & Sundeck - Open from Memorial Day to Labor Day Hours of Operation: 8:00 AM - 10:00 PM
  • Midscale hotel
More Photos Photo of Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel Pool
From$50
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Richmond Airport in Sandston
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
441 International Center Dr., Sandston, VA 23150 ~43.89 miles west of Chesapeake Bay
  • Has swimming pool: Indoor pool open from 6 am - 10 pm
  • 3-star Airport hotel
More Photos Photo of Hilton Garden Inn Richmond Airport Pool
From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Richmond Airport by Ihg in Sandston
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
491 International Center Dr., Sandston, VA 23150 ~43.95 miles west of Chesapeake Bay
  • Pool in hotel: Indoor pool and exercise room - 24 hour room key access
  • Affordable Airport property
More Photos Photo of Holiday Inn Express Richmond Airport by Ihg Pool
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Richmond Airport - Richmond
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
445 International Center Dr., Richmond, VA 23150 ~43.95 miles west of Chesapeake Bay
  • Pool in hotel: Indoor pool and exercise room - 24 hour room key access
  • Three Star Airport hotel
More Photos Pool image of Doubletree by Hilton Richmond Airport
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Richmond - Airport - Sandston
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
5996 Audubon Dr., Sandston, VA 23150 ~43.97 miles west of Chesapeake Bay
  • Includes a pool
  • 3-star Airport property
More Photos Swimming pool at Homewood Suites by Hilton Richmond - Airport
From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details

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