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.

Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Chesapeake Bay Hotels with Outdoor or Indoor Pools

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

How should we direct your call?

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
  • We have a pool
  • Mid-scale Rural hotel
More Photos Photo of Best Western Kilmarnock Hotel Pool
From$60
Average 3.5 /5 Guest Reviews Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chesapeake Bay" Get Alexa Skill →
The Tides Inn
+1-888-675-2083

How should we direct your call?

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
  • Our hotel comes with a pool
  • Four star Riverfront hotel
More Photos Swimming pool at The Tides Inn
From$186
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Gloucester
+1-800-716-8490

How should we direct your call?

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
  • Affordable Rural hotel
More Photos Swimming pool at Holiday Inn Express Gloucester
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Gloucester - Gloucester
+1-800-805-5223

How should we direct your call?

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
  • Pool in hotel: pool open from 10AM-10PM
  • 3-star Rural hotel
More Photos Swimming pool at Hampton Inn Gloucester
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Lexington Park
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
22211 Three Notch Rd., Lexington Park, MD 20653 ~32.85 miles north of Chesapeake Bay
  • Pool available: Outdoor Pool open Memorial Day through Labor Day
  • Mid-scale Highway property
More Photos Photo of Hampton Inn Lexington Park Pool
From$80
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Williamsburg North by IHG - Williamsburg
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
720 Lightfoot Rd., Williamsburg, VA 23188 ~33.13 miles south of Chesapeake Bay
  • Pool available: Large Indoor pool
  • Affordable Downtown property
More Photos Pool image of Holiday Inn Express Williamsburg North by IHG
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Motel Zuma : 6493 Richmond Rd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
6493 Richmond Rd., Williamsburg, VA 23188 ~33.61 miles south of Chesapeake Bay
  • Includes a pool: we have a outdoor pool. It is open from May-Sept. 9am-9pm
  • 2 star Suburban hotel
More Photos Pool image of Motel Zuma
From$40
Average 3.0 /5 Hotel Reviews Call BookMore Details
Howard Johnson by Wyndham Williamsburg
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
6483 Richmond Rd., Williamsburg, VA 23188 ~33.65 miles south of Chesapeake Bay
  • Includes a pool: HEATED INDOOR POOL
  • Economical Resort hotel
More Photos Photo of Howard Johnson by Wyndham Williamsburg Pool
From$30
Poor 2.0 /5 Latest Reviews Call BookMore Details
Spark by Hilton California Lexington Park - California
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
44941 Worth Ave., California, MD 20619 ~33.85 miles north of Chesapeake Bay
  • Includes a pool: Indoor Heated Pool and Spa. Open from 6am to 10pm daily
  • Three Star Rural hotel
More Photos Pool image of Spark by Hilton California Lexington Park
From$88
Average 3.0 /5 Latest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Lexington Park Patuxent - California
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
22769 Three Notch Rd., California, MD 20619 ~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
  • Affordable Suburban property
More Photos Photo of La Quinta Inn & Suites by Wyndham Lexington Park Patuxent Pool
From$70
Average 3.0 /5 Guest Reviews Call BookMore Details
The Colonies at Williamsburg Resort : 5380 Olde Towne Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
5380 Olde Towne Rd., Williamsburg, VA 23188 ~35.43 miles south of Chesapeake Bay
  • Includes a pool: 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
More Photos Swimming pool at The Colonies at Williamsburg Resort
From$59
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Hotel by Wyndham Williamsburg I 64
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 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.
  • Mid-scale Downtown property
More Photos Pool image of Days Hotel by Wyndham Williamsburg I 64
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Baymont by Wyndham I 64 : 3032b Richmond Rd.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3032b Richmond Rd., Williamsburg, VA 23185 ~35.71 miles south of Chesapeake Bay
  • Pool details: Indoor and outdoor pool. open 10AM to 10PM.
  • 3 star Downtown property
More Photos Photo of Baymont by Wyndham I 64 Pool
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Vacation Village at Williamsburg
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 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
  • High-end Rural hotel
More Photos Photo of Vacation Village at Williamsburg Pool
From$89
Average 3.0 /5 Review Score Call BookMore Details
Wingate by Wyndham Williamsburg - Williamsburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2007 Richmond Rd., Williamsburg, VA 23185 ~36.12 miles south of Chesapeake Bay
  • Pool in hotel: Indoor 10:00-10:00
  • 3-star Downtown hotel
More Photos Pool image of Wingate by Wyndham Williamsburg
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chesapeake Bay" Get Alexa Skill →
Residence Inn by Marriott Williamsburg
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1648 Richmond Rd., Williamsburg, VA 23185 ~36.47 miles south of Chesapeake Bay
  • Has swimming pool: Outdoor pool (seasonal), Sports Court.
  • 3-star Downtown property
More Photos Photo of Residence Inn by Marriott Williamsburg Pool
From$100
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Springhill Suites by Marriott Williamsburg
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1644 Richmond Rd., Williamsburg, VA 23185 ~36.52 miles south of Chesapeake Bay
  • Has swimming pool: Indoor Pool
  • 3-star property
More Photos Swimming pool at Springhill Suites by Marriott Williamsburg
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Williamsburg An Ihg Hotel in Williamsburg
+1-888-389-4121

How should we direct your call?

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
  • Pool in hotel: Indoor salt-water pool open from 7:00AM-11:00PM
  • Mid-scale Downtown hotel
More Photos Swimming pool at Holiday Inn Express & Suites Williamsburg An Ihg Hotel
From$69
Average 3.0 /5 Latest Reviews Call BookMore Details
Embassy Suites Williamsburg
+1-888-675-2083

How should we direct your call?

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.
  • Four star Downtown property
More Photos Pool image of Embassy Suites Williamsburg
From$79
Average 3.0 /5 Review Score Call BookMore Details
Spark by Hilton 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
  • Three Star Downtown hotel
More Photos Photo of Spark by Hilton Williamsburg Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Williamsburg Historic Area in Williamsburg
+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
  • Includes a pool: Out door pool hours are from 9AM TILL 10PM daily Open -Memorial Day til September 23
  • Economy Resort property
More Photos Pool image of 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 available: Indoor pool open year round.
  • Three Star 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 : 331 Bypass Rd.
+1-888-788-5576

How should we direct your call?

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
  • Pool available: Seasonal Outdoor Pool
  • 3 star Suburban hotel
More Photos Swimming pool at Comfort Inn Williamsburg Gateway
From$52
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hotel & Suites Williamsburg Historic Gateway An Ihg - Williamsburg
+1-888-897-9207

How should we direct your call?

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 details: 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 Recent Reviews Call BookMore Details
Westgate Historic Williamsburg Resort in Williamsburg
+1-888-311-4278

How should we direct your call?

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
  • Has swimming pool: Outdoor Pool: 9AM - 11PM
  • Three Star Mountain hotel
More Photos Pool image of Westgate Historic Williamsburg Resort
From$79
Average 3.5 /5 Review Score Call BookMore Details
Best Western Williamsburg Historic District in Williamsburg
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
351 York St., Williamsburg, VA 23185 ~37.89 miles south of Chesapeake Bay
  • Pool available: Indoor Heated Pool
  • 3-star Suburban hotel
More Photos Swimming pool at Best Western Williamsburg Historic District
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Solomons
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
13100 Dowell Rd., Solomons, MD 20629 ~37.91 miles north of Chesapeake Bay
  • Has swimming pool: Outdoor pool Pool is open from Memorial Day through Labor Day
  • 3-star Rural hotel
More Photos Pool image of Hilton Garden Inn Solomons
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Wyndham Garden Williamsburg Busch Gardens Area - Williamsburg
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
201 Water Country Pkwy., Williamsburg, VA 23185 ~38.26 miles south of Chesapeake Bay
  • Pool available: Seasonal Outdoor Pool Hours: 10 a.m. - 10 p.m.
  • Mid-scale Downtown hotel
More Photos Photo of Wyndham Garden Williamsburg Busch Gardens Area Pool
From$69
Average 3.0 /5 Review Score Call BookMore Details
Country Inn & Suites - Williamsburg
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7135 Pocahontas Trail, Williamsburg, VA 23185 ~38.49 miles south of Chesapeake Bay
  • With a pool!
  • Midscale Resort property
More Photos Pool image of Country Inn & Suites
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Vacation Club The Historic Powhatan Williamsburg
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3601 Ironbound Rd., Williamsburg, VA 23188 ~38.98 miles south of Chesapeake Bay
  • Pool details: 4 pools outdoors, 1 pool indoors
  • Affordable 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
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
3500 Ludwell Pkwy., Williamsburg, VA 23188 ~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 hotel
More Photos Pool image of Hilton Vacation Club Greensprings Vacation Resort
From$53
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel in Williamsburg
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
480 Mclaws Cir, Williamsburg, VA 23185 ~39.15 miles south of Chesapeake Bay
  • Pool details: Seasonal Outdoor Pool & Sundeck - Open from Memorial Day to Labor Day Hours of Operation: 8:00 AM - 10:00 PM
  • Three Star property
More Photos Photo of Holiday Inn Express Williamsbrg Busch Gardens Area An Ihg Hotel Pool
From$50
Very Good 4.5 /5 Review Score Call BookMore Details
Holiday Inn Express Richmond Airport by Ihg - Sandston
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
491 International Center Dr., Sandston, VA 23150 ~43.95 miles west of Chesapeake Bay
  • Includes a pool: Indoor pool and exercise room - 24 hour room key access
  • 3 star Airport property
More Photos Swimming pool at Holiday Inn Express Richmond Airport by Ihg
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Richmond Airport : 5996 Audubon Dr.
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
5996 Audubon Dr., Sandston, VA 23150 ~43.97 miles west of Chesapeake Bay
  • With a pool!
  • 3 star Airport property
More Photos Photo of Homewood Suites by Hilton Richmond Airport Pool
From$69
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Sheraton Richmond Airport Hotel
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
5501 Eubank Rd., Sandston, VA 23150 ~44.89 miles west of Chesapeake Bay
  • Pool details: Our outdoor pool is open saesonally, weather permitting, from 9am until 10pm.
  • Midscale Airport hotel
More Photos Photo of Sheraton Richmond Airport Hotel Pool
From$64
Very Good 4.0 /5 Review Score Call BookMore Details

Next: Show All Available Chesapeake Bay Hotels with Pricing
Back to Top