Hotels with a Pool in Chesapeake Bay
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Chesapeake Bay Hotels with Pool

Washington Plaza Hotel
10 Thomas Circle NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $126 total per night
$126 total
Jul 31 - Aug 1
Total includes taxes and fees
Guests of Washington Plaza Hotel have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. Self parking is offered for USD 43 per night. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, luggage storage, and securing valuables. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Free WiFi

Capitol Skyline Hotel
10 I Street S.W, Washington, DC
Capitol Skyline Hotel features a gym, free WiFi in public areas, and meeting rooms. If you drive, self parking is USD 41.30 per day, and there's also a free area shuttle. Multilingual staff at the 24-hour front desk can assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and a seasonal outdoor pool.
Pool
Free WiFi

Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $124 total per night
$124 total
Aug 12 - Aug 13
Total includes taxes and fees
Hilton Vacation Club The Historic Powhatan Williamsburg features an indoor pool, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with securing valuables and tours/tickets. Other amenities at this golf resort include a 24-hour gym, outdoor tennis courts, and free WiFi in public areas.
Pool
Parking included

Omni Shoreham Hotel
2500 Calvert St Nw, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $176 total per night
$176 total
Aug 17 - Aug 18
Total includes taxes and fees
Dating back to 1930, Omni Shoreham Hotel features an outdoor pool, a children's pool, and a 24-hour gym. Valet parking is offered for USD 64.90 per day. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this family-friendly hotel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Days Inn by Wyndham Virginia Beach At The Beach
1000 Atlantic Ave, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $148 total per night
$148 total
Aug 18 - Aug 19
Total includes taxes and fees
Guests of Days Inn by Wyndham Virginia Beach At The Beach have access to an outdoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Breakfast included

Hilton Vacation Club Ocean Beach Club Virginia Beach
3401 Atlantic Ave, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
$262 nightly
The price is $304 total per night
$304 total
Aug 3 - Aug 4
Total includes taxes and fees
Hilton Vacation Club Ocean Beach Club Virginia Beach features 2 indoor pools, an outdoor pool, and a children's pool. Free offsite parking is included with your stay. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Other amenities at this beach hotel include a 24-hour gym, free WiFi in public areas, and a 24-hour business center.
Pool
Free WiFi

Wingate by Wyndham Williamsburg
2007 Richmond Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $115 total per night
$115 total
Jul 27 - Jul 28
Total includes taxes and fees
At Wingate by Wyndham Williamsburg, guests enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included

Turtle Cay Resort
600 Atlantic Ave, Virginia Beach, VA
At Turtle Cay Resort, guests enjoy 2 outdoor pools, a children's pool, and a gym. You can put free parking to good use if you drive. The front desk is staffed 24 hours a day to help with tours/tickets and securing valuables. Additional amenities include 2 hot tubs, free WiFi in public areas, and a business center.
Pool
Hot Tub

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $168 total per night
$168 total
Aug 10 - Aug 11
Total includes taxes and fees
Guests of Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel enjoy a free water park, an outdoor pool, and a children's pool. There's free parking and an area shuttle. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. Other amenities at this golf hotel include a gym, free WiFi in public areas, and meeting rooms.
Pool
Breakfast included

The Ven at Embassy Row, Washington, D.C., a Tribute Portfolio Hotel
2015 Massachusetts Ave NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$180 nightly
The price is $209 total per night
$209 total
Aug 8 - Aug 9
Total includes taxes and fees
At The Ven at Embassy Row, Washington, D.C., a Tribute Portfolio Hotel, guests have access to a 24-hour gym, a rooftop terrace, and free WiFi in public areas. Valet parking is available for USD 60 per day. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and securing valuables. Additional amenities include conference space, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Pet friendly

Sheraton Pentagon City Hotel
900 S Orme St, Arlington, VA
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $106 total per night
$106 total
Aug 1 - Aug 2
Total includes taxes and fees
Sheraton Pentagon City Hotel features a 24-hour gym, WiFi in public areas, and meeting rooms. If you drive, self parking is USD 32 per night, or you can take advantage of the free airport shuttle at scheduled times. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include conference space, a business center, and a computer station.
Free airport shuttle
Pet friendly

Days Inn by Wyndham Williamsburg Historic Area
706 Bypass Road, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$48 nightly
The price is $56 total per night
$56 total
Aug 25 - Aug 26
Total includes taxes and fees
Guests staying at Days Inn by Wyndham Williamsburg Historic Area enjoy an indoor pool, an outdoor pool, and a sauna. Free parking is included with your stay. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and securing valuables. Additional amenities include free WiFi in public areas, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub

YOTEL Washington DC
415 New Jersey Ave Nw, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $164 total per night
$164 total
Jul 27 - Jul 28
Total includes taxes and fees
Renovated in 2020, YOTEL Washington DC offers a 24-hour gym, free WiFi in public areas, and a conference center. Self parking is available for USD 60 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and luggage storage. Other amenities at this boutique hotel include a seasonal outdoor pool, coffee/tea in a common area, and express check-in.
Pool
Pet friendly

The Founders Inn and Spa, Tapestry Collection by Hilton
5641 Indian River Rd, Virginia Beach, VA
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $183 total per night
$183 total
Aug 3 - Aug 4
Total includes taxes and fees
The Founders Inn and Spa, Tapestry Collection by Hilton features a full-service spa, an indoor pool, and a gym. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for USD 14.00 per person one-way. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and tours or tickets. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa hotel include free WiFi in public areas, a conference center, and a seasonal outdoor pool.
Pool
Spa

Holiday Inn & Suites Virginia Beach North Beach by IHG
3900 Atlantic Avenue, Virginia Beach, VA
Free Cancellation
$206 nightly
The price is $239 total per night
$239 total
Aug 24 - Aug 25
Total includes taxes and fees
At Holiday Inn & Suites Virginia Beach North Beach by IHG, guests enjoy 3 outdoor pools, an indoor pool, and a lazy river. Self parking is offered for USD 10.00 per day. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Other amenities at this beach hotel include a children's pool, a gym, and free WiFi in public areas.
Pool
Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Chesapeake Bay hotels essential information
Accommodation | 14,960 hotels |
---|---|
Lowest Price | $56 |
Highest Price | $304 |
Popular hotels | Washington Plaza Hotel, Capitol Skyline Hotel, Hilton Vacation Club The Historic Powhatan Williamsburg, Omni Shoreham Hotel, Days Inn by Wyndham Virginia Beach At The Beach, Hilton Vacation Club Ocean Beach Club Virginia Beach, Wingate by Wyndham Williamsburg, Turtle Cay Resort, Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel, The Ven at Embassy Row, Washington, D.C., a Tribute Portfolio Hotel, Sheraton Pentagon City Hotel, Days Inn by Wyndham Williamsburg Historic Area, YOTEL Washington DC, The Founders Inn and Spa, Tapestry Collection by Hilton, Holiday Inn & Suites Virginia Beach North Beach by IHG |
Recent Hotels with Pool Reviews

Washington Plaza Hotel
5/5 Excellent
"Great for the affordable price!"
A verified traveler stayed at Washington Plaza Hotel
Posted 1 day ago
Other Hotels with Pool
Areas Of Chesapeake Bay
Hotels Near
Hotel Themes
Flights To
Top Trending
Hotels
- Pocono Mountains All Inclusive Resorts & Hotels
- Pocono Mountains Romantic Getaways & Hotels
- Pocono Mountains Hotels with Hot Tubs
- Florida Keys Hotel Deals
- Gulf Coast Kid Friendly Hotels
- Gulf Coast Waterpark Hotels & Resorts
- Pocono Mountains Spa Resorts & Hotels
- Southern California Hotels with a Lazy River
- Northern California Casino Resorts & Hotels
- Southeastern United States All Inclusive Resorts & Hotels
- Western United States All Inclusive Resorts & Hotels
- Southern California Hotels with Waterslides
- Florida Keys Beach Resorts & Hotels
- Southern California Spa Resorts & Hotels
- Northern California Kid Friendly Hotels
- Pocono Mountains Hotel Deals
- Pocono Mountains Waterpark Hotels & Resorts
- Florida Keys Hotels with Waterslides
- Northern California All Inclusive Resorts & Hotels
- Northern California Beach Resorts & Hotels
- Southern California Hotels with Hot Tubs
- Gulf Coast Beach Resorts & Hotels
- Northern California Spa Resorts & Hotels
- Southern California Hotels with an Indoor Pool
- Florida Keys Cheap Hotels
- Pocono Mountains Hotels with an Indoor Pool
- Florida Keys All Inclusive Resorts & Hotels
- Quad Cities Hotels with Hot Tubs
Flights
Packages