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Find All-inclusive Resorts in Chesapeake Bay from $52

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Top Chesapeake Bay All-inclusive Resorts

Embassy Suites by Hilton Washington D.C. Georgetown
3.5 out of 5
1250 22nd St NW, Washington, DC
Free CancellationReserve now, pay when you stay
The price is $110 per night from Oct 22 to Oct 23
4.4/5Excellent! (923 reviews)

"The staff were courteous under the circumstances. The sink one of our rooms was draining ever slowly."…"

Reviewed on Oct 7, 2020

Embassy Suites by Hilton Washington D.C. Georgetown
The Historic Powhatan Resort by Diamond Resorts
3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
Free CancellationReserve now, pay when you stay
The price is $52 per night from Oct 21 to Oct 22
4.3/5Excellent! (2,048 reviews)

"The suite was clean and comfortable! We enjoyed our stay"…"

Reviewed on Oct 11, 2020

The Historic Powhatan Resort by Diamond Resorts
Great Wolf Lodge Williamsburg
3.5 out of 5
549 East Rochambeau Drive, Williamsburg, VA
The price is $200 per night from Oct 21 to Oct 22
4.1/5Very Good! (873 reviews)

"Great Lodge & my children had a blast we can’t wait to do it again everything was amazing"…"

Reviewed on Sep 26, 2020

Great Wolf Lodge Williamsburg
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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.

All-Inclusive Hotels and Accommodations in Chesapeake Bay

Finding the best all-inclusive accommodation for your vacation in Chesapeake Bay has never been so easy, and with the vast selection of hotels on Expedia you won’t be disappointed. The closest major airport is in Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is located 45.2 mi (72.8 km) from the city center. Chesapeake Bay is known for its cultural scene and recreational activities and offers a host of things to see and do such as Ford's Theater and Dennis Point Marina. View our all-inclusive accommodations where you can enjoy a range of amenities such as entertainment, kid's clubs, and of course food and beverages all included in the price. Many of our all-inclusive hotel accommodations also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional expense. Expedia also has hotels with all-inclusive rooms and there's a long list to choose from. If you have found some hotels but need a little more time, you can save them to your favorites, so you don’t lose track of the best ones for your stay. From resorts to all-inclusive rooms, it's all right here, and it’s just a click away.

Planning Your Trip to Chesapeake Bay

If you want to know the best season to travel to Chesapeake Bay, here is a summary of the weather throughout the seasons:

  • Hottest months: July, June, August, and September, with an average temperature of 86°F
  • Coldest months: January, December, February, and March, with an average temperature of 30°F
  • Driest months: February, October, November, and January, with an average rainfall of 3.22 inches
  • Rainiest months: July, August, March, and September, with an average rainfall of 4.36 inches

Sightseeing In and Around Chesapeake Bay

Venture out to Ford's Theater and Dennis Point Marina, and see why travelers like the cultural scene and recreational activities in Chesapeake Bay. Other top attractions include Colonial Williamsburg, United States Capitol, and Busch Gardens Williamsburg.

Chesapeake Bay is also known for its:

  • Sports
  • Historical sites
  • Horseback riding
  • Flowers
  • Boating

Getting Around Chesapeake Bay

With so many choices for transportation, exploring all of Chesapeake Bay is easy. You can walk to nearby metro stations including Branch Ave. Station, Suitland Station, and Largo Town Center Station. If you'd like to explore more of the area, ride aboard a train from Quantico Station, Alexandria Station, or Woodbridge Station. You can learn about water travel options at the port.

More trip options