Skip to main content.

Chesapeake Bay Hotels

Search Chesapeake Bay Hotels

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best Hotels in Chesapeake Bay

What's Chesapeake Bay like?

People go to Chesapeake Bay to see famous monuments such as George Washington Birthplace National Monument, as well as to enjoy its many popular attractions like Six Flags America. Travelers also like this welcoming city for its festivals. Top attractions include Water Country USA and Busch Gardens Williamsburg. Maryland State House and William Paca House are other popular sights to see.

Where are the best places to stay in Chesapeake Bay?

Here are our travelers' top 5 places to stay in Chesapeake Bay:

Barclay Cottage Bed and Breakfast

Adults-only B&B within easy reach of Virginia Beach Boardwalk
  • • Free breakfast • Free parking • Free WiFi • Garden • Spacious rooms

Fig Street Inn

Cape Charles bayfront guestrooms with memory foam beds
  • • Free breakfast • Free parking • Free WiFi • Beach sun loungers • Central location

Flag House Inn

City-center B&B, steps from William Paca House
  • • Free breakfast • Free parking • Free WiFi • Central location

The Ivy Hotel

Luxury hotel with bar, near USS Constellation
  • • Free breakfast • Free WiFi • Restaurant • Spa • Comfy beds

Inn at Huntingfield Creek

Rock Hall bayfront guestrooms with kitchens
  • • Free breakfast • Free parking • Free WiFi • Outdoor pool • Comfy beds

What types of hotels are available in Chesapeake Bay?

We have 4331 Chesapeake Bay accommodations with prices starting at USD 18. Choose one of our 3972 deals and get discounts of up to 50%.

Below are the number of accommodations by star rating in Chesapeake Bay and the surrounding area:

  • • 34 5-star accommodations from USD 109 per night
  • • 388 4-star accommodations from USD 80 per night
  • • 857 3-star accommodations from USD 65 per night
  • • 309 2-star accommodations from USD 40 per night

Things to See and Do in Chesapeake Bay

What is there to see in Chesapeake Bay?

  • • George Washington Birthplace National Monument
  • • Maryland State House
  • • William Paca House
  • • U.S. Naval Academy
  • • FedEx Field

What is there to do in Chesapeake Bay?

  • • Six Flags America
  • • Water Country USA
  • • Busch Gardens Williamsburg
  • • Smithsonian National Air and Space Museum
  • • National Museum of Natural History

Other Popular Chesapeake Bay Attractions

  • • George Washington Masonic National Memorial
  • • Colonial Williamsburg Visitor Center
  • • Robert F. Kennedy Stadium
  • • Governor's Palace
  • • Nationals Park

When is the best time to visit Chesapeake Bay?

  • • Hottest months: July, June, August, September (average 86°F)
  • • Coldest months: January, December, February, March (average 30°F)
  • • Rainiest months: July, August, March, and September (average 4.37 inches of rainfall)

Save more with Secret Prices

Get instant savings with Secret Prices