Chesapeake Bay Resorts

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Chesapeake Bay hotels

Resorts in Chesapeake Bay

Gaylord National Resort & Convention Center

201 Waterfront Street, Fort Washington, MD

$279

per night

May 31 - Jun 1

Located in National Harbor, Gaylord National Resort & Convention Center is on the waterfront, within a 5-minute drive of The Capital Wheel and MGM National Harbor Casino.

Pool

Hot Tub

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd, Williamsburg, VA

$110

per night

May 30 - May 31

Free Cancellation

Reserve now, pay when you stay

Located in Williamsburg, Hilton Vacation Club The Historic Powhatan Williamsburg is in the historical district, a 4-minute drive from College of William and Mary and 7 minutes from Pirate's Cove Adventure Golf.

Pool

Parking included

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge, MD

$179

per night

May 27 - May 28

Free Cancellation

Reserve now, pay when you stay

Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 6 minutes from Dorchester County Visitors Center.

Pool

On private beach

MGM National Harbor Resort & Casino

101 MGM National Avenue, Oxon Hill, MD

$299

per night

May 27 - May 28

With a stay at MGM National Harbor Resort & Casino, you'll be centrally located in National Harbor, a 1-minute drive from MGM National Harbor Casino and 14 minutes from United States Capitol.

Pool

Breakfast available

Club Wyndham Kingsgate

619 Georgetown Cres, Williamsburg, VA

With a stay at Club Wyndham Kingsgate, you'll be centrally located in Williamsburg, a 4-minute drive from College of William and Mary and 12 minutes from Water Country USA.

Pool

Hot Tub

Great Wolf Lodge Williamsburg

549 East Rochambeau Drive, Williamsburg, VA

$179

per night

May 28 - May 29

Free Cancellation

Reserve now, pay when you stay

Located in Williamsburg, Great Wolf Lodge Williamsburg is in a rural location, within a 5-minute drive of MagiQuest and Swing Kingz.

Pool

Hot Tub

Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis

With a stay at this resort, you'll be centrally located in Williamsburg, a 4-minute drive from College of William and Mary and 12 minutes from Water Country USA.

Pool

Hot Tub

Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel

200 English Garden Way, Williamsburg, VA

$159

per night

May 28 - May 29

A stay at Holiday Inn Club Vacations Williamsburg Resort, an IHG Hotel places you in the heart of Williamsburg, within a 10-minute drive of Ripley's Believe It or Not! and Williamsburg Premium Outlets.

Pool

Restaurant

Family Friendly Countryside Resort Condos close to Colonial Williamsburg

With a stay at this resort, you'll be centrally located in Williamsburg, within a 15-minute drive of College of William and Mary and Water Country USA.

Pool

Hot Tub

Enjoy our Colonial Style Resort in Williamsburg with Free parking, pool access, mini golf and tennis

With a stay at this resort, you'll be centrally located in Williamsburg, a 4-minute drive from College of William and Mary and 12 minutes from Water Country USA.

Pool

Hot Tub

Wyndham Kingsgate 2 Bedroom Deluxe-close to Colonial Williamsburg

Located in Williamsburg, this resort is within a 15-minute drive of College of William and Mary and Water Country USA.

Pool

Hot Tub

Perfect family fun Getaway

Located in Williamsburg, this resort is within a 15-minute drive of College of William and Mary and Water Country USA.

Pool

Pet friendly

Don't see what you're looking for?

See all available properties in Chesapeake Bay

View all properties

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.