Deale, MD

Travel Guide

Aerial view of the curved sandy shoreline of Sandy Point State Park meeting the calm green waters of the Chesapeake Bay in Annapolis, Maryland, United States.
Scenic aerial panorama of Deale waterfront fishing village on the Western Shore of Chesapeake Bay Maryland, popular with boaters. Four tidal creeks Rockhold, Broadwater, Carrs , Parker flow into bay
Marina Deale MD near Chesapeake Bay
Scenic aerial panorama of Deale waterfront docks on the Western Shore of Chesapeake Bay Maryland, dozens of luxury sailboats docking in the marina.
Aerial panorama of Deale waterfront docks on the Western Shore of Chesapeake Bay Maryland, with rows of of luxury sailboats docking in the marina.
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 out of 5
604 Cabana Blvd Deale MD
$242 nightly
The price is $276 total per night from Jun 29 to Jun 30
$276 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Deale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (488 reviews)
"Very nice stay. Everything we needed."

Reviewed on Jun 19, 2026

Anchored Inn at Hidden Harbour Marina
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $142 total per night from Jul 21 to Jul 22
$142 total
Jul 21 - Jul 22
Total with taxes and fees
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,857 reviews)
"Bed had a wear to it where I rolled . Tub was rusted with grout having mold . The product container was suppose to hang on the wall but kept falling off and breaking the bottles so they did not work. Def not worth the price we paid. It was in a great vicinity."

Reviewed on Jun 20, 2026

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
$111 nightly
The price is $127 total per night from Jul 5 to Jul 6
$127 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
DoubleTree by Hilton Hotel Annapolis
See all 1,231 properties in Deale
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.
Million Dollar View of the Chesapeake Bay

Million Dollar View of the Chesapeake Bay

Deale MD
Book a stay at this family-friendly vacation home in Deale. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Upper Yough River and Franklin ...
9.8/10 Exceptional! (136 reviews)
"Very clean and family friendly. Loved being able to sit on the deck right on the bay. Host was friendly and able to help with questions about the area. Enjoyed all the notes about some of the history of the house/antique items. Would definitely recommend."

Reviewed on May 26, 2026

Million Dollar View of the Chesapeake Bay
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions John Smith House and Tose Family Tennis Center ...
10/10 Exceptional! (247 reviews)
"John is an excellent and generous host. Definitely recommend if you are planning to visit Annapolis!"

Reviewed on Jun 15, 2026

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Firefly Cottage at the Cape, Hot Tub, Community beach, summer fun, USNA visits.

Firefly Cottage at the Cape, Hot Tub, Community beach, summer fun, USNA visits.

Annapolis MD
Stay at this cottage in Annapolis. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Annapolis City Dock and Sandy Point State Park are located ...
10/10 Exceptional! (110 reviews)
"We had a wonderful three-night stay and couldn’t have been more pleased with both the property and the host. The cottage was exceptionally comfortable, relaxing, spotless, and very dog-friendly. It provided the perfect place to unwind while visiting family.We did experience a power outage during ..."

Reviewed on Jun 14, 2026

Firefly Cottage at the Cape, Hot Tub, Community beach, summer fun, USNA visits.
See all properties in Deale
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.

Cities near Deale

Panoramic image of the Mallows Bay, on the Maryland side of Potomac River. This place is home to over a hundred shipwrecks (ghost fleet) including the one seen in the background.

Tracys Landing

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