Deale, MD

Travel Guide

An aerial view of a beach with clear water, a sandy shore, and visible footprints.
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
$269 nightly
The price is $307 total per night from Jun 28 to Jun 29
$307 total
Jun 28 - Jun 29
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! (489 reviews)
"Everything is amazing the view and the vibes. Disclaimer the balcony by the marina you will not be able to sit on there at night there is so many mosquitoes"

Reviewed on Jun 21, 2026

Anchored Inn at Hidden Harbour Marina
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
$95 nightly
The price is $109 total per night from Jul 5 to Jul 6
$109 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 ...
8.6/10 Excellent! (1,001 reviews)
"Staff- The staff was mostly kind and helpful. I called the front desk to ask for a refill for the shower gel that was empty, and I was told, “No, we don’t have any.” No explanation, no apology, no alternative options, no . . . hospitality. Amenities-The toiletries (Crabtree & Evelyn) had a nice scent ..."

Reviewed on Jun 23, 2026

DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
$130 nightly
The price is $148 total per night from Jul 5 to Jul 6
$148 total
Jul 5 - Jul 6
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! (1,855 reviews)
"Very cute historic place to stay!"

Reviewed on Jun 24, 2026

Historic Inns of 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! (137 reviews)
"We stayed at this beautiful waterfront property to celebrate my dad’s 90th birthday, and it could not have been a more memorable experience. The setting is absolutely breathtaking, with stunning waterfront views and a peaceful, quiet atmosphere that made it easy to relax and enjoy time with family.The ..."

Reviewed on Jun 21, 2026

Million Dollar View of the Chesapeake Bay
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 Sandy Point State Park and Bay Hills Golf Club 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.
Grace Cottage, St Michaels Walk to everything!

Grace Cottage, St Michaels Walk to everything!

Saint Michaels MD
Stay at this vacation home in St. Michaels. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Saint Marys Square and Saint ...
10/10 Exceptional! (7 reviews)
"This was an AMAZING fine. Grace cottage was so perfectly located where literally everything is walkable and convenient parking for 2 cars. The host, Lisa, was so responsive and just the sweetest. It is clear they want you to have a wonderful time with the cottage being stocked with almost anything ..."

Reviewed on Jun 21, 2026

Grace Cottage, St Michaels Walk to everything!
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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