Deale
Travel Guide
Visit Deale
Anchored Inn at Hidden Harbour Marina
604 Cabana Blvd Deale MD
The price is CA $282 per night from Oct 7 to Oct 8
CA $282
CA $322 total
Oct 7 - Oct 8
includes taxes & 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! (516 reviews)
"We stay there every year on the same week when we visit my father for his birthday, it is absolutely beautiful and the staff is great. The Boathouse is a super fun place next door to go have great drinks plus the inside lounge is great also. I look forward to going there every September."
Reviewed on Sep 29, 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is CA $128 per night from Oct 4 to Oct 5
CA $128
CA $145 total
Oct 4 - Oct 5
includes taxes & 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 ...
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is CA $151 per night from Oct 12 to Oct 13
CA $151
CA $220 total
Oct 12 - Oct 13
includes taxes & 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! (2,027 reviews)
"The best news about this hotel is the location - just a couple of mins walk to Main St so it's very convenient. Parking is tricky but that's Annapolis! The hotel is obviously an old building but is mostly well decorated and maintained. I was very disappointed that there was no bar / restaurant as ..."
Reviewed on Sep 29, 2026
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
Deale MD
Book a stay at this family-friendly vacation home in Deale. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Parker Creek and Upper Yough ...
9.8/10 Exceptional! (141 reviews)
"We stayed here with a family of 6 but could have fit even more. The house is very spacious but cozy and we loved sitting on the deck in the morning to have our breakfast and coffee and look at the beautiful and peaceful scenery. Even when rainy, you can still enjoy the views from the inside. We paid ..."
Reviewed on Aug 22, 2026
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
9.6/10 Exceptional! (19 reviews)
"We had a lovely stay at this charming cottage on the bay. Everything was well maintained, the host provided strong communication, the grounds are beautiful, and our family found the hot tub to be a wonderful place to both relax amidst nature and reconnect . Also our 2 little dogs felt very much at ..."
Reviewed on Aug 3, 2026
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Saint Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina ...
9.6/10 Exceptional! (134 reviews)
"Location was perfect and we enjoyed the sunrise every morning. Walkable to everything in St. Michael’s. Beautiful historic home and furnishings. A great stay!!"
Reviewed on Aug 24, 2026
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.
Stay near popular Deale attractions
Things to do
Chesapeake Beach: Guided Walking Tour to The Cliffs
CA $66
per adult
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