Deale Beach
Travel Guide
Visit Deale Beach
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is CA $115 per night from Sep 27 to Sep 28
CA $115
CA $131 total
Sep 27 - Sep 28
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 ...
8.8/10 Excellent! (1,175 reviews)
"Everything was beautiful. Coffee was hot and shower was great."
Reviewed on Sep 14, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is CA $138 per night from Oct 12 to Oct 13
CA $138
CA $205 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 ...
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
The price is CA $153 per night from Sep 27 to Sep 28
CA $153
CA $174 total
Sep 27 - Sep 28
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 helpful staff and the ...
8.8/10 Excellent! (1,008 reviews)
"One of the 2 elevators was not working. It broke down about 3p on 9/12 and when we checked out on 9/13, it still was not working. There was no communication to the guests, we were talking about it amongst ourselves. Folks were frustrated waiting for the elevator and no one wanted to take the stairs ..."
Reviewed on Sep 14, 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.
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
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St Michaels MD
Stay at this cottage in St. Michaels. Enjoy a garden, laundry facilities, and patios. Popular attractions Muskrat Park and Higgins Yacht Yard and Marina are ...
9.6/10 Exceptional! (140 reviews)
"Loved staying there and everything was so convenient!"
Reviewed on Sep 9, 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.
Things to do
Chesapeake Beach: Guided Walking Tour to The Cliffs
CA $57
per adult
