Deale Beach, MD
Travel Guide
Visit Deale Beach
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
$83 nightly
The price is $95 total per night from Sep 27 to Sep 28
$95 total
Sep 27 - Sep 28
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 ...
8.8/10 Excellent! (1,187 reviews)
"Housekeeping did not change the bedding is was dried blood in the bed"
Reviewed on Sep 18, 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
$140 nightly
The price is $159 total per night from Oct 12 to Oct 13
$159 total
Oct 12 - Oct 13
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 ...
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
$110 nightly
The price is $125 total per night from Sep 27 to Sep 28
$125 total
Sep 27 - Sep 28
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 helpful staff and the ...
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: Sunset Sailing Cruise with Snacks
$114
per adult
- U.S. Naval Academy
- Annapolis City Dock
- Chesapeake Bay
- Sandy Point State Park
- Chesapeake Bay Bridge
- Anne Arundel Medical Center
- Navy-Marine Corps Memorial Stadium
- Westfield Annapolis Mall
- Breezy Point Beach
- Maryland State House
- Annapolis Mall Shopping Center
- Northern Chesapeake Bay
- Show Place Arena
- St. Michaels Winery
- Chesapeake Bay Maritime Museum
- Chesapeake Beach Water Park
- Annapolis Harbor Center Shopping Center
- Maryland Quiet Waters Park
- Annapolis Maritime Museum
- Prince George's Stadium
- Rod n Reel Charter Fishing
- Thanksgiving Farm Wines
- Annapolis Harbour Center
- William Paca House
- Maryland Hall for Creative Arts
- Renditions Golf Club
