Chester, MD
Travel Guide
Visit Chester
Waterfront Sunset Bayview: sleeps 6
Chester MD
Stay at this vacation home in Chester. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester MD
Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Northern Chesapeake Bay ...
10/10 Exceptional! (126 reviews)
Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly..
Reviewed on Sep 14, 2025
Graduate by Hilton Annapolis
126 West St Annapolis MD
$171 nightly
The price is $194 total per night from Mar 29 to Mar 30
$194 total
Mar 29 - Mar 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,000 reviews)
Central l9cation, easy walk to all sites.
Reviewed on Mar 12, 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.
Waterfront Sunset Bayview: sleeps 6
Chester MD
Stay at this vacation home in Chester. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester MD
Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Northern Chesapeake Bay ...
10/10 Exceptional! (126 reviews)
Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly..
Reviewed on Sep 14, 2025
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
9.8/10 Exceptional! (49 reviews)
This was a terrific experience. The house boat was extremely clean and well taken care of. The host was proactive with terrific communication. She was upfront with the care and expectations of the stay. It was well stocked, perfect for cooking and enjoying the views from the boat. We are already ...
Reviewed on Mar 11, 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.
Popular places to visit
Chesapeake Exploration Center
Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
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- Chesapeake Exploration Center
- U.S. Naval Academy
- Chesapeake Bay
- Annapolis City Dock
- Chesapeake Bay Bridge
- Westfield Annapolis Mall
- Sandy Point State Park
- Maryland State House
- Navy-Marine Corps Memorial Stadium
- Anne Arundel Medical Center
- Annapolis Mall Shopping Center
- Chesapeake Bay Maritime Museum
- St. Michaels Winery
- Annapolis Maritime Museum
- Annapolis Harbor Center Shopping Center
- Maryland Quiet Waters Park
- Maryland Hall for Creative Arts
- Queenstown Harbor Golf Club
- William Paca House
- Avalon Theatre
- Rock Hall Harbor
- Queenstown Premium Outlets
- Northern Chesapeake Bay
- Chesapeake Bay Environmental Center
- Annapolis Harbour Center
