Chester, MD
Travel Guide
Visit Chester
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
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 ...
Graduate by Hilton Annapolis
126 West St Annapolis MD
$179 nightly
The price is $204 total per night from Apr 5 to Apr 6
$204 total
Apr 5 - Apr 6
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! (1,002 reviews)
Fantastic
Reviewed on Mar 25, 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 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
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 ...
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! (50 reviews)
Julia was fantastic! We came with 6 ladies for a surprise bachelorette weekend. She even gave us recommendations for super fun local venues and restaurants accounting for what was closed in the ‘off-season’. I don’t think there can be an off-season here. Everyone was so friendly and helpful with ...
Reviewed on Mar 23, 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
- Westfield Annapolis Mall
- Chesapeake Bay Bridge
- Sandy Point State Park
- Maryland State House
- Anne Arundel Medical Center
- Annapolis Mall Shopping Center
- Chesapeake Bay Maritime Museum
- Annapolis Harbor Center Shopping Center
- Navy-Marine Corps Memorial Stadium
- St. Michaels Winery
- Maryland Quiet Waters Park
- Annapolis Maritime Museum
- William Paca House
- Queenstown Harbor Golf
- Maryland Hall for Creative Arts
- Northern Chesapeake Bay
- Annapolis Harbour Center
- Rock Hall Harbor
- Hammond-Harwood House
- Avalon Theatre
- Queenstown Premium Outlets
