Chester
Travel Guide
Visit Chester
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester MD
Stay at this family-friendly holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Northern Chesapeake Bay and Matapeake ...
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 14 Sept 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (1,877 reviews)
Such a cool place to stay! Water pressure wasn’t great but it’s a very old building.
Reviewed on 26 Feb 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is HK$661 per night from 3 Mar to 4 Mar
HK$661
HK$753 total
3 Mar - 4 Mar
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.6/10 Excellent! (1,006 reviews)
The staff was very helpful. The room was nice and there were shops & restaurants nearby.
Reviewed on 27 Feb 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
Stay at this family-friendly holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Northern Chesapeake Bay and Matapeake ...
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 14 Sept 2025
Waterfront Sunset Bayview: sleeps 6
Chester MD
Stay at this holiday home in Chester. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Bodkin Island and Chesapeake Bay Environmental ...
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Easton MD
Stay at this holiday home in Easton. Enjoy free Wi-Fi, private pools and a sauna. Popular attractions Pickering Creek Audubon Center and Hog Neck Golf Course ...
10/10 Exceptional! (98 reviews)
The host was lovely. Very responsive, thoughtful and welcoming!The home was perfect for our get away. It was better than the photos, comfy with a well appointed kitchen!
Reviewed on 3 Jan 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 in Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
