5/5 - Excellent
Krista
Aug 12, 2019Chestertown is a beautiful place.
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
The price is NT$2,907 per night from May 15 to May 16
NT$2,907
per night
May 15 - May 16
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attraction Rolphs Wharf Marina is located nearby. Discover ...
7.2/10 Good! (259 reviews)
"This is a conveniently located and comfortable Inn/Hotel. It was perfect for a one night stay. The only deficit was the lack of a simple, continental breakfast room necessitating a walk to the local DD/Dunkin'."
Reviewed on 2024/4/13
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
The price is NT$3,711 per night from May 5 to May 6
NT$3,711
per night
May 5 - May 6
Stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (665 reviews)
"Super nice and friendly front desk staff. The room was very clean and spacious (suite). I’ve had less than positive experiences at other Comfort Inns, but this one is the exception. I’d absolutely stay here again!"
Reviewed on 2024/4/9
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
The price is NT$5,261 per night from May 16 to May 17
NT$5,261
per night
May 16 - May 17
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 rooms ...
8.8/10 Excellent! (1,602 reviews)
Great Location
"Room was very clean and comfortable. Location was excellent, easy access to the waterfront. Staff was very helpful. The valets were particularly helpful getting us to the building we were staying in."
Reviewed on 2024/4/29
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.
Majestic Hotel & Apartments
7th St & Boardwalk, Ocean City, MD
Stay at this 3-star beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
6.2/10 (68 reviews)
"We stayed in one of the majestic apartments. I liked how it was an apartment, but it wasn't like dealing with a rental company. It was dealing with a hotel company. It was very simple and easy to get set up. We were lucky enough to get one of the apartments that was detached a block away. So it was ..."
Reviewed on 2023/9/19
WhyHotel by Placemakr Columbia
6200 Valencia Ln, Columbia, MD
Stay at this 4-star aparthotel in Columbia. Enjoy free WiFi, a fitness center, and onsite parking. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (393 reviews)
"This was an absolutely easy checkin and beautiful building! The place was perfect and the building has amazing amenities The staff was very kind Will definitely wanna stay in any of their properties again"
Reviewed on 2024/4/29
Shore Point Cottages
9543 Stephen Decatur Hwy, Berlin, MD
Stay at this 3-star cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Beach and Ocean City Boardwalk are ...
9/10 Wonderful! (46 reviews)
Adorable Cottage
"This little cottage was adorable. The only issue, there were no light bulbs in the lamps next to the bed, the remote control for main TV did not work. The location was convenient for us. They offered a late check out that was a nice touch. Floors were sandy and quite dirty. The front porch was screened ..."
Reviewed on 2024/4/29
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
Washington College
4/5(13 reviews)
Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Rolphs Wharf Marina
Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.
River Arts Chestertown
Explore the campus of River Arts Chestertown, during your travels in Chestertown. Take in the festivals in this family-friendly area.
Wilmer Park
Explore the great outdoors at Wilmer Park, a lovely green space in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Historical Society of Kent County Maryland
You can spend an afternoon exploring the galleries in Historical Society of Kent County Maryland during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Garfield Center for the Arts at the Prince Theater
You can get tickets for a performance at Garfield Center for the Arts at the Prince Theater on your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Reviews of Chestertown
4.1
Top Destination
5/5 - Excellent
Verified traveler
Jul 24, 2019None of the choices Expedia gave me for places I went to were anywhere near Chestertown. Chestertown is a very nice community with wonderful Colonial Houses, a nice harbour, interesting history, and an amazing number of great restaurants.
4/5 - Good
Verified traveler
Jun 17, 2019Definitely the Land of Pleasant Living!
3/5 - Okay
jana
Jun 13, 2019We went to Washington College. Downtown Chestertown was cute.
4/5 - Good
WashDad23
Apr 19, 2019Small attractive college town on the bay, good restaurants, nice period houses
5/5 - Excellent
Verified traveler
Apr 11, 2019We were in Chestertown to visit Washington College. The town is so special and lovely! I would really love to visit when the weather is warmer to enjoy the water and all the offerings in the area.
- Wilmer Park
- Garfield Center for the Arts at the Prince Theater
- Crumpton Auction
- Baltimore Cruise Terminal
- U.S. Naval Academy
- Annapolis City Dock
- White Marsh Mall
- Fort McHenry
- Harford Community College
- Elk Neck State Park
- Queenstown Premium Outlets
- William Paca House
- Rock Hall Harbor
- Concord Point Lighthouse
- Gunpowder Falls State Park
- Queenstown Harbor Golf Club
- Bulle Rock Golf Course