Chestertown

Travel Guide
Photo by Assya A
Photo by Assya A
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2 out of 5
160 Scheeler Rd, Chestertown, MD
The price is S$114 per night from 29 May to 30 May
S$114
per night
29 May - 30 May
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.
7.2/10 Good! (265 reviews)
"Hotel was a hotel… hated the small toilets… if you go to wipe your hand will end up touching the water.. yuck! If you’re a man and have to poop…. hold your junk up!!!"

Reviewed on 13 May,2024

Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 out of 5
150 Scheeler Road, Chestertown, MD
The price is S$185 per night from 29 May to 30 May
S$185
per night
29 May - 30 May
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (672 reviews)
"The onsite manager was very helpful. The staff was very nice."

Reviewed on 13 May,2024

Comfort Inn & Suites Chestertown
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is S$277 per night from 28 May to 29 May
S$277
per night
28 May - 29 May
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 ...
8.8/10 Excellent! (1,621 reviews)
"Great location, beautiful, historic building within walking distance of most sights, shops and restaurants."

Reviewed on 20 May,2024

Historic Inns of Annapolis
See all 994 properties in Chestertown
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
Majestic Hotel & Apartments
3 out of 5
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 19 Sep,2023

Majestic Hotel & Apartments
WhyHotel by Placemakr Columbia
WhyHotel by Placemakr Columbia
4 out of 5
6200 Valencia Ln, Columbia, MD
Stay at this 4-star aparthotel in Columbia. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (406 reviews)
Highly Recommended
"Definitely felt like a home. Staff was helpful, friendly and knowledgeable."

Reviewed on 11 May,2024

WhyHotel by Placemakr Columbia
WoodSpring Suites Washington DC Northeast Greenbelt
WoodSpring Suites Washington DC Northeast Greenbelt
2.5 out of 5
7480 Greenway Center Drive, Greenbelt, MD
Book a stay at this business-friendly aparthotel in Greenbelt. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff ...
6.8/10 (454 reviews)
"I loved it esp the kitchenette it was soo nice"

Reviewed on 23 Apr,2024

WoodSpring Suites Washington DC Northeast Greenbelt
See all 14,034 properties in Maryland
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

Image for Washington College

Washington College

Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Washington College
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Rolphs Wharf Marina

Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.

Rolphs Wharf Marina
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River Arts Chestertown

Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.

River Arts Chestertown
Image for Garfield Center for the Arts at the Prince Theater

Garfield Center for the Arts at the Prince Theater

You can make plans for a show 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.

Garfield Center for the Arts at the Prince Theater
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Historical Society of Kent County Maryland

You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

Historical Society of Kent County Maryland
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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.

Wilmer Park