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
Fully refundableReserve now, pay when you stay
The price is S$114 per night from 23 May to 24 May
S$114
per night
23 May - 24 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! (264 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! (671 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
The price is S$298 per night from 9 Jun to 10 Jun
S$298
per night
9 Jun - 10 Jun
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! (1,605 reviews)
"Beautiful hotel in the heart of the city. Everything was in walking distance. Nice staff. Loved the valet parking."

Reviewed on 13 May,2024

Historic Inns of Annapolis
See all 1,011 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 (464 reviews)
Clean
"Stay was excellent overall, my husbands only complaint was the bed being too soft for him and I’ll say we needed more than one pillow, otherwise very very clean and up to date"

Reviewed on 26 Apr,2024

WoodSpring Suites Washington DC Northeast Greenbelt
See all 14,017 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

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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
Image for River Arts Chestertown

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 Wilmer Park

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
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
Image for Historical Society of Kent County Maryland

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