Chestertown Travel Guide

Tourist 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 ₹6,387 per night from 21 May to 22 May
₹6,387
per night
21 May - 22 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 ₹10,220 per night from 16 May to 17 May
₹10,220
per night
16 May - 17 May
Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews.
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 ₹13,414 per night from 28 May to 29 May
₹13,414
per night
28 May - 29 May
Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in their reviews.
8.8/10 Excellent! (1,612 reviews)
"The location was excellent, the room wss very nice bit was decorated in a fashion that was too modern give the name of the hotel. The staff was friendly and efficient but said they would send an Anniversary present to our room but it never arrived. The facility was good but the elevator was too ..."

Reviewed on 9 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
Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms in their reviews.
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
Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews.
9/10 Wonderful! (370 reviews)
"Awesome greeter at check in. Very impressive Apt! Very affordable! Please note, you will have to pay for parking, but there is a free parking lot in the back. I will definitely stay again!"

Reviewed on 8 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
Enjoy free Wi-Fi, free parking and a 24-hour fitness centre. Our guests praise the helpful staff in their reviews.
6.8/10 (463 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

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
Image for Rolphs Wharf Marina

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