An aerial view of a town with a river, buildings, and surrounding greenery.

Find all hotels by Red Roof Inn in Chestertown, MD from $62

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Sep 3 - Sep 4
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Sep 4 - Sep 5
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Sep 4 - Sep 6
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Sep 11 - Sep 13

Our top choices for Chestertown Red Roof Inn

1. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Linda
$72 nightly
$80 total
Sep 10 - Sep 11
Total with taxes and fees
Red Roof Inn & Suites Chestertown

2. Red Roof Inn Aberdeen

Red Roof Inn Aberdeen
Aberdeen
United States
Seth
$55 nightly
$62 total
Sep 6 - Sep 7
Total with taxes and fees
Red Roof Inn Aberdeen

3. Red Roof Inn Edgewood

Red Roof Inn Edgewood
Edgewood
United States
Jailine
$71 nightly
$80 total
Sep 7 - Sep 8
Total with taxes and fees
Red Roof Inn Edgewood

4. Red Roof Inn Baltimore South - Glen Burnie

Red Roof Inn Baltimore South - Glen Burnie
Ferndale
Australia
Rob
$85 nightly
$96 total
Sep 7 - Sep 8
Total with taxes and fees
Red Roof Inn Baltimore South - Glen Burnie
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Top Chestertown Hotel Reviews

Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh

10/10 Excellent
"Breakfast was great the bed was amazing and the area was near everything"
Cassie 2-night trip
Posted 9 hours ago
Hampton Inn Baltimore/White Marsh
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Close to the bay"
Joshua 1-night trip
Posted 2 days ago
Best Western Kent Narrows Inn
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

10/10 Excellent
"My visit was great I have no complaints also the complimentary breakfast was really good alot of options and great food choices in also liked the fact that check out time was at 12 noon I'll definitely stay next time I visit the area thank you"
Iam 1-night trip
Posted 2 days ago
Best Western Plus Hotel & Conference Center
Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

8/10 Good
"Only one elevator working and it was the slowest elevator ever, especially since there is only 5 floors! The lobby is bright and welcoming, but the room, while clean, had dark furniture and dark carpeting and are generally just not very bright and cheery. We have stayed here before and had no issues either the room but this time the air conditioner seemed to blow bad smelling air. It might have been due to the standing water on the flat roof outside our window."
Leigh 2-night trip
Posted 3 days ago
Hampton Inn Baltimore/Glen Burnie
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

10/10 Excellent
"Gem of a local place on the water. The rooms are big and the beds are soooo comfy. The pool is cute and the beach has bands on weekends. There are gas grills and a decent restaurant. It's not fancy (for fancy stay at the manor next door). But it's not corporate either. It's authentic, peaceful and fun."
Amy 2-night trip
Posted 4 days ago
The Lodge at Great Oak Landing

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