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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Check prices for these dates

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 17 - Sep 18
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 13 - Sep 14
Total with taxes and fees
Red Roof Inn Aberdeen

3. Red Roof Inn Edgewood

Red Roof Inn Edgewood
Edgewood
United States
Jailine
$69 nightly
$78 total
Oct 11 - Oct 12
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 14 - Sep 15
Total with taxes and fees
Red Roof Inn Baltimore South - Glen Burnie
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Top Chestertown Hotel Reviews

Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

8/10 Good
"Free parking was nice. Comfortable bed. Clean room. Good breakfast."
Barbara 2-night trip
Posted 15 hours ago
Best Western Plus Hotel & Conference Center
Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

10/10 Excellent
"Excelente estadía volveré"
María Lucía ramos 1-night trip
Posted 1 day ago
Hampton Inn Baltimore/Glen Burnie
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Would gladly book again. Upgrading to a room with a balcony overlooking the Bay was too expensive but it was a special occasion, so I paid it. The upgrade would be a lot cheaper, most likely, it I had done in it advance. The desk clerk allowed us to check in early because the room was clean and ready. This was very kind and not usually offer in any case at hotels and motels. It made it easier when we came back later in the afternoon and went directly to the room. Thanks!"
Doug 1-night trip
Posted 2 days ago
Hyatt Place Kent Narrows & Marina
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area

8/10 Good
"It was overall a decent stay. Very low shower pressure. Breakfast was good, no hot items(eggs, sausages, etc). Was told the pool was open, but then there was a sign saying it was closed for maintenance. This was the main reason we chose this hotel. The staff was very accommodating and friendly."
Janning 3-night trip
Posted 2 days ago
Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

10/10 Excellent
"The staff was very helpful and friendly! The facilities are well maintained and clean. The room was clean and spacious. Overall my ten days stay was great!"
Dannette 2-night trip
Posted 3 days ago
Hilton Garden Inn Baltimore/White Marsh
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

8/10 Good
"Tv didn’t work and the place needs some updating, new carpet and some new mattresses, staff is great."
Joseph 1-night trip
Posted 4 days ago
Red Roof Inn & Suites Chestertown
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 10 days ago
The Lodge at Great Oak Landing

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