Somewhere over the rainbow... Terrific view on the plane back to the North.

Find all hotels by Independent in Chestertown, MD from $54

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Oct 10 - Oct 12

Compare rooms and suites by Independent in Chestertown with rates, reviews, and availability. Most hotels are fully refundable.

Front of property - evening/night

"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "

$218 nightly

Nov 2 - Nov 3

Total with taxes and fees

Private beach nearby, sun loungers, beach volleyball

"Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!"

$151 nightly

Oct 5 - Oct 6

Total with taxes and fees

Aerial view

"Great INN super nice staff"

$194 nightly

Oct 22 - Oct 23

Total with taxes and fees

The Stokes (Standard / 2nd Floor Vandiver Mansion) | Terrace/patio

"Been to the Vandiver many times and are always pleasantly pleased."

$143 nightly

Oct 28 - Oct 29

Total with taxes and fees

Basic Single Room | Desk, free WiFi, bed sheets

"Bed was clean and crisply made. Occupants were respectful of sleeping hours. Check-in and check-out were simple. Parking was convenient and had easy access to the highway."

$48 nightly

Nov 2 - Nov 3

Total with taxes and fees

View from property

"Friendly staff at check in. This lady was helpful thru entire stay. Her name is Sharon. The Harbor had a Luau on Saturday which we attended since our son is a slip holder. Great weekend. "

$229 nightly

Oct 5 - Oct 6

Total with taxes and fees

Exterior

"Very friendly staff!"

$298 nightly

Oct 5 - Oct 6

Total with taxes and fees

Reception

"Owner was very nice. "

$91 nightly

Oct 31 - Nov 1

Total with taxes and fees

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Top Chestertown Hotel Reviews

SpringHill Suites Baltimore White Marsh/Middle River

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent

"Great place to stay, better than any of the other hotels in the middle river area."

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