Find all hotels by Independent in Chestertown, MD from $68

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

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (427)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
$207 nightly
The price is $230
Dec 1 - Dec 2
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

Vandiver Inn

3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (529)
"Lovely inn & receptionist was wonderful. "
United States
Deborah
$145 nightly
The price is $163
Nov 30 - Dec 1
Total with taxes and fees
Vandiver Inn

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (125)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
$160 nightly
The price is $174
Dec 1 - Dec 2
Total with taxes and fees
Kent Island Resort

Motel Edgewood

2.0 star property
Edgewood
7.6 out of 10, Good, (9)
"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."
United States
Nancy
$60 nightly
The price is $68
Nov 21 - Nov 22
Total with taxes and fees
Motel Edgewood

Flag House Inn

3.5 star property
Historic District
9.4 out of 10, Exceptional, (81)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
$191 nightly
The price is $217
Nov 23 - Nov 24
Total with taxes and fees
Flag House Inn

134 Prince - Luxury Boutique Hotel

2.5 star property
Annapolis
9.8 out of 10, Exceptional, (29)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
$213 nightly
The price is $243
Nov 25 - Nov 26
Total with taxes and fees
134 Prince - Luxury Boutique Hotel

Relax Inn Smyrna

2.0 star property
Smyrna
7.8 out of 10, Good, (91)
"The staff was great, the room was great. Everything I expected. I would definitely stay here again. It was close to the college. TV worked, and AC was running properly. Nothing bad to say about the rest inn. "
United States
maurice
$92 nightly
The price is $99
Nov 23 - Nov 24
Total with taxes and fees
Relax Inn Smyrna

The Lodge at Great Oak Landing

3.5 star property
Chestertown
8.0 out of 10, Very Good, (75)
"Very nice rooms, "
United States
Stephania
$113 nightly
The price is $126
Nov 23 - Nov 24
Total with taxes and fees
The Lodge at Great Oak Landing

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Perryville
10.0 out of 10, Exceptional, (20)
"The property was beautiful. The views from both the house and the backyard were incredible. We can’t wait to come back and stay here in the warmer month."
United States
Todd C.
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic District
10.0 out of 10, Exceptional, (32)
"Our stay was AMAZING! Perfect location, plenty of space! Will definitely book again when we have a larger group like we did for PPW! "
United States
Charolene P.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
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.
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