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Find all hotels by Independent in Chestertown, MD from $62

Check prices for these dates

Tonight
Aug 18 - Aug 19
Tomorrow
Aug 19 - Aug 20
This weekend
Aug 22 - Aug 24
Next weekend
Aug 29 - Aug 31

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
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
$248 nightly
The price is $275
Aug 25 - Aug 26
Total includes taxes and fees
The Inn at Chesapeake Bay Beach Club
The Lodge at Great Oak Landing
Private beach nearby, sun loungers, beach volleyball

The Lodge at Great Oak Landing

3.5 star property
8.2 out of 10, Very Good, (61)
"Great place to get some quiet rest by the water"
$147 nightly
The price is $163
Aug 19 - Aug 20
Total includes taxes and fees
The Lodge at Great Oak Landing
Vandiver Inn
The Stokes (Standard / 2nd Floor Vandiver Mansion) | Terrace/patio

Vandiver Inn

3.5 star property
9.4 out of 10, Exceptional, (507)
"Staff was very friendly. We had a very relaxing stay. "
$149 nightly
The price is $167
Aug 20 - Aug 21
Total includes taxes and fees
Vandiver Inn
Motel Edgewood
Basic Single Room | 1 bedroom, desk, free WiFi, bed sheets

Motel Edgewood

2.0 star property
8.6 out of 10, Excellent, (7)
"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."
$55 nightly
The price is $62
Sep 17 - Sep 18
Total includes taxes and fees
Motel Edgewood
Relax Inn Smyrna
Reception

Relax Inn Smyrna

2.0 star property
7.8 out of 10, Good, (86)
"Owner was very nice. "
$101 nightly
The price is $110
Aug 19 - Aug 20
Total includes taxes and fees
Relax Inn Smyrna
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very Good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
$236 nightly
The price is $262
Aug 19 - Aug 20
Total includes taxes and fees
Inn at Haven Harbour
Driftwood Inn
Front of property - evening/night

Driftwood Inn

2.0 star property
5.2 out of 10, (172)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
Driftwood Inn
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
$140 nightly
The price is $159
Aug 19 - Aug 20
Total includes taxes and fees
Flag House Inn
134 Prince - Luxury Boutique Hotel
Exterior

134 Prince - Luxury Boutique Hotel

2.5 star property
9.8 out of 10, Exceptional, (23)
"Great boutique hotel for an overnight. Terrific location and accommodating staff. Couldn't have been a better stay. "
$206 nightly
The price is $235
Aug 19 - Aug 20
Total includes taxes and fees
134 Prince - Luxury Boutique Hotel
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (109)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
$220 nightly
The price is $240
Sep 1 - Sep 2
Total includes taxes and fees
Kent Island Resort
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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Top Chestertown Hotel Reviews

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Excellent hotel"
Francine 2-night trip
Posted 20 hours ago
Annapolis Waterfront Hotel, Autograph Collection