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Our top choices for Chestertown cheap hotels

The Lodge at Great Oak Landing
Chestertown
7.8 out of 10, Good, (77)
The price is 2.609.838 ₫
2.983.828 ₫ total
includes taxes & fees
11 Dec - 12 Dec

Comfort Inn & Suites Chestertown
Chestertown
8.6 out of 10, Excellent, (858)
The price is 2.709.223 ₫
3.007.237 ₫ total
includes taxes & fees
28 Dec - 29 Dec

Red Roof Inn & Suites Chestertown
Chestertown
7.2 out of 10, Good, (420)
The price is 1.898.064 ₫
2.106.851 ₫ total
includes taxes & fees
15 Dec - 16 Dec

Driftwood Inn
Chestertown
5.2 out of 10, (175)
The price is 1.673.987 ₫
1.858.257 ₫ total
includes taxes & fees
24 Dec - 25 Dec

Hampton Inn & Suites Baltimore/Aberdeen
Aberdeen
9.0 out of 10, Wonderful, (599)
The price is 2.383.125 ₫
2.669.099 ₫ total
includes taxes & fees
19 Dec - 20 Dec

Quality Inn Smyrna
Smyrna
7.6 out of 10, Good, (1000)
The price is 1.779.435 ₫
1.975.173 ₫ total
includes taxes & fees
21 Dec - 22 Dec

Hampton Inn & Suites Edgewood/Aberdeen-South
Edgewood
9.2 out of 10, Wonderful, (1007)
The price is 2.151.139 ₫
2.409.277 ₫ total
includes taxes & fees
16 Dec - 17 Dec

Holiday Inn Express & Suites Middletown by IHG
Middletown
9.2 out of 10, Wonderful, (648)
The price is 2.398.942 ₫
2.662.826 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
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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