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Chestertown Hotels
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Top 10 trending Chestertown hotels

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.4 out of 10, Good, (370)
The price is P3,853
P4,277 total
includes taxes & fees
Jul 9 - Jul 10

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (775)
The price is P6,318
P7,013 total
includes taxes & fees
Aug 3 - Aug 4

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
7.8 out of 10, Good, (52)
The price is P7,453
P8,273 total
includes taxes & fees
Jul 8 - Jul 9

Driftwood Inn
Driftwood Inn
5.2 out of 10, (171)
The price is P3,577
P3,971 total
includes taxes & fees
Jul 14 - Jul 15

Quality Inn
Quality Inn
7.6 out of 10, Good, (1000)
The price is P5,638
P6,258 total
includes taxes & fees
Jul 7 - Jul 8

Relax Inn Smyrna
Relax Inn Smyrna
7.8 out of 10, Good, (81)
The price is P5,582
P6,209 total
includes taxes & fees
Jul 14 - Jul 15
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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Learn more about Chestertown
Quaint Chestertown awaits: its sports, university life, art, and more!

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More cheap stays in Chestertown
More cheap stays in Chestertown

Quality Inn & Suites Bel Air I-95 Exit 77A
2112a Emmorton Park Road, Edgewood, MD
The price is P3,264 per night from Aug 3 to Aug 4
P3,264
P3,656 total
Aug 3 - Aug 4
includes taxes & fees
7.2/10 Good! (1,009 reviews)
Near an Attraction
Near an Attraction
Sumner Hall
You can spend time studying the exhibits at Sumner Hall in Chestertown. Experience the area's festivals and art scene.
Recent Reviews in Chestertown
Recent Reviews in Chestertown

The Inn at Henderson's Wharf, Ascend Hotel Collection
5/5 Excellent
"I stay here a lot because my daughter lives nearby. Love the new expresso machine in the lobby!"
A verified traveler from Charlotte stayed at The Inn at Henderson's Wharf, Ascend Hotel Collection
Posted 2 days ago
Explore a world of travel with Expedia
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