Photo by Patricia Knorr

Find hotels in Chester, MD from CA $118
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Our top choices for Chester hotels

Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,002 reviews)
The price is CA $149
CA $164 total
includes taxes & fees
Apr 28 - Apr 29

Quality Inn
Quality InnEaston
7.6 out of 10, Good, (860 reviews)
The price is CA $123
CA $136 total
includes taxes & fees
Apr 30 - May 1

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (996 reviews)
The price is CA $183
CA $203 total
includes taxes & fees
May 4 - May 5

Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (899 reviews)
The price is CA $145
CA $161 total
includes taxes & fees
May 26 - May 27

Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
9.4 out of 10, Exceptional, (482 reviews)
The price is CA $208
CA $237 total
includes taxes & fees
Apr 28 - Apr 29

Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,002 reviews)
The price is CA $150
CA $166 total
includes taxes & fees
May 11 - May 12

Wylder Tilghman Island
Wylder Tilghman IslandTilghman
8.8 out of 10, Excellent, (94 reviews)
The price is CA $284
CA $372 total
includes taxes & fees
May 11 - May 12

Kent Island Resort
Kent Island ResortStevensville
9.2 out of 10, Wonderful, (137 reviews)
The price is CA $229
CA $301 total
includes taxes & fees
Apr 30 - May 1

Haven Point Inn and Gallery
Haven Point Inn and GalleryRock Hall
The price is CA $205
CA $228 total
includes taxes & fees
May 13 - May 14

Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,002 reviews)
The price is CA $217
CA $241 total
includes taxes & fees
Apr 28 - Apr 29

Econo Lodge Easton Route 50
Econo Lodge Easton Route 50Easton
6.6 out of 10, (391 reviews)
The price is CA $123
CA $135 total
includes taxes & fees
Apr 28 - Apr 29

St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very good, (1,004 reviews)
The price is CA $185
CA $203 total
includes taxes & fees
May 4 - May 5

Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (602 reviews)
The price is CA $205
CA $226 total
includes taxes & fees
May 19 - May 20

The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (872 reviews)
The price is CA $231
CA $254 total
includes taxes & fees
May 3 - May 4

Candlewood Suites Annapolis by IHG
Candlewood Suites Annapolis by IHGAnnapolis
8.8 out of 10, Excellent, (231 reviews)
The price is CA $144
CA $170 total
includes taxes & fees
May 10 - May 11

Best Western Annapolis
Best Western AnnapolisAnnapolis
7.8 out of 10, Good, (1,005 reviews)
The price is CA $103
CA $118 total
includes taxes & fees
Apr 30 - May 1

Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
9.4 out of 10, Exceptional, (381 reviews)
The price is CA $205
CA $226 total
includes taxes & fees
May 3 - May 4

DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.8 out of 10, Excellent, (1,006 reviews)
The price is CA $165
CA $188 total
includes taxes & fees
May 24 - May 25

Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
9.6 out of 10, Exceptional, (370 reviews)
The price is CA $197
CA $217 total
includes taxes & fees
May 10 - May 11

Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
10.0 out of 10, Exceptional, (63 reviews)
The price is CA $247
CA $274 total
includes taxes & fees
May 5 - May 6
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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Chester awaits: its island views, sunny weather, golf, and more!

Photo by Patricia Knorr
Open Photo by Patricia Knorr
Top Chester Hotel Reviews
Recent Reviews in Chester

Historic Inns of Annapolis
8/10 Good
More cheap stays in Chester

Best Western Annapolis
2520 Riva Rd Annapolis MD
The price is CA $103 per night from Apr 30 to May 1
CA $103
CA $118 total
Apr 30 - May 1
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Hotels in Chester with star rating

5 Star Hotels
3 properties
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