Photo by Patricia Knorr

Find hotels in Chester, MD from ฿2,673
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Our top choices for Chester hotels

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (961 reviews)
The price is ฿2,969
฿3,295 total
includes taxes & fees
24 Feb - 25 Feb

Quality Inn
Quality InnEaston
7.6 out of 10, Good, (846 reviews)
The price is ฿2,651
฿2,916 total
includes taxes & fees
1 Mar - 2 Mar

Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (875 reviews)
The price is ฿2,624
฿2,913 total
includes taxes & fees
16 Mar - 17 Mar

Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
9.4 out of 10, Exceptional, (476 reviews)
The price is ฿4,182
฿4,768 total
includes taxes & fees
22 Feb - 23 Feb

Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,002 reviews)
The price is ฿3,711
฿4,082 total
includes taxes & fees
22 Feb - 23 Feb

Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,003 reviews)
The price is ฿2,931
฿3,254 total
includes taxes & fees
2 Mar - 3 Mar

Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
9.4 out of 10, Exceptional, (370 reviews)
The price is ฿3,119
฿3,430 total
includes taxes & fees
23 Feb - 24 Feb

DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.6 out of 10, Excellent, (1,004 reviews)
The price is ฿2,583
฿2,944 total
includes taxes & fees
22 Feb - 23 Feb

Wylder Tilghman Island
Wylder Tilghman IslandTilghman
8.8 out of 10, Excellent, (93 reviews)
The price is ฿3,963
฿5,732 total
includes taxes & fees
11 Mar - 12 Mar

SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
9.0 out of 10, Wonderful, (1,001 reviews)
The price is ฿2,359
฿2,689 total
includes taxes & fees
8 Mar - 9 Mar

Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (597 reviews)
The price is ฿4,023
฿4,425 total
includes taxes & fees
15 Mar - 16 Mar

Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ฿3,554
฿3,945 total
includes taxes & fees
25 Feb - 26 Feb

The Tilghman Island Inn
The Tilghman Island InnTilghman
9.6 out of 10, Exceptional, (121 reviews)
The price is ฿4,844
฿5,328 total
includes taxes & fees
21 Feb - 22 Feb

The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (853 reviews)
The price is ฿4,958
฿5,454 total
includes taxes & fees
25 Feb - 26 Feb

Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.6 out of 10, Exceptional, (717 reviews)
The price is ฿3,617
฿4,015 total
includes taxes & fees
2 Mar - 3 Mar

Hampton Inn Easton
Hampton Inn EastonEaston
9.0 out of 10, Wonderful, (559 reviews)
The price is ฿3,675
฿4,043 total
includes taxes & fees
8 Mar - 9 Mar

The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (417 reviews)
The price is ฿5,585
฿6,830 total
includes taxes & fees
22 Feb - 23 Feb

Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott AnnapolisAnnapolis
8.8 out of 10, Excellent, (178 reviews)
The price is ฿3,430
฿3,911 total
includes taxes & fees
24 Feb - 25 Feb

Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ฿2,844
฿3,242 total
includes taxes & fees
15 Mar - 16 Mar
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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Photo by Patricia Knorr
Open Photo by Patricia Knorr
Top Chester Hotel Reviews

The Inn at Chesapeake Bay Beach Club
10/10 Excellent
More cheap stays in Chester

Candlewood Suites Annapolis by IHG
1 Womack Dr Annapolis MD
The price is ฿2,345 per night from 15 Mar to 16 Mar
฿2,345
฿2,673 total
15 Mar - 16 Mar
includes taxes & fees
8.8/10 Excellent! (208 reviews)










































































