Photo by Patricia Knorr

Find hotels in Chester, MD from ā©137,316
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Our top choices for Chester hotels

1. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (797 reviews)
The price is ā©276,979
ā©307,446 total
includes taxes & fees
Aug 11 - Aug 12

2. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,001 reviews)
The price is ā©170,991
ā©189,803 total
includes taxes & fees
Aug 30 - Aug 31

3. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very Good, (1,004 reviews)
The price is ā©157,950
ā©175,319 total
includes taxes & fees
Aug 2 - Aug 3

4. Kent Island Resort
Kent Island ResortStevensville
9.2 out of 10, Wonderful, (170 reviews)
The price is ā©232,250
ā©306,882 total
includes taxes & fees
Aug 12 - Aug 13

5. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,011 reviews)
The price is ā©200,521
ā©220,574 total
includes taxes & fees
Aug 2 - Aug 3

6. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
9.4 out of 10, Exceptional, (472 reviews)
The price is ā©339,833
ā©413,911 total
includes taxes & fees
Aug 3 - Aug 4

7. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ā©236,353
ā©262,352 total
includes taxes & fees
Aug 20 - Aug 21

8. St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very Good, (1,005 reviews)
The price is ā©128,535
ā©141,388 total
includes taxes & fees
Aug 24 - Aug 25

9. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (946 reviews)
The price is ā©156,429
ā©173,636 total
includes taxes & fees
Aug 11 - Aug 12

10. Quality Inn
Quality InnEaston
7.6 out of 10, Good, (909 reviews)
The price is ā©145,919
ā©160,511 total
includes taxes & fees
Aug 24 - Aug 25

11. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
9.6 out of 10, Exceptional, (383 reviews)
The price is ā©194,967
ā©214,464 total
includes taxes & fees
Aug 23 - Aug 24

12. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.8 out of 10, Excellent, (1,061 reviews)
The price is ā©157,936
ā©180,051 total
includes taxes & fees
Aug 30 - Aug 31

13. Best Western Annapolis
Best Western AnnapolisAnnapolis
7.8 out of 10, Good, (1,001 reviews)
The price is ā©120,453
ā©137,316 total
includes taxes & fees
Aug 4 - Aug 5

14. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (622 reviews)
The price is ā©223,603
ā©245,963 total
includes taxes & fees
Aug 2 - Aug 3

15. Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
9.0 out of 10, Wonderful, (1,899 reviews)
The price is ā©180,801
ā©255,456 total
includes taxes & fees
Aug 5 - Aug 6

16. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
8.8 out of 10, Excellent, (1,013 reviews)
The price is ā©170,227
ā©194,059 total
includes taxes & fees
Aug 9 - Aug 10

17. Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
9.0 out of 10, Wonderful, (1,061 reviews)
The price is ā©156,219
ā©178,089 total
includes taxes & fees
Aug 2 - Aug 3

18. SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ā©171,669
ā©195,703 total
includes taxes & fees
Aug 23 - Aug 24

19. Hilton Garden Inn Annapolis
Hilton Garden Inn AnnapolisAnnapolis
8.2 out of 10, Very Good, (1,001 reviews)
The price is ā©140,769
ā©160,477 total
includes taxes & fees
Aug 26 - Aug 27

20. Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisEdgewater
8.8 out of 10, Excellent, (1,001 reviews)
The price is ā©154,204
ā©175,793 total
includes taxes & fees
Aug 18 - Aug 19
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

DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
More cheap stays in Chester

Best Western Annapolis
2520 Riva Rd Annapolis MD
The price is ā©120,453 per night from Aug 4 to Aug 5
ā©120,453
ā©137,316 total
Aug 4 - Aug 5
includes taxes & fees









































































