Photo by Patricia Knorr
Chester Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Chester
Family friendly
Check prices for these dates
Tonight
Tomorrow
Next weekend
In two weeks
Top 10 trending Chester hotels

Quality Inn
Quality Inn
7.6 out of 10, Good, (778)
The price is €87
includes taxes & fees
9 Sept - 10 Sept

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
9.2 out of 10, Wonderful, (894)
The price is €121
includes taxes & fees
2 Sept - 3 Sept

Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
8.2 out of 10, Very good, (1001)
The price is €103
includes taxes & fees
8 Sept - 9 Sept

St Michaels Inn
St Michaels Inn
8.2 out of 10, Very good, (1000)
The price is €95
includes taxes & fees
1 Sept - 2 Sept

Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & Suites
9.2 out of 10, Wonderful, (1001)
The price is €121
includes taxes & fees
1 Sept - 2 Sept

Best Western Annapolis
Best Western Annapolis
7.8 out of 10, Good, (1010)
The price is €81
includes taxes & fees
1 Sept - 2 Sept
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.
Save an average of 15% on thousands of hotels when you're signed in
Learn more about Chester
Chester awaits: its island views, sunny weather, golf and more!

Photo by Patricia Knorr
Open Photo by Patricia Knorr
Top Chester Hotel Reviews
More cheap stays in Chester
More cheap stays in Chester

Best Western Annapolis
2520 Riva Rd, Annapolis, MD
The price is €81 per night from 1 Sept to 2 Sept
€81
1 Sept - 2 Sept
includes taxes & fees
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Hotels Near Chester, Maryland
- Annapolis Hotels
- St. Michaels Hotels
- Cambridge Hotels
- Easton Hotels
- Chesapeake Beach Hotels
- Grasonville Hotels
- Stevensville Hotels
- Chesapeake Bay Hotels
- Glen Burnie Hotels
- Kent Narrows Hotels
- Kent Island Hotels
- Eastern Shore Hotels
- Chestertown Hotels
- North Beach Hotels
- Rock Hall Hotels
- Tilghman Hotels
- Pasadena Hotels
- Edgewater Hotels
- Parole Hotels
- Oxford Hotels
More top Chester Hotels
Expedia's Latest Trends
Hotels
Flights
Cars
Activities
Packages
Holiday Rentals