Chester Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Patricia Knorr
Top hotels in Chester
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is 5.282.149 ₫ per night from 12 Apr to 13 Apr
5.282.149 ₫
6.021.650 ₫ total
12 Apr - 13 Apr
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Staff was great! Nick, Nicki, and Angela went above and beyond. We stayed in the cute PT boat room. They were a little noisy but comfortable. Down the street we had the best pizza called Timber that had a gluten free option with no cross contamination. Pizza place is a must while staying at the ...
Reviewed on 3 Apr 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is 3.404.979 ₫ per night from 19 Apr to 20 Apr
3.404.979 ₫
4.782.402 ₫ total
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (1,865 reviews)
Always love the Maryland Inn
Reviewed on 3 Apr 2026
Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is 3.002.418 ₫ per night from 14 Apr to 15 Apr
3.002.418 ₫
3.422.757 ₫ total
14 Apr - 15 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
The rooms are very comfortable and the hotel near a mall with a cinema multiplex. The night we stayed thete were groups of students that rose at 4 am on Monday morning making the corridor on the 2nd floor a bit noisy school break on calendar).
Reviewed on 31 Mar 2026
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.
