Chester Holidays
Photo by Patricia Knorr
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Top hotels in Chester
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,841 reviews)
"Nice and clean room in historical building. Next to state building in historic district of the town"
Reviewed on 22 Sept 2025
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is €103 per night from 29 Sept to 30 Sept
€103
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
McMullen Symposium
"Clean room, efficient staff and superb breakfast. Grateful thanks to the hotel staff."
Reviewed on 21 Sept 2025
Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Fully refundable
The price is €98 per night from 6 Oct to 7 Oct
€98
6 Oct - 7 Oct
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"We booked a pet friendly suite. Over all the room wasn’t too bad, a little smaller than we expected considering he was a suite. The staff was great. The buffet was also great. The ‘grassy area’ left a bit to be desired although there was grass ina nd around d the hotel. It"
Reviewed on 22 Sept 2025
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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