Chester Holidays
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Photo by Patricia Knorr
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
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Top hotels in Chester
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is Rp1.808.722 per night from 19 Jul to 20 Jul
Rp1.808.722
Rp2.670.841 total
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (1,856 reviews)
"Maryland Inn is an absolutely fantastic location, but that’s about the only positive I have for it. There’s quite a stench to the place from the time you walk in the front door. We had room 1301. It looks very nice in pictures, but it has the same odor as in the hallways, and the floor was insane ..."
Reviewed on 19 Jun 2026
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is Rp1.979.805 per night from 5 Jul to 6 Jul
Rp1.979.805
Rp2.257.013 total
5 Jul - 6 Jul
includes taxes & fees
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is Rp4.524.887 per night from 12 Jul to 13 Jul
Rp4.524.887
Rp5.158.371 total
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (938 reviews)
"When we arrived people were still checking out because of the problem with the elevators. So we have to wait for the room to be cleaned. We booked a handicap room but was giving a standard room I called down to the desk and they did move us to a handicap room. The Restaurant was closed for remodeling. ..."
Reviewed on 17 Jun 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.
What to do in Chester
2 Hour Chesapeake Day Sail on Catamaran Epiphany
Rp4.311.265
per adult
2-Hour Relaxing Chesapeake Day Sail on Lady Patty
Rp2.815.520
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
