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Destination airport | Chestertown |
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Hotels in Chestertown
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
The price is NZ$208 per night from 30 Aug to 31 Aug
NZ$208
30 Aug - 31 Aug
includes taxes & fees
Stay at this beach lodge in Chestertown. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point Drive ...
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
The price is NZ$200 per night from 28 Sept to 29 Sept
NZ$200
28 Sept - 29 Sept
includes taxes & fees
Stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (963 reviews)
"Our receptionist was very friendly and helpful. The room was clean and modern. Cooling system was good. Nice bathroom. The outdoor pool was clean and quiet and well maintained. Breakfast was standard travel fare but it was very fresh."
Reviewed on 25 Aug 2026
Red Roof Inn & Suites Chestertown
160 Scheeler Rd Chestertown MD
The price is NZ$131 per night from 30 Aug to 31 Aug
NZ$131
30 Aug - 31 Aug
includes taxes & fees
Stay at this hotel in Chestertown. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.2/10 Good! (481 reviews)
"There was NO POOL OPEN, AND NO BREAKFAST, stains on the Carpet on the 3rd floor Room was clean and presentable, Bedding was not top grade but ok. Window sills in room was not clean."
Reviewed on 24 Aug 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.
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^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.