Chestertown Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Chestertown Beach Holiday
Escape the stresses of daily life and let your body, mind and soul completely relax during your Chestertown holiday. Few things are more invigorating than the cool sea breeze and the soothing sound of waves lapping at the shore. Organise your trip to Chestertown the quick and easy way by locking in one of our Chestertown holiday deals. Many visitors opt to base themselves near Loon Lake Beach, a must-see only 3 kilometres from the downtown area.
Top hotels in Chestertown
The Fern Lodge
I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning!
Reviewed on 27 Dec, 2025
The Queensbury Hotel
Staff was lovely. Rooms are lacking power outlets and bathrooms has no counter space
Reviewed on 2 Feb, 2026
Six Flags Great Escape Lodge & Indoor Waterpark
Amazing service and very joyful time
Reviewed on 31 Jan, 2026
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
