Photo by Julie Miller

Chestertown Hotels

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Where to stay in Chestertown?

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.
data_trends

Our prices for hotels in Chestertown are cheapest in October

See average prices and weather for all months

Price trends for hotels in Chestertown

Pricing is based on two traveller single night rates
Feb
S$714
Average price during February is S$714
Mar
S$619
Average price during March is S$619
Apr
S$654
Average price during April is S$654
May
S$693
Average price during May is S$693
Jun
S$651
Average price during June is S$651
Jul
S$580
Average price during July is S$580
Aug
S$638
Average price during August is S$638
Sep
S$592
Average price during September is S$592
Oct
S$518
Average price during October is S$518
Nov
S$576
Average price during November is S$576
Dec
S$709
Average price during December is S$709
Jan
S$710
Average price during January is S$710
Currently viewing crowd sizes and weather for February.

February

trending_flatModerate crowds
High -1°C / low -10°C. Snow likely.
-1°
ac_unit
February, Moderate crowds, average high temperature -1 degrees Celsius, average low temperature -10 degrees Celsius. Snow likely.
-10°
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March, Low crowds, average high temperature 4 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
11°
weather_cloudy
April, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 1 degrees Celsius. Cloudy most days.
19°
weather_sun
May, Low crowds, average high temperature 19 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
23°
weather_sun
June, High crowds, average high temperature 23 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
27°
weather_sun
July, High crowds, average high temperature 27 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
26°
weather_sun
August, High crowds, average high temperature 26 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
22°
weather_sun
September, Moderate crowds, average high temperature 22 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
14°
weather_cloudy
October, High crowds, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Cloudy most days.
weather_partly_sunny
November, Low crowds, average high temperature 7 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
ac_unit
December, Moderate crowds, average high temperature 1 degrees Celsius, average low temperature -6 degrees Celsius. Snow likely.
-6°
-2°
ac_unit
January, Low crowds, average high temperature -2 degrees Celsius, average low temperature -11 degrees Celsius. Snow likely.
-11°
Monthly weather averages (˚C)

Top landmarks in Chestertown

Learn more about Chestertown

Chestertown is well known for its attractions such as Loon Lake Beach and Friends Lake. The city has something for everyone including sights like Loon Lake and Hudson River within a secluded setting.

Photo by Julie Miller
Open Photo by Julie Miller

Frequently asked questions

Can I book a refundable accommodation option in Chestertown?
If you want the flexibility to change your plans to Chestertown, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay in Chestertown if I want a holiday rental instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 61 holiday homes. In addition, there are 8 apartments and 7 condos.
What will the weather in Chestertown be like during my visit?
The warmest months in Chestertown are usually July and August, with an average temperature of 18°C. January and February are the chilliest months, when the average temperature is -4°C. The rainiest months are June and July.
Why should I book my Chestertown hotel with Hotels.com?
There are plenty of reasons to book your Chestertown travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.