Photo by Assya A

Hotels & Accommodation in Chestertown

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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 December

See average prices and weather for all months

Price trends for hotels in Chestertown

Pricing is based on two traveller single night rates
Feb
R1 530
Average price during February is R1 530
Mar
R2 370
Average price during March is R2 370
Apr
R2 799
Average price during April is R2 799
May
R2 321
Average price during May is R2 321
Jun
R2 828
Average price during June is R2 828
Jul
R2 253
Average price during July is R2 253
Aug
R2 760
Average price during August is R2 760
Sep
R1 687
Average price during September is R1 687
Oct
R2 042
Average price during October is R2 042
Nov
R1 792
Average price during November is R1 792
Dec
R1 524
Average price during December is R1 524
Jan
R1 538
Average price during January is R1 538
Currently viewing crowd sizes and weather for February.

February

trending_downLow crowds
High 6°C / low -1°C. Partly sunny.
weather_partly_sunny
February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
17°
weather_sun
April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
22°
weather_sun
May, High crowds, average high temperature 22 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
26°
weather_sun
June, High crowds, average high temperature 26 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
29°
weather_sun
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
28°
weather_sun
August, High crowds, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
September, High crowds, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
19°
weather_sun
October, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
12°
weather_sun
November, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
weather_partly_sunny
December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
weather_partly_sunny
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
Monthly weather averages (˚C)

Top landmarks in Chestertown

Learn more about Chestertown

Notable for its university life, Chestertown features attractions such as Rolphs Wharf Marina and Historical Society of Kent County Maryland. The city has something for everyone including sights like Garfield Center for the Arts at the Prince Theater and Wilmer Park within a small-town setting.

Photo by Assya A
Open Photo by Assya A

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 find these properties 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 a good alternative to a hotel, look over our selection of 27 holiday homes. In addition, you can choose from 7 apartments.
What will the weather in Chestertown be like during my visit?
July and August are typically the warmest months in Chestertown, when the average temperature is 23°C. January and February are the coldest months, when the average temperature is 4°C. August and July are the months with the most rain.
Why should I book my Chestertown hotel with Hotels.com?
There are lots of reasons to book your Chestertown trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.