Photo by Assya A

Chestertown Hotels

Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices

Check prices for these dates

Tonight
23 Mar - 24 Mar
Tomorrow
24 Mar - 25 Mar
Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr

Where to stay in Chestertown?

Red Roof Inn & Suites Chestertown
Desk, laptop workspace, blackout curtains, iron/ironing board

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (338)
The price is S$83
includes taxes & fees
30 Mar - 31 Mar
Red Roof Inn & Suites 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.
trending_down

Our prices for hotels in Chestertown are cheapest in February

See average prices and weather for all months

Price trends for hotels in Chestertown

Pricing is based on two traveller single night rates
Mar
S$150
Average price during March is S$150
Apr
S$169
Average price during April is S$169
May
S$175
Average price during May is S$175
Jun
S$205
Average price during June is S$205
Jul
S$173
Average price during July is S$173
Aug
S$209
Average price during August is S$209
Sep
S$174
Average price during September is S$174
Oct
S$174
Average price during October is S$174
Nov
S$157
Average price during November is S$157
Dec
S$127
Average price during December is S$127
Jan
S$119
Average price during January is S$119
Feb
S$114
Average price during February is S$114
Currently viewing crowd sizes and weather for March.

March

trending_downLow crowds
High 11°C / low 3°C. Partly sunny.
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
17°
weather_sun
April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
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.
5°
8°
weather_partly_sunny
December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
4°
weather_partly_sunny
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
6°
weather_partly_sunny
February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
Monthly weather averages (˚C)
View all properties

Top landmarks in Chestertown

Washington College

If you'd like to get a taste of Chestertown student life, check out Washington College, in the heart of the town.

See properties in Washington College
Washington College

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 Urieville Park within a small-town setting.

See all hotels in Chestertown
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 26 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.