Photo by Assya A

Hotels 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.
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Our prices for hotels in Chestertown are cheapest in January

See average prices and weather for all months

Price trends for hotels in Chestertown

Pricing is based on two traveller single night rates
Mar
£90
Average price during March is £90
Apr
£89
Average price during April is £89
May
£104
Average price during May is £104
Jun
£124
Average price during June is £124
Jul
£108
Average price during July is £108
Aug
£121
Average price during August is £121
Sep
£98
Average price during September is £98
Oct
£89
Average price during October is £89
Nov
£92
Average price during November is £92
Dec
£84
Average price during December is £84
Jan
£71
Average price during January is £71
Feb
£71
Average price during February is £71
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.
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°
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)

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 Urieville Park within a small-town setting.

Photo by Assya A
Open Photo by Assya A

Frequently asked questions

What hotels do travellers recommend in Chestertown?
Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown and Driftwood Inn are all properties that our guests really like.
Where can I get free parking with my stay in Chestertown?
These hotels offer the perk of free parking: Driftwood Inn, Red Roof Inn & Suites Chestertown and Comfort Inn & Suites Chestertown. There are 5 options you may want to view on our site.
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 with my pet in Chestertown?
Your animal companion is welcome at these pet-friendly hotels: Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown and Driftwood Inn.
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.
Where can I stay if I'm travelling to Chestertown with my family?
Parents travelling with children may want to consider Comfort Inn & Suites Chestertown and Red Roof Inn & Suites Chestertown.
Where should I stay in Chestertown for a holiday with my partner?
Red Roof Inn & Suites Chestertown is a great option for a romantic getaway.
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.