Hotels in Chestertown, MD
Find deals on 7 hotels in Chestertown, MD
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Top hotels in Chestertown
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Hostels and cheap hotels in Chestertown
These hotels and hostels usually make for a cheap way to stay in Chestertown
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
First Floor Studio Apartment in Historic Chestertown
Chestertown, MD, United States
3 Mi to Washington College! Updated Home w/ Patio
Chestertown, MD, United States
Get the best value hotel in Chestertown
These Chestertown hotels have the best prices for their ratings
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
First Floor Studio Apartment in Historic Chestertown
Chestertown, MD, United States
Historic Downtown Garden Oasis with Private Patio
Chestertown, MD, United States
Newly restored apartment in the heart of Chestertown
Chestertown, MD, United States
Useful insights on Chestertown hotels
Get a quick overview on price and accommodation trends for your visit in Chestertown
Lowest Hotel Price | $66 |
|---|---|
Most Popular Hotel (5-star) | Brampton 1860 |
Hotels Near Airport | 2231 |
Average Length of Stay | 1 day |
When to book a hotel in Chestertown
Check out the information below to find the best deal on a hotel room in Chestertown
What is the cheapest day of the week to book a hotel in Chestertown?
Sunday offers the lowest rates for staying in Chestertown, with an average cost of $85 per night. In contrast, Monday is the most expensive day to book, with an average nightly rate of $231
What is the cheapest month to book a hotel in Chestertown?
The cheapest month to stay in Chestertown is July, with an average cost of $88/night. The expected decrease to stay in July is 46%. The most expensive month to stay in Chestertown is December, with an average cost of $263/night. This is an expected increase of 62%.
Information about staying in Chestertown
Read these important travel tips before booking a hotel in Chestertown
How long do people stay in Chestertown, MD?
A stay of 1 night is most popular when visiting Chestertown, MD.
How much does a hotel cost in Chestertown, MD?
A hotel room in Chestertown, MD will generally set you back around $124 per night. This figure is an average and prices will vary according to the facilities, location and room availability at your desired hotel.
When is the best time to book a hotel in Chestertown, MD?
The cheapest month to book a hotel in Chestertown, MD is July. The cost of your room could be as much as 47% cheaper than peak months.
Which day is cheapest to stay in Chestertown, MD?
The cost of a Chestertown, MD hotel room will vary for each day but generally Saturday works out the most economical, with Sunday proving the least economical.
Based on the weather in Chestertown, what attractions are popular during October?
With good temperatures around 57.2 °F and just a moderate chance of expected rainfall, those staying at a hotel in Chestertown should consider visiting popular establishments near Chestertown.
Does Chestertown, MD have vacation rentals?
There are currently 35 vacation rentals available in Chestertown, MD. Most of our users opt to stay at The Lodge at Great Oak Landing, which is the most popular vacation rental in Chestertown, MD. Compare vacation rentals in Chestertown, MD.
How many operators does momondo search for hotels in Chestertown?
The number of operators available for hotels in Chestertown is 49 as of October 2026.
When did momondo last update prices for hotels in Chestertown?
Prices for hotels in Chestertown are updated daily.
Why use momondo?
Why should I book accomodation in Chestertown through momondo?
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How does momondo help me find a great place to stay in Chestertown?
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