Hotels in Chestertown, MD
Find deals on 7 hotels in Chestertown, MD
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Top Hotels in Chestertown
Find the perfect hotel for your stay in Chestertown
Hostels and cheap hotels in Chestertown
These hotels and hostels usually make for a cheap way to stay in Chestertown
Driftwood Inn
609 Washington Avenue, Chestertown, MD, United States
Comfort Inn and Suites Chestertown
150 Scheeler Road, Chestertown, MD, United States
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
First Floor Studio Apartment in Historic Chestertown
Chestertown, MD, United States
The Lodge at Great Oak Landing
Chestertown, MD, United States
Carriage House Hideaway In Center of Chestertown
Chestertown, MD, United States
Get the best value hotel in Chestertown
These Chestertown hotels have the best prices for their ratings
Brampton 1860
25227 Chestertown Road, Chestertown, MD, United States
Driftwood Inn
609 Washington Avenue, Chestertown, MD, United States
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
Carriage House Hideaway In Center of Chestertown
Chestertown, MD, United States
Comfort Inn and Suites Chestertown
150 Scheeler Road, Chestertown, MD, United States
Contemporary waterfront house with private dock & kayaks!
Chestertown, MD, United States
momondo's favourite hotels in Chestertown
Learn more about these user-preferred hotels in Chestertown
Useful insights on Chestertown hotels
Get a quick overview on price and accommodation trends for your visit in Chestertown
Lowest Hotel Price | ₹ 5,915 |
|---|---|
Most Popular Hotel (5-star) | Brampton 1860 |
Hotels Near Airport | 2475 |
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?
For the best deal in Chestertown, book a Tuesday, when the average cost is ₹ 10,477 per night. The most expensive day to book is Friday, with an average nightly rate of ₹ 22,296
What is the cheapest month to book a hotel in Chestertown?
For the cheapest time to visit Chestertown, visit in January, when the average nightly cost is ₹ 7,921 with an anticipated 41% decrease in prices. June is the most expensive month to stay in Chestertown, with average rates of ₹ 22,692 per night, with a 67% increase on average.
Information about staying in Chestertown
Read these important travel tips before booking a hotel in Chestertown
How much does a hotel cost in Chestertown, MD?
₹ 10,857 per night is the average rate for a room when booking a hotel in Chestertown, MD. Prices will differ depending on factors such as star rating, time of year and location.
When is the best time to book a hotel in Chestertown, MD?
Hotels in Chestertown, MD are usually cheapest during the month of January. You can expect a price decrease of around 42% during this period.
Which day is cheapest to stay in Chestertown, MD?
Monday is the day where you will typically find the lowest price for your hotel room in Chestertown, MD. The highest price tends to be on Thursday.
Based on the weather in Chestertown, what attractions are popular during June?
The average temperature in Chestertown during June is around 22 °C which makes it the perfect time to spend time having fun and seeing something new outside at popular area attractions.
How many operators does momondo search for hotels in Chestertown?
As of June 2025, there are 43 operators available to choose from for hotels in Chestertown.
When did momondo last update prices for hotels in Chestertown?
Prices for hotels in Chestertown are refreshed on a daily basis.
Why use momondo?
Why should I book accommodation in Chestertown through momondo?
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How does momondo help me find a great place to stay in Chestertown?
Once all your options for Chestertown accommodation have been returned, momondo helps you find a great place to stay by letting you filter your results. If you are looking for places offering free breakfast we have a filter for that. Will you need free internet or free cancellation? All of this and more can be filtered and found on momondo.