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
Driftwood Inn
609 Washington Avenue, Chestertown, MD, United States
The Lodge at Great Oak Landing
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
First Floor Studio Apartment in Historic Chestertown
Chestertown, MD, United States
Get the best value hotel in Chestertown
These Chestertown hotels have the best prices for their ratings
Brampton Bed And Breakfast Inn
25227 Chestertown Road, Chestertown, MD, United States
Carriage House Hideaway In Center of Chestertown
Chestertown, MD, United States
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
Driftwood Inn
609 Washington Avenue, 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 | $108 |
|---|---|
Most Popular Hotel (5-star) | Brampton Bed And Breakfast Inn |
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?
Tuesday is the cheapest day of the week to stay in Chestertown, with an average cost of $153/night. The most expensive day to book is Friday with an average cost of $443/night.
What is the cheapest month to book a hotel in Chestertown?
The cheapest month to stay in Chestertown is January, with an average cost of $145/night. The expected decrease to stay in January is 39%. The most expensive month to stay in Chestertown is September, with an average cost of $341/night. This is an expected increase of 43%.
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?
On average, rooms will be priced around $207 per night when booking a hotel in Chestertown, MD; however the price you pay for your room will vary significantly depending on seasonality, location and facilities.
When is the best time to book a hotel in Chestertown, MD?
Room prices for hotels in Chestertown, MD can be as much as 40% lower in the month of January. So this is a great time to book and save money.
Which day is cheapest to stay in Chestertown, MD?
At the moment the cheapest day to stay in a hotel in Chestertown, MD is Monday, with Thursday being the most expensive.
Based on the weather in Chestertown, what attractions are popular during May?
With good temperatures around 18 °C and just a moderate chance of expected rainfall, those staying at a hotel in Chestertown should consider visiting popular establishments near Chestertown.
How many operators does momondo search for hotels in Chestertown?
The number of operators available for hotels in Chestertown is 42 as of April 2025.
When did momondo last update prices for hotels in Chestertown?
Prices for hotels in Chestertown refresh daily.
Why use momondo?
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How does momondo help me find a great place to stay in Chestertown?
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