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
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
Comfort Inn and Suites Chestertown
150 Scheeler Road, Chestertown, MD, United States
Driftwood Inn
609 Washington Avenue, 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
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
Comfort Inn and Suites Chestertown
150 Scheeler Road, Chestertown, MD, United States
First Floor Studio Apartment in Historic Chestertown
Chestertown, MD, United States
Red Roof Inn & Suites Chestertown
160 Scheeler Road, Chestertown, MD, United States
Historic Downtown Garden Oasis with Private Patio
Chestertown, MD, United States
Driftwood Inn
609 Washington Avenue, 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 | R1 133 |
|---|---|
Most Popular Hotel (5-star) | Brampton 1860 |
Hotels Near Airport | 2231 |
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 is the cheapest day of the week to stay in Chestertown, with an average cost of R1 439/night. The most expensive day to book is Saturday with an average cost of R3 932/night.
What is the cheapest month to book a hotel in Chestertown?
For the cheapest time to visit Chestertown, visit in July, when the average nightly cost is R1 458 with an anticipated 46% decrease in prices. December is the most expensive month to stay in Chestertown, with average rates of R4 382 per night, with a 62% 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?
Hotels in Chestertown, MD show a range of prices for their rooms. These are determined by factors such as availability, locale and amenities. On average, rooms will be around R2 069 per night.
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 in peak months.
Which day is cheapest to stay in Chestertown, MD?
Hotel rooms in Chestertown, MD are generally cheapest on Saturday and more costly on Friday.
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.
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 were last updated today.
Why use 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.