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
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
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 favorite hotels in Chestertown
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Useful insights on Chestertown hotels
Get a quick overview on price and accommodation trends for your visit in Chestertown
Lowest Hotel Price | C$ 94 |
|---|---|
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?
Tuesday offers the lowest rates for staying in Chestertown, with an average cost of C$ 167 per night. In contrast, Friday is the most expensive day to book, with an average nightly rate of C$ 356
What is the cheapest month to book a hotel in Chestertown?
The most affordable month to stay in Chestertown is January, where the average nightly rate is C$ 126 with an expected price drop of 41%. The most expensive month to stay in Chestertown is June, with an average nightly cost of C$ 362 and a 67% increase in prices.
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?
The price of a hotel in Chestertown, MD depends on several factors such as star rating, location and demand. Generally speaking, the average cost of a hotel is around C$ 179 per night.
When is the best time to book a hotel in Chestertown, MD?
Chestertown, MD hotels are at their most economical to book in the month of January. The rates you are charged may be 42% lower than in the high season, making it the best time to get a great deal.
Which day is cheapest to stay in Chestertown, MD?
Monday is the cheapest day for hotel rooms in Chestertown, MD. Thursday is the most expensive day.
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 including Six Flags America and Jolly Roger Amusement Park.
How many operators does momondo search for hotels in Chestertown?
The number of operators available for hotels in Chestertown is 43 as of June 2025.
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 accommodation in Chestertown through momondo?
By quickly finding and returning Chestertown hotels and accommodation options, momondo can save you time and money. We search for hotels and accommodation deals from numerous independent and larger businesses. All you have to do is choose where you want to stay.
How does momondo help me find a great place to stay in Chestertown?
Finding a great place to stay in Chestertown is easy with momondo. Filter all the accommodation options we return to find the best place for you. Want somewhere with a pool or 24 hour front desk? We have filters for that. Free breakfast? momondo can show those for you too. Filter by review, price and numerous other factors, all for free, all on momondo.