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
First Floor Studio Apartment in Historic Chestertown
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
Cottage within walking distance to the Bay!
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 | €66 |
|---|---|
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 is the cheapest day of the week to stay in Chestertown, with an average cost of €111/night. The most expensive day to book is Friday with an average cost of €272/night.
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 €93 with an anticipated 35% decrease in prices. September is the most expensive month to stay in Chestertown, with average rates of €210 per night, with a 44% 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?
The cost of a hotel room in Chestertown, MD will vary according to demand, location and star rating. On average, rooms will cost around €131 per night.
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 36% during this period.
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 January?
If you’re looking to stay at a hotel in Chestertown during January, it is good to know that with an average temperature of 1 °C and around 86 mm of precipitation expected, there are some activities and attractions that would be better suited to the weather.
How many operators does momondo search for hotels in Chestertown?
As of January 2025, there are 40 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 updated daily.
Why use momondo?
Why should I book accommodation in Chestertown through momondo?
Searching across hundreds of travel sites, momondo finds hotels and accommodation options in Chestertown and lets you filter them according to your needs. It is free to use and there are no hidden booking fees or costs.
How does momondo help me find a great place to stay in Chestertown?
You can filter by price, location, amenities, review score and so much more on momondo. That is how we can help you find a great place to stay in Chestertown.