Hotels in Chestertown, MD

Find the best deals on 42 hotels in Chestertown, MD

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Top Hotels in Chestertown

Find the perfect Chestertown, MD hotel for business or leisure


When to book a hotel in Chestertown, MD

Check out the information below to find the best deal on a Chestertown hotel room
Low Season
June
High Season
December

cheapest month to stay

19%

expected price decrease

most expensive time to stay

17%

expected price increase

Price
$151 - $221
Highest day of week
Wednesday
Cheapest day of week
Monday

av. price over the last two weeks

Average price (weeknight)

$153

av. price over the last two weeks

av. price over the last two weeks

Average price (weekend night)

$171

av. price over the last two weeks


How much does a hotel in Chestertown, MD cost per night?

Use the information below to find quality Chestertown hotel rooms for low prices

Hostels and cheap hotels in Chestertown, MD

These hotels and hostels usually make for a cheap way to stay in Chestertown
Driftwood Inn

Driftwood Inn

5.5

$65

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John L Stam House

John L Stam House

$211

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Inn At Mitchell House

Inn At Mitchell House

$167

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Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn

9.4

$221

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Great Oak Manor

Great Oak Manor

9.3

$176

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Get the best value hotel in Chestertown, MD

These hotels have the best prices for their ratings
Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn

9.4

$221

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Great Oak Manor

Great Oak Manor

9.3

$176

View Deal
Driftwood Inn

Driftwood Inn

5.5

$65

View Deal

Chestertown, MD travel information

How long do people stay in Chestertown, MD?

A stay of 2 nights is most popular when visiting Chestertown, MD.

How much does a hotel cost in Chestertown, MD?

A hotel room in Chestertown, MD will generally set you back around $154 per night. This figure is an average and prices will vary according to the facilities, location and room availability at your desired hotel.

When is the best time to book a hotel in Chestertown, MD?

The cheapest month to book a hotel in Chestertown, MD is June. The cost of your room could be as much as $19% cheaper than peak months.

Which day is cheapest to stay in Chestertown, MD?

The cost of a Chestertown, MD hotel room will vary for each day but generally Sunday works out the most economical, with Tuesday proving the least economical.

How much does a hostel in Chestertown, MD cost?

On average, a hostel in Chestertown, MD will be priced around $65. This price will be per person, per night and was obtained using hostel and 2 star or below hotels. In comparison, this will be $89 lower than your typical Chestertown, MD hotel.

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.