Photo by Assya A

Hotels in Chestertown

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Check prices for these dates

Tonight
Jul 6 - Jul 7
Tomorrow
Jul 7 - Jul 8
Next weekend
Jul 11 - Jul 13
In two weeks
Jul 18 - Jul 20

Where to stay in Chestertown?

Red Roof Inn & Suites Chestertown
1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (370)
The price is P3,860
P4,284 total
includes taxes & fees
Jul 13 - Jul 14
Red Roof Inn & Suites Chestertown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
trending_down

Our prices for hotels in Chestertown are cheapest in February

See average prices and weather for all months

Price trends for hotels in Chestertown

Pricing is based on two traveler single night rates
Jul
P 7,747
Average price during July is P 7,747
Aug
P 8,714
Average price during August is P 8,714
Sep
P 5,869
Average price during September is P 5,869
Oct
P 7,859
Average price during October is P 7,859
Nov
P 6,362
Average price during November is P 6,362
Dec
P 5,848
Average price during December is P 5,848
Jan
P 5,036
Average price during January is P 5,036
Feb
P 4,866
Average price during February is P 4,866
Mar
P 6,532
Average price during March is P 6,532
Apr
P 7,892
Average price during April is P 7,892
May
P 7,082
Average price during May is P 7,082
Jun
P 9,889
Average price during June is P 9,889
Currently viewing crowd sizes and weather for July.

July

trending_flatModerate crowds
High 29°C / low 22°C. Sunny most days.
29°
weather_sun
July, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
28°
weather_sun
August, High crowds, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
September, High crowds, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
19°
weather_sun
October, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
12°
weather_sun
November, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
8°
weather_partly_sunny
December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
4°
weather_partly_sunny
January, Low crowds, average high temperature 4 degrees Celsius, average low temperature -2 degrees Celsius. Partly sunny.
-2°
6°
weather_partly_sunny
February, Low crowds, average high temperature 6 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
11°
weather_partly_sunny
March, Low crowds, average high temperature 11 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
17°
weather_sun
April, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
22°
weather_sun
May, High crowds, average high temperature 22 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
26°
weather_sun
June, High crowds, average high temperature 26 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
Monthly weather averages (˚C)
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Top landmarks in Chestertown

Washington College

Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.

See properties in Washington College
Washington College

Learn more about Chestertown

Wander cobblestone streets lined with 18th-century buildings, soaking in the colonial atmosphere of this historic Chesapeake Bay town. Sail the Chester River on a traditional skipjack, then browse antique shops and art galleries along High Street.

See all hotels in Chestertown
Photo by Assya A
Open Photo by Assya A

Check out the Chestertown hotels guests love right now

Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

10/10 Excellent
"Enjoyed my stay!"
Brandon 5-night trip
Posted 21 hours ago
Hilton Garden Inn Baltimore/White Marsh

Frequently asked questions

Where can I get free parking with my stay in Chestertown?
These hotels offer the perk of free parking: Driftwood Inn, Red Roof Inn & Suites Chestertown and Comfort Inn & Suites Chestertown. There are 5 options you may want to check out on our site.
Can I book a refundable hotel in Chestertown?
If you're looking for the flexibility to change your plans to Chestertown, most properties offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay with my pet in Chestertown?
Your animal companion is welcome at these pet-friendly hotels: Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, and Driftwood Inn.
Where should I consider staying in Chestertown if I'm looking for a cheap accommodation?
Two inexpensive options worth considering are Comfort Inn & Suites Chestertown and Red Roof Inn & Suites Chestertown.
Where can I stay in Chestertown if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, review our selection of 24 vacation homes. In addition, you can choose from 7 apartments.
Where can I stay if I'm visiting Chestertown with my kids?
Parents traveling with children may want to consider Comfort Inn & Suites Chestertown and Red Roof Inn & Suites Chestertown.
Where should I stay in Chestertown for a getaway with my partner?
Red Roof Inn & Suites Chestertown is a great option for a romantic getaway.
What will the weather in Chestertown be like during my trip?
July and August are typically the warmest months in Chestertown when the average temp is 74°F. January and February are the coldest months when the average temperature is 39°F. August and July are the months with the most rain.
Why should I book my Chestertown hotel with Hotels.com?
There are lots of reasons to book your Chestertown trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Chestertown

Find out more about Chestertown

If you're looking for a place to get away, look no further than Chestertown. Whether you're planning to stay for a night or for the week, the area around Chestertown has accommodations to fit every need. Search for hotels in Chestertown with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Chestertown hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Chestertown hotel deals are here with our lowest price guarantee.

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