Hotels in Chester Shores

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Check prices for these dates

Tonight
Jun 8 - Jun 9
Tomorrow
Jun 9 - Jun 10
Next weekend
Jun 13 - Jun 15
In two weeks
Jun 20 - Jun 22

Where to stay in Chester Shores?

Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (126)
$175 nightly
The price is $194
Jun 9 - Jun 10
Total includes taxes and fees
Pine Tree Motel & Cabins
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.
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Our prices for hotels in Chestertown are cheapest in October

See average prices and weather for all months

Price trends for hotels in Chestertown

Pricing is based on two traveler single night rates
Jun
$428
Average price during June is $428
Jul
$412
Average price during July is $412
Aug
$394
Average price during August is $394
Sep
$411
Average price during September is $411
Oct
$368
Average price during October is $368
Nov
$400
Average price during November is $400
Dec
$396
Average price during December is $396
Jan
$441
Average price during January is $441
Feb
$487
Average price during February is $487
Mar
$484
Average price during March is $484
Apr
$450
Average price during April is $450
May
$473
Average price during May is $473
Currently viewing crowd sizes and weather for June.

June

trending_upHigh crowds
High 74°F / low 53°F. Sunny most days.
74°
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June, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
80°
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July, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
78°
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August, High crowds, average high temperature 78 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
71°
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September, Moderate crowds, average high temperature 71 degrees Fahrenheit, average low temperature 51 degrees Fahrenheit. Sunny most days.
51°
57°
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October, High crowds, average high temperature 57 degrees Fahrenheit, average low temperature 41 degrees Fahrenheit. Cloudy most days.
41°
44°
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November, Low crowds, average high temperature 44 degrees Fahrenheit, average low temperature 29 degrees Fahrenheit. Partly sunny.
29°
33°
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December, Moderate crowds, average high temperature 33 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
28°
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January, Low crowds, average high temperature 28 degrees Fahrenheit, average low temperature 13 degrees Fahrenheit. Snow likely.
13°
30°
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February, Moderate crowds, average high temperature 30 degrees Fahrenheit, average low temperature 14 degrees Fahrenheit. Snow likely.
14°
39°
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March, Low crowds, average high temperature 39 degrees Fahrenheit, average low temperature 22 degrees Fahrenheit. Snow likely.
22°
52°
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April, Moderate crowds, average high temperature 52 degrees Fahrenheit, average low temperature 33 degrees Fahrenheit. Cloudy most days.
33°
67°
weather_sun
May, Low crowds, average high temperature 67 degrees Fahrenheit, average low temperature 45 degrees Fahrenheit. Sunny most days.
45°
Monthly weather averages (˚F)
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Top landmarks in Chestertown

Friends Lake

Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay.

See properties in Friends Lake
Friends Lake

Find out more about Chester Shores

Find out more about Chester Shores

What's Chester Shores Like?

If you're in search of the perfect part of town to visit, why not check out Chester Shores? Take time to see the sights like Loon Lake while you're here. Loon Lake Beach and Friends Lake are a couple of more places to see nearby.

Where are the Best Places to Stay in Chester Shores?

Our travelers don't have any top picks in Chester Shores but here are some of their favorites nearby:

    Friends Lake Inn - 1.6 mi (2.6 km) away

    4-star hotel with restaurant, bar
    • Free parking • Free WiFi • Terrace • Garden • Comfy beds

    The Fern Lodge - 2.7 mi (4.3 km) away

    3.5-star beach B&B with bar/lounge
    • Free breakfast • Free parking • Free WiFi • 8 spa tubs • Fitness center

How to Get to Chester Shores

Flying to:

  • Glens Falls, NY (GFL-Floyd Bennett Memorial), 25.4 mi (40.9 km) from Chester Shores

Things to See and Do in and around Chester Shores

Things to See near Chester Shores:

  • Loon Lake (1 mi/1.7 km away)
  • Loon Lake Beach (0.4 mi/0.7 km away)
  • Friends Lake (2.6 mi/4.3 km away)

When Is the Best Time to Visit Chestertown?

  • Hottest months: July, August, June, September (average 65°F)
  • Coldest months: January, February, March, December (average 25°F)
  • Rainiest months: June, July, October, August (average 5 inches of rainfall)