Hotels in Chestertown

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Best Chestertown Hotels

Chestertown overview

Chestertown is a relaxing place, known for its parks and theatre, and features picturesque views of beaches and lakes. You'll enjoy outdoor areas for horseback riding and hiking. Spend a relaxing day at Prospect Mountain and Lake George Beach when the weather is nice. Make some time to enjoy local sights such as Fort William Henry. Whatever you're into, Chestertown has something for you.

Where to stay in 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 by checking our online maps. These display the areas and neighbourhoods 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.

How to get to Chestertown

Fly in to Albany, NY (ALB-Albany Intl.), 61.7 mi (99.3 km) from central Chestertown.

What to see around Chestertown

Outdoor activities are on hand like boating and horseback riding, along with attractions such as:
  • • Pack Demonstration Forest
  • • Warren County Nature Trails
  • • Lakeside Trail
  • • Black Mountain Loop
  • • Lake George Shoreline Cruises
The area's local highlights include its theatres and places like:
  • • Tannery Pond Community Center
  • • Oscar Seagle Memorial Theater
  • • Seagle Music Colony
  • • Strand Theater
Its beaches, lakes and parks are well known. Favourite spots for nature lovers include:
  • • Loon Lake Beach
  • • Natural Stone Bridge and Caves
  • • Avalanche Lake
  • • Oswegatchie River
  • • Veteran's Memorial Park Beach
Popular places in the area include:
  • • Prospect Mountain
  • • Fort William Henry
  • • Lake George Beach

When to visit Chestertown

Wondering when the best time to visit is? Here are seasonal trends to help you plan your trip:

Seasonal temperatures
  • January-March: 10°C day, -14°C night
  • April-June: 27°C day, -3°C night
  • July-September: 27°C day, 5°C night
  • October-December: 18°C day, -12°C night
Seasonal average rainfall
  • January-March: 203 cm
  • April-June: 258 cm
  • July-September: 283 cm
  • October-December: 250 cm
  • Dining
  • Beaches