Lake George, NY, USA to Chestertown, MD, USA from $137: 1 ways by bus, train, flight or car

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Get detailed, step-by-step directions below for your trip from Lake George to Chestertown with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Various

Drive

Average Duration

30m

Estimated price

$137-137

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Distance: 18 km

Duration: 30m

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Traveling From Lake George to Chestertown

The journey from Lake George to Chestertown offers a transition from the vibrant lakeside activities and scenic views to the serene, rustic charm of small-town life.

Best Neighbourhoods in Chestertown

Chestertown boasts charming neighborhoods that each offer a distinct character.

Historic District

• Stunning preserved architecture from the 18th century

• Unique shops and local eateries line the streets

Bayside

• Waterfront views ideal for sunrise strolls

• Access to parks and boating activities

Festival Grounds

• Hosts vibrant seasonal festivals and events

• Community vibe with friendly locals and visitors

Best Times To Visit Chestertown's Attractions

Knowing when to explore Chestertown's attractions can elevate your experience.

Chester River Museum

Visit during weekdays for a quieter, more immersive experience.

Wilmer Park

Early mornings or late afternoons draw fewer crowds, allowing peaceful strolls.

Chestertown Farmers Market

Arrive right when it opens on Saturdays for the freshest finds and fewer crowds.

Chestertown Weather: What to Expect Year-Round

Chestertown experiences a humid subtropical climate, with hot summers and mild winters, making spring and fall ideal for comfortable outdoor activities. Seasonal weather can significantly impact your travel plans, so being prepared enhances your enjoyment of this charming town.

Dining Recommendation in Chestertown

Try the crab cakes at The Fish Whistle, where fresh local seafood reflects the Chesapeake Bay's rich culinary tradition, contrasting with the lakeside fare of Lake George. The relaxed waterfront atmosphere and emphasis on regional ingredients provide a dining experience that's distinctively rooted in Chestertown's heritage.