Middletown, NJ, USA to Chester, NY, USA from $50: 3 ways by bus, train, flight or car

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Get detailed, step-by-step directions below for your trip from Middletown to Chester 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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Average Duration

1h  15m

Estimated price

$75-75

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Bus

Average Duration

2h  30m

Estimated price

$50-50

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Distance: 100 km

Duration: 1h 15m

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Train

Average Duration

1h  45m

Estimated price

$65-75

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Traveling From Middletown to Chester

The route from Middletown offers you a chance to transition from a bustling suburban atmosphere to the charming, laid-back vibe of Chester, where history and nature intertwine.

Best Neighbourhoods in Chester

Chester features diverse neighborhoods that each contribute to its charm.

Downtown Chester

• Rich in history and architecture.

• Hosts vibrant shops and eateries.

Chester Heights

• Offers scenic parks and open spaces.

• Family-friendly atmosphere with community events.

Middletown Village

• Quaint streets lined with historic homes.

• Close proximity to local markets and cafes.

Best Times To Visit Chester's Attractions

Maximize your experience in Chester by choosing the right times to explore its highlights.

Chester Historical Society

Visit in the morning on weekdays for a quieter atmosphere and personal attention.

Brandywine Park

Afternoons during the week provide peace to enjoy nature without big crowds.

Chester Waterfront

Evenings during weekdays offer stunning sunset views while sidestepping heavy foot traffic.

Chester Weather: What to Expect Year-Round

Chester experiences a humid subtropical climate, with warm summers and mild winters, making spring and fall the ideal seasons for enjoying outdoor activities. Weather conditions can influence your travel plans, so checking forecasts before your trip can help you pack appropriately and choose the best times for sightseeing.

Dining Recommendation in Chester

Try the locally sourced farm-to-table dishes at The Whistle Stop Cafe, where the flavors reflect Chester's rich agricultural heritage. This dining experience contrasts with Middletown's offerings by emphasizing fresh, seasonal ingredients in a cozy, inviting atmosphere that captures the essence of small-town hospitality.