- Must visit
Museum of Fine Arts, Boston
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
Omio recommends booking the train as it is the most popular option from Pleasantville, NY to Boston, MA among Omio's users. If you are prioritising price take the flight with prices starting from $92. For those with little time consider booking a flight which can get you there in 1h 25m. The ticket price range depends on the travel mode: a flight costs an average of $92, and a train costs an average of $113.
Distance: 164 miles (265 km)
Most popular Train | Flight |
|---|---|
$160 Average price | $160 Average price Cheapest |
5h 44m Average total duration 5h 14m Onboard + 30m Additional time* | 4h 25m Average total duration Fastest 1h 25m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options |
This is compared to other travel options from Pleasantville, NY to Boston, MA:
A flight is $0.48 (€0.39) less than a train for this route with tickets for a train from Pleasantville, NY to Boston, MA costing on average $160 (€130).
Other travel options to Boston, MA take longer:
Train takes on average 5h 14m.
Compare train and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Trains from Pleasantville, NY to Boston, MA run on average 8 times per day, taking around 5h 14m. Cheap train tickets for this journey start at $113 (€91) but you can travel from only $92 (€75) by flight.
The earliest train runs at 06:35, the last at 18:51. The fastest train covers the 164 miles (265 km) distance in 7h 46m.
Distance 164 miles (265 km) |
Average train duration 5h 14m |
Cheapest ticket price $113 (€91) |
Trains per day 8 |
Fastest train 7h 46m |
First train 6:35 AM |
Last train 6:51 PM |
Cheapest Month Jun |
Cheapest Day Thu |
High Season Apr - Jun |
Low Season Oct - Dec |
Discover the best of Boston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston trip today.
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
A distinctive Venetian-style museum with major European, Asian, and American art, famous for its intimate courtyard and historic 1990 art theft.
A family-friendly science museum with hands-on exhibits, a planetarium, and broad appeal for visitors interested in technology and natural science.
Boston’s signature walking route linking many of the city’s most important historic sites, ideal for first-time visitors.
The oldest public park in the United States, serving as a central green space and gateway to the Freedom Trail.
A picturesque landscaped garden known for its lagoon, bridges, and swan boats, especially photogenic in spring and summer.
A creamy soup of clams, potatoes, and onions that is one of Boston’s signature comfort foods and a classic of New England cooking.
Sweet lobster meat served in a buttered split-top roll, often dressed lightly with mayo or warm butter. It is a beloved Boston-area seafood staple.
Slow-cooked beans traditionally baked with molasses and salt pork, tied to the city’s old nickname, 'Beantown,' and its colonial food history.
Highly regarded restaurant in Cambridge near Boston, known for refined Eastern Mediterranean cooking, excellent ingredients, and a warm upscale atmosphere.
Iconic North End bakery best known for cannoli and other Italian pastries, popular with both locals and visitors seeking a classic Boston sweet stop.
Small, celebrated North End seafood spot known for lobster rolls, oysters, and a lively atmosphere. A longtime favorite for classic Boston seafood.
Boston is pricey by U.S. standards, especially for hotels and dining, though casual food and transit are manageable.
Tip 18-20% in restaurants, 20%+ for great service. USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5.
Find answers to the most common questions about traveling from Pleasantville, NY to Boston, MA by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Boston, MA, this guide helps you travel smarter and with confidence.

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