Trains leaving Monday
One passenger / one way
- This trip is recommended because it is: CheapestDeparture time: July 21 atDeparture city: Winter ParkDeparture location: Winter Park StationArrival time: July 22 atDestination city: BostonDestination location: South Station (Train Terminal)Operated by: Amtrak
Vehicle: TrainDuration: - This trip is recommended because it is: FastestDeparture time: July 21 atDeparture city: Winter ParkDeparture location: Winter Park StationArrival time: July 22 atDestination city: BostonDestination location: Boston Route 128, MAOperated by: AmtrakVehicle: TrainDuration:
- Departure time: July 21 atDeparture city: Winter ParkDeparture location: Winter Park StationArrival time: July 22 atDestination city: BostonDestination location: South Station (Train Terminal)Operated by: AmtrakVehicle: TrainDuration:
- Departure time: July 21 atDeparture city: Winter ParkDeparture location: Winter Park StationArrival time: July 22 atDestination city: BostonDestination location: South Station (Train Terminal)Operated by: AmtrakVehicle: TrainDuration:
- Departure time: July 21 atDeparture city: Winter ParkDeparture location: Winter Park StationArrival time: July 23 atDestination city: BostonDestination location: South Station (Train Terminal)Operated by: AmtrakVehicle: TrainDuration:
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Train Winter Park, FL to Boston, MA, US: Trip Overview
Please note, this information is subject to change.
Train Companies
Based on 5303 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $188
Winter Park to Boston Train
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Discover how much the train trip from Winter Park to Boston will cost you. Use our filters and sorting features to find the cheapest train tickets or high-end trains.
Frequently asked questions for your trip Winter Park, FL - Boston, MA, US
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Winter Park to Boston was searched and found on Jul 22, 2025 with a price of $201To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Winter Park to Boston, as early as possible.
You can expect to pay from $201 to $1,052 for a train ticket from Winter Park to Boston based on the last 2 days. You can expect to find the cheapest price for the trip at $201 which is on 2025-07-22.
About Train Travel
Train Travel Tips
Taking the fastest trains allows you to travel at speeds greater than 300 km/h. Taking a trip from Winter Park to Boston is not only much quicker but more comfortable too! You can usually travel directly to the city centre and save time while you're at it.
Whether you take a regional or high-speed train to Boston, you’ll help reduce the environmental impact and carbon footprint of your trip. As you watch the landscapes unfold before your eyes, you can tell yourself that with this choice, you are making sure they remain protected.
With up to 30x less CO2 emissions for your train journey between Winter Park and Boston, the train is an ecological alternative to flights or personal cars.
Tune out to the fine sounds of your best music playlist on your train trip from Winter Park to Boston while indulging in miles on end of beautiful scenic views.
Did you know?
One of the deepest train stations in the world is in Kiev. Located at a depth of 105 m, it was designed in this way to serve as a shelter in the event of an attack. The second deepest station is in China. Badaling station is located 60 m under the Great Wall of China!
You can find the straightest railway in the world in Australia. This railway line is 478 kilometres long and is also considered the longest and straightest railway line in the world.
The magnetic levitation train (Maglev for short) is currently the fastest train in the world. With a speed of 603 km/ h, it is closely followed by the French high-speed train (574.8 km / h) which remains in 2020, the fastest train to date
Top Traveled Train Routes
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Popular Trains Connecting Winter Park
Trains Leaving from Winter Park
Popular Trains Connecting Boston
Trains Going to Boston
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