- 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.
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The cheapest and fastest trains from Winter Park, FL to Boston, MA
Showing times and prices for Jun 17
Cheapest price
$1247
Average price
$1247
Fastest journey
1 d 2 h 17 m
Average duration
1 d 2 h 17 m
Trains per day
1
Distance
1788 km
Cheap tickets
The best way to find a cheap train ticket from Winter Park, FL to Boston, MA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Winter Park, FL to Boston, MA will cost around $1247 if you buy it on the day, but the cheapest tickets can be found for only $1247.
Fast trains
It's difficult to get from Winter Park, FL to Boston, MA without transferring at least once.
1:53 PM26h17Winter Park, FL4:10 PMBoston, MA$12471One-way1 transfer
- 1:53 PM26h17Winter Park, FL4:10 PMBoston, MA$12471One-way1 transfer
Travel Information
Compare train, bus, and flight for Winter Park, FL to Boston, MA
Omio recommends booking the train as it is the most popular option from Winter Park, FL to Boston, MA among Omio's users. If you are prioritising price take the flight with prices starting from $79. For those with little time consider booking a flight which can get you there in 3h 3m. The ticket price range depends on the travel mode: a flight costs an average of $79, and a train costs an average of $240.
Distance: 1111 miles (1788 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$432 Average price | $163 Average price Cheapest | $216 Average price | $260 Average price (fuel + tolls) |
26h 14m Average total duration 25h 44m Onboard + 30m Additional time* | 6h 3m Average total duration Fastest 3h 3m Onboard + 3h 0m Additional time* | 39h 45m Average total duration 39h 15m Onboard + 30m Additional time* | 19h 5m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Winter Park, FL to Boston, MA is a flight with an average price of $163 (€132).
This is compared to other travel options from Winter Park, FL to Boston, MA:
A flight is $53 (€43) less than a bus for this route with tickets for a bus from Winter Park, FL to Boston, MA costing on average $216 (€175).
A flight is $269 (€218) less than a train for this route with tickets for a train from Winter Park, FL to Boston, MA costing on average $432 (€350).
The fastest way to travel from Winter Park, FL to Boston, MA is by flight with an average journey time of 3h 3m.
Other travel options to Boston, MA take longer:
Train takes on average 25h 44m.
Bus takes on average 39h 15m.
It's helpful to compare your options as there are 3 ways to travel between Winter Park, FL and Boston, MA including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from Winter Park, FL to Boston, MA among Omio's users.
Take the train. It's the cheaper option, and the extra time on board is usually more relaxing than driving it.
Tickets start at around $432 (€350) compared to roughly $260 (€211) in fuel and tolls — a saving of about $-171.61 (€-139.01). The journey takes 25h 44m versus 19h 5m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
Live departures
Winter Park, FL to Boston, MA train times
The table below shows live departures for Winter Park, FL to Boston, MA trains for today, Tuesday, June 16. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 1:53 PM Winter Park, FL | 26h17 | 4:10 PM Boston, MA | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Winter Park, FL to Boston, MA by train, bus, or flight
Compare train, bus, 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.
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Journey information
Overview: Train from Winter Park, FL to Boston, MA
USAUSA
Trains from Winter Park, FL to Boston, MA run on average 5 times per day, taking around 25h 44m. Cheap train tickets for this journey start at $240 (€194) but you can travel from only $79 (€64) by flight.
The earliest train runs at 05:05, the last at 19:07. The fastest train covers the 1111 miles (1788 km) distance in 28h 31m.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $79 (€64)
Distance 1111 miles (1788 km) |
Average train duration 25h 44m |
Cheapest ticket price $240 (€194) |
Trains per day 5 |
Fastest train 28h 31m |
First train 5:05 AM |
Last train 7:07 PM |
Cheapest Month May |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Jul - Sep |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $79 (€64)
Train companies: Amtrak from Winter Park, FL to Boston, MA trainsAmtrak trains will get you between Winter Park, FL and Boston, MA from $79 (€64). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
28h 31m
Cheapest Price
$240 (€194)
Amtrak frequency
5 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Boston
Things to do in Boston
Discover the best of Boston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston trip today.
- Must visit
Isabella Stewart Gardner Museum
A distinctive Venetian-style museum with major European, Asian, and American art, famous for its intimate courtyard and historic 1990 art theft.
- Must visit
Museum of Science
A family-friendly science museum with hands-on exhibits, a planetarium, and broad appeal for visitors interested in technology and natural science.
- Must visit
Freedom Trail
Boston’s signature walking route linking many of the city’s most important historic sites, ideal for first-time visitors.
- Must visit
Boston Common
The oldest public park in the United States, serving as a central green space and gateway to the Freedom Trail.
- Must visit
Public Garden
A picturesque landscaped garden known for its lagoon, bridges, and swan boats, especially photogenic in spring and summer.
New England Clam Chowder
A creamy soup of clams, potatoes, and onions that is one of Boston’s signature comfort foods and a classic of New England cooking.
Lobster Roll
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.
- Gluten-free
Boston Baked Beans
Slow-cooked beans traditionally baked with molasses and salt pork, tied to the city’s old nickname, 'Beantown,' and its colonial food history.
Oleana
Highly regarded restaurant in Cambridge near Boston, known for refined Eastern Mediterranean cooking, excellent ingredients, and a warm upscale atmosphere.
Mike's Pastry
Iconic North End bakery best known for cannoli and other Italian pastries, popular with both locals and visitors seeking a classic Boston sweet stop.
Neptune Oyster
Small, celebrated North End seafood spot known for lobster rolls, oysters, and a lively atmosphere. A longtime favorite for classic Boston seafood.
United States Dollar
Boston is pricey by U.S. standards, especially for hotels and dining, though casual food and transit are manageable.
Average meal costs
- Budget
- USD 12-20 for casual or fast food.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 80+ per person before drinks and tip.
- Coffee
- USD 4-7 for a coffee drink.
Tipping culture
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.
FAQs: Trains from Winter Park, FL to Boston, MA
Find answers to the most common questions about traveling from Winter Park, FL 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.
Train ticket prices from Winter Park, FL to Boston, MA can vary. The cheapest ticket starts at $240 (€194), while the average price is around $432 (€350).
The train from Winter Park, FL to Boston, MA takes 28h 31m and runs 5 per day.
The first train from Winter Park, FL to Boston, MA leaves at 5:05 AM.
The distance by train from Winter Park, FL to Boston, MA is 1111 miles (1788 km).
The last train from Winter Park, FL to Boston, MA leaves at 7:07 PM.
There is no high speed train available from Winter Park, FL to Boston, MA.
There is no direct train service currently available from Winter Park, FL to Boston, MA.
Unfortunately, there is no night train available from Winter Park, FL to Boston, MA.
The train station in Winter Park, FL that goes to Boston, MA is Winter Park Station, Winter Park, FL, which connects to South Station, Boston, MA.
The cheapest way to get from Winter Park, FL to Boston, MA is by flight, with a cost of around $79 (€64).
The train journey from Winter Park, FL to Boston, MA offers varied scenery, including glimpses of Florida's wetlands, the coastal landscapes of the Carolinas, and picturesque views of the New England countryside as you approach Boston.
A day trip from Winter Park, FL to Boston, MA is not feasible due to the journey duration of 28h 31m. However, there are 4 train trips available per day for this 1111 miles (1788 km) journey.
Explore the historic streets of Beacon Hill and take a scenic walk along the Charles River Esplanade. Visit the Boston Public Library and enjoy a guided tour of the USS Constitution. Discover Quincy Market's vibrant atmosphere. Don't miss the Freedom Trail, Fenway Park, the Museum of Fine Arts, Boston Common, and the New England Aquarium.
To fully experience Boston, MA, plan for 3 to 4 days to explore its historic sites, museums, and neighborhoods.
Yes, you can take the train from Winter Park, FL to Boston, MA.
Since neither Winter Park, FL nor Boston, MA are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Boston, MA include Providence, RI, New London, CT, Kingston, RI, Wells, ME, Old Saybrook, CT.
We recommend using the train as it is the most popular way to get from Winter Park, FL to Boston, MA among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Boston, MA, travelers should be aware of pickpocketing and bag theft, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and overcharging by unlicensed taxi drivers. It's advisable to use official transportation services, stay alert in busy areas, and avoid sharing personal information with strangers to ensure safety.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Winter Park, FL to Boston, MA
Winter Park
Boston
The major train station for departures in Winter Park is Winter Park Station. Find all the information you need to know about services, amenities and connections at Winter Park Station for your trip from Winter Park to Boston.
Winter Park Station
Amenities at train station
LockersParkingDiningTaxisAccessibilityWCHotelTicket OfficeInformation DeskLuggage Cartsinformation
Ticket Office Hours
- 6:00 AM - 10:00 PM Monday - Sunday
Distance to city center
1 km
Number of platforms
2Parking
- Parking is available at the station.
Dining
- Bosphorous Turkish Cuisine
- Prato
Taxis
- Outside the main entrance.
Hotel
- The Alfond Inn
- Park Plaza Hotel
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- The station has a main hall with ticketing and waiting areas.
Public transit options for Winter Park Station
- SunRail
- Lynx Bus connections available
The major train station for arrivals in Boston is South Station. Find all the information you need to know about services, amenities and connections at South Station for your journey to Boston from Winter Park.
Amenities at train station
WifiLockersParkingDining
ATMTaxisAccessibilityWCHotel
Lost and Found OfficeTicket Office
Bike Parking
Bike Rental
Car RentalInformation DeskLuggage Cartsinformation
Ticket Office Hours
- 5:00 AM - 11:00 PM Monday - Sunday
Number of platforms
13Wifi
- Free
Parking
- The car park is open 24/7. Access via Atlantic Avenue.
Dining
- Legal Sea Foods
- Tavern in the Square
Taxis
- Outside the main entrance.
Accessibility
- Elevators, restrooms.
WC
- $0.50
Hotel
- InterContinental Boston
- The Langham, Boston
- Boston Harbor Hotel
Lost and Found Office
- Located in the main hall
Car Rental
- Avis
- Budget
- Enterprise
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, platforms 1-5 for Amtrak services
- Hall 2: platforms 6-13 for MBTA Commuter Rail services
- Bus terminal located on the upper level.
Public transit options for South Station
- Subway: Red Line
- Bus: Several lines available
- Commuter Rail: Multiple lines
Amenities at train station
WifiLockersParkingDiningATMTaxisAccessibilityWCHotelLost and Found OfficeTicket OfficeBike ParkingBike RentalCar RentalInformation DeskLuggage Cartsinformation
Ticket Office Hours
- 5:00 AM - 1:00 AM Monday - Sunday
Distance to city center
1 kmNumber of platforms
5Wifi
- Free
Parking
- Parking is available nearby with several garages in the vicinity.
Dining
- Sorellina
- Atlantic Fish Company
Taxis
- Outside the main entrance.
Accessibility
- Elevators, ramps, restrooms.
WC
- $0.50
Hotel
- Copley Square Hotel
- The Westin Copley Place
- Fairmont Copley Plaza
Lost and Found Office
- Located in the main hall
Car Rental
- Avis
- Enterprise
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, platform 1-3 for Amtrak and MBTA Commuter Rail
- Hall 2: Orange Line subway platforms
Public transit options for Back Bay Station
- Subway: Orange Line
- Bus: Several lines available
- Commuter Rail: Framingham/Worcester Line, Franklin Line, Needham Line, Providence/Stoughton Line
Most popular train connections from Winter Park, FL
More options for your journey from Winter Park, FL to Boston, MA
Here are some other resources that might have the information you need
Most popular trains to and from Boston, MA and Winter Park, FL
Most popular train connections to Boston, MA
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