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Cheap train tickets from Winter Park to Portland

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Winter Park to Portland Train Schedule

Trip Summary

There are usually 2 daily train trips available from Winter Park to Portland. Traveling by train from Winter Park to Portland usually takes 35 hours and 41 minutes, but the fastest Amtrak train can make the trip in 33 hours and 52 minutes.

Distance1208 mi (1944 km)
Fastest train33h 52m
Lowest priceCHF 208.46
Most frequent serviceAmtrak
Train lines1

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Which train should you take from Winter Park to Portland?

Amtrak is the one and only train line which connects Winter Park to Portland. The schedule is relatively limited as the train only runs twice a day.

TrainDaily TripsAvg. TimeAvg. Price
Amtrak21d 11h 42mCHF 357.80
  • Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from Winter Park to Portland every day, as well as 1 trips on the weekends, with prices starting from CHF 176.

Frequently asked questions about traveling by train from Winter Park to Portland

Yes, there are trains that can take you the entire way from Winter Park to Portland. However, there are also some trips on this route that require you to board another vehicle, such as a bus or a shuttle, during your journey. This is worth paying attention to as you book your trip, since a direct train may be preferable for its speed and convenience.

The distance between Winter Park and Portland is approximately 1208 miles, or 1944 kilometers. The average train journey between these two cities takes 35 hours and 41 minutes, although the absolute fastest you could get there is 33 hours and 52 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

Trains departing from Winter Park to Portland tend to have the most passengers on Tuesday. With higher demand ticket prices also tend to be higher on Tuesday. If you are trying to snag a cheap train tickets or just want an emptier train you'll have better luck by booking travel departing on Friday as the least number of people tend to travel then.

The earliest train departs Winter Park at 12:00pm while the last train of the day leaves at 7:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Trains leave the station in Winter Park twice a day, so there are a couple of options depending on your preferred travel time. However, there are no direct trains. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you change trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage.

You can also take a train for your return trip from Portland to Winter Park.

City Information

Winter Park

Winter Park, FL, US - WPK-0

Image credit: Unsplash

Winter Park is a city in Florida outside Orlando, known for its many outdoor spaces and art and museum centers. The Albin Polasek Museum & Sculpture Gardens showcases sculptures in a lush setting, the Charles Hosmer Morse Museum of American Art is renowned for its Tiffany windows, and the Rollins Museum of Art exhibits artworks from ancient to contemporary periods.

Museums aside, Winter Park is a fabulous urban outdoor destination. Paddle through Winter Park Canals, smell the wisteria at Central Park, and relax in Kraft Azalea Garden on Lake Maitland. Winter Park's premier urban village has cypresses sweeping over red-brick streets lined with cafés, gastro pubs, and brewing companies. Walk along Park Avenue or in the Hannibal Square district for the best shopping and dining in historic settings.

Winter Park is one of the stops on Amtrak's Silver Service between New York City and Miami. FlixBus runs a few intercity bus routes directly to Winter Park, but additional bus lines go through nearby Orlando.

Portland

Portland, ME - POR-0

Image credit: Unsplash

Portland, ME - POR-1

Image credit: Unsplash

Portland, ME - POR-2

Image credit: Unsplash

Portland is Maine's largest city and, because of that, the main transportation hub in the state. From Portland, travelers can easily reach destinations such as Boston, Albany, and even Gainesville, Texas, by a combination of buses, trains, and ferries. And there’s plenty to do in the city, even if you’re traveling solo.

Since its foundation in 1786, Portland has recovered from no less than four major fires, creating a fascinating blend of old and new. The dedicated Arts District around upper Congress Street has a smattering of important museum collections, including the Portland Museum of Art, the state's oldest public art institution.

The West End hosts the majority of Portland's historic buildings, creating an olde worlde feel. However, the presence of several well-regarded schools and colleges ensures Portland remains one of the most vibrant small cities in the U.S.

After several years of hardship, the Old Port district has once again become the center of the action. Its attractive cobblestone streets and 19th-century red-brick warehouses now contain a selection of on-trend cafes, bars, and boutique stores. At the same time, it's still possible to watch the time-honored tradition of fishermen unloading their lobster pots onto the foreshore.

East of the downtown area, you'll find Munjoy Hill. It's a district with strong Irish and Italian roots, making it one of the best places in Portland to enjoy the authentic cuisine of Italy. It’s no wonder we named Portland one of our top vacation destinations in Maine.

Station Information

Where is the train station in Winter Park?

Main departure station: 148 W Morse Blvd

There is one train station in Winter Park.

All train stations in Winter Park:

  • 148 W Morse Blvd

Where is the train station in Portland?

100 Thompsons Pt Rd -{"city":"Portland","country":"US","postal":"04102","state":"ME","street1":"100 Thompsons Point"} - PORAMT-0

Image credit: Terry Ross

Link to image attribution

Main arrival station: 100 Thompsons Pt Rd

The Portland Transportation Center is located at 100 Thompsons Pt Rd, about two miles from Portland's Old Port area. Concord Coach Lines buses and Amtrak's Downeaster trains en route to Boston or Brunswick stop at this station. Inside the station, you'll find plenty of seating, restrooms, vending machines, and information desks for each travel company. In addition, there is plenty of paid parking in front of the station available to passengers.

All train stations in Portland:

  • 100 Thompsons Pt Rd

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