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Trip Summary
3 trains operate daily from Oakland to Winter Park. The train trip from Oakland to Winter Park is usually about 97 hours and 33 minutes long. However, traveling on the fastest Amtrak train can get you there in as little as 95 hours and 29 minutes.
| Distance | 2430 mi (3910 km) |
| Fastest train | 95h 29m |
| Lowest price | $426.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Oakland to Winter Park?
Amtrak is the one and only train line which connects Oakland to Winter Park. However, there are 3 trains per day to choose from.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 3 | 4d 1h 34m | $481.25 |
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 3 Amtrak trains from Oakland to Winter Park every day, as well as 0 trips on the weekends, with prices starting from $426.
Frequently Asked Questions
The distance between Oakland and Winter Park is approximately 2430 miles, or 3910 kilometers. The average train journey between these two cities takes 97 hours and 33 minutes, although the absolute fastest you could get there is 95 hours and 29 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.
On a weekly basis, the greatest number of passengers tend to travel by trains from Oakland to Winter Park on Friday. Tickets for Friday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Friday. Friday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Oakland at 7:00am while the last train of the day leaves at 7:00am. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 3 scheduled trains on most days. Unfortunately, none of them are direct connections, so you will need to disembark from your original train and board a connecting train during your journey. Don't forget to bring your carry-on luggage when you switch trains. In some instances, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Winter Park to Oakland.
City Information
Oakland
Image credit: Unsplash
Image credit: Unsplash
Image credit: Unsplash
Oakland, CA is a port city that is beginning to step out of the shadow of San Francisco, its neighbor to the west. Every visitor should start their Oakland trip in the downtown area and Old Oakland, the city's historic quarter full of quaint old buildings. While here, don't forget to take a short detour to Oakland's famous Chinatown as well. The African American Museum and Library at Oakland tells the history of Black communities in the area and is definitely worth a stop. For those who would prefer to stay close to nature, Dr. Aurelia Reinhardt Redwood Regional Park's abundance of redwood groves will offer amazing views.
Oakland's food scene is vibrant and diverse, with a wide range of offerings for all budgets. Enssaro is a popular local name with mid-range dishes that will whet your appetite. For an excellent haute-cuisine dinner, head towards The Wolf.
It's easy to get around the Bay Area on local public transit (called the BART, for Bay Area Rapid Transit). Getting to Oakland from further afield is also a breeze thanks to many intercity bus routes in the area and Amtrak's Capitol Corridor train, which stops in Oakland. Flights arrive at the Oakland International Airport, but several additional airport options in the larger Bay Area are also available.
Winter Park
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.
Station Information
Where is the train station in Oakland?
Image credit: David Wilson
Link to image attribution
Image credit: David Wilson
Link to image attributionMain departure station: 245 Second St
The Jack London Station in Oakland opened in 1995, replacing 16th Street Station, which was extensively damaged in the Loma Prieta earthquake in 1989. The station was named after the famous writer Jack London, as he spent much of his life in the area. It is a contemporary glass and stone structure located on the easternmost corner of Jack London Square. The square, which fronts a natural estuary leading to San Francisco Bay, was formerly the hub of Oakland's port activities, connecting the maritime and agricultural sectors. It is still an active and bustling waterfront today. Amtrak's Capitol Corridor, Coast Starlight, and San Joaquins trains serve the station. It is the 10th busiest of Amtrak's 74 California stops, boarding or de-boarding an average of 1,142 people per day.
All train stations in Oakland:
245 Second St
Across San Leandro Blvd from BART station - 700 73rd Ave
Where is the train station in Winter Park?
Main arrival station: 148 W Morse Blvd
Winter Park has one train station.
All train stations in Winter Park:
148 W Morse Blvd
Get around town with Moovit
Need a return trip from Winter Park to Oakland?
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