Cheap train tickets from Kissimmee to Winter Park
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Kissimmee to Winter Park Train Schedule
Trip Summary
2 trains operate daily from Kissimmee to Winter Park. The train trip from Kissimmee to Winter Park is usually about 55 minutes long. However, traveling on the fastest Amtrak Silver Service train can get you there in as little as 54 minutes.
| Distance | 22 mi (35 km) |
| Fastest train | 0h 54m |
| Lowest price | $11.00 |
| Trains per day | 2 |
| Most frequent service | Amtrak Floridian |
| Train lines | 2 |

What is the price of a train ticket from Kissimmee to Winter Park?
Over the past month, a train ticket between Kissimmee and Winter Park cost $13.36, on average. This is about as cheap as train fares get on this route. Booking your trip at least 29 days in advance can help you secure tickets at the best price. For same-day bookings, you’ll likely have to pay around $7.93 more.
Monthly avg. prices
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Kissimmee to Winter Park. By reserving your ticket on Wanderu at least 29 days before departure, you can save around $7.93. Don't miss out on these savings — book in advance!
Which train should you take from Kissimmee to Winter Park?
2 train services operate from Kissimmee to Winter Park. However, each train line only offers one daily trip.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
Amtrak Floridian | 1 | 0h 55m | $16.92 |
| Amtrak Silver Service | 1 | 0h 54m | $15.15 |
Amtrak Floridian train tickets from Kissimmee to Winter Park start from $11, and on average cost . Daily there are 1 Amtrak Floridian schedules to Winter Park. Amtrak Floridian in Kissimmee leaves from Grand Central Station - 111 E Dakin Ave . And in Winter Park trains arrive at 148 W Morse Blvd .
From Kissimmee to Winter Park train travel on Amtrak Floridian takes 0 hours and 55 minutes. If you are looking to get to Winter Park faster, Amtrak Floridian offers more express schedule options with a travel time of 0 hours and 54 minutes.
If you are looking to travel to Winter Park on a weekend there is typically one Amtrak Floridian scheduled trip per day, which will cost for a one-way weekend reservation from Kissimmee.
The Silver Service is an Amtrak train line that runs from New York City to Miami, connecting the largest cities in the Mid-Atlantic region with key destinations in the South and many places across the Sunshine State. Two trains, the Silver Meteor and Silver Star, collectively comprise the Silver Service. The trains come equipped with a variety of sleeper cars that travelers taking an overnight train can choose from, as well as a variety of amenities like free WiFi, power outlets, and a café car. One-way train tickets for the Silver Service from Kissimmee to Winter Park start from $12 and the average train journey lasts about 0 hours and 54 minutes.
Frequently asked questions about traveling by train from Kissimmee to Winter Park
On a weekly basis, the greatest number of passengers tend to travel by trains from Kissimmee to Winter Park on Wednesday. Tickets for Wednesday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Monday. Monday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Kissimmee at 11:00am while the last train of the day leaves at 6:00pm. 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 Kissimmee twice a day, so there are a couple of options depending on your preferred travel time. Luckily, both trains will get you to Winter Park with direct service. While there might still be stops along the way, you will not need to get off or switch trains.
You can also take a train for your return trip from Winter Park to Kissimmee.
City Information
Kissimmee

Image credit: Unsplash

Image credit: Pixabay

Image credit: Pixabay
A small town in central Florida, Kissimmee is a popular destination for fans of amusement parks and other landmarks. The city is very close to many different amusement parks, including the world-famous Walt Disney World Resort, which is why Kissimmee is a popular place to stay for park-goers. Other surrounding amusement parks to check out include the Universal Orlando Resort and the SeaWorld Parks & Resorts. If amusement parks are not your thing, you could also check out the local Titanic: The Artifact Exhibition, which showcases artifacts related to the ill-fated ship. And don't miss the Bok Tower Gardens, which offers an amazing green space for picnics.
If you wish to try the best dishes in town, try Del Frisco's Double Eagle Steak House, which offers some of the best authentically American steaks in town, coupled with fine wine. Another great choice is Jaleo, run by the award-winning chef José Andrés.
The principal train station in Kissimmee is the Grand Central Station, which serves Amtrak Silver Service trains. The main bus station is located at 1979 E Osceola Pkwy. Both bus and train service connect Kissimmee to cities including Orlando, Miami, Atlanta, and more.
Winter Park

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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 Kissimmee?

Main departure station: Grand Central Station - 111 E Dakin Ave
The Kissimmee Amtrak Station is located at 111 E Dakin Ave in Kissimmee, Florida. The station is served by Amtrak's Silver Star and Silver Meteor trains, plus SunRail, the area's commuter rail system. The station has a waiting room and restrooms but no free WiFi. Luckily, you can connect to WiFi once on the train! Because the station is in downtown Kissimmee, many coffee shops, bars, and restaurants are within a short walk.
All train stations in Kissimmee:
Grand Central Station - 111 E Dakin 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
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Continue by train from Winter Park
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- Winter Park to DeLand Train
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- Winter Park to Fort Lauderdale Train
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- Winter Park to Jacksonville Train
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- Train from Winter Park to Miami
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- Train from Winter Park to Palatka
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- Winter Park to Sarasota
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- Winter Park to St. Pete Beach
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