- Must visit
The Charles Hosmer Morse Museum of American Art
Museum housing the world's most comprehensive collection of Louis Comfort Tiffany works, including lamps, windows, and chapel interiors.
Omio recommends booking the bus as it is the most popular option from Charleston, SC to Winter Park, FL among Omio's users. If you are prioritising price, take the train, with an average ticket price of $128 For those with little time, consider booking a flight, which has an average total journey time of 5h 17m. Average ticket prices depend on the travel mode: a train costs an average of $128, while a flight costs an average of $387.
Distance: 300 miles (484 km)
| Train | Most popular Bus | Flight | Driving |
|---|---|---|---|
$128 Average price Cheapest | $135 Average price | $387 Average price | $78 Average price (fuel + tolls) |
8h 34m Average total duration 8h 4m Onboard + 30m Additional time* | 13h 55m Average total duration 13h 25m Onboard + 30m Additional time* | 5h 17m Average total duration Fastest 3h 17m Onboard + 2h 0m Additional time* | 6h 1m Average total duration (door-to-door) |
![]() Most popular train company | ![]() Most popular bus company | ![]() Most popular airline | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Charleston, SC to Winter Park, FL:
A train is $7 less than a bus for this route with tickets for a bus from Charleston, SC to Winter Park, FL costing on average $135.
A train is $259 less than a flight for this route with tickets for a flight from Charleston, SC to Winter Park, FL costing on average $387.
Other travel options to Winter Park, FL take longer:
Train takes on average 8h 4m.
Bus takes on average 13h 25m.
Tickets start at around $128 compared to roughly $78 in fuel and tolls — a saving of about $-50.32. The journey takes 8h 4m versus 6h 1m 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.
Compare bus, train, 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.
Trains from Charleston, SC to Winter Park, FL run on average 6 times per day, taking around 8h 4m. Cheap train tickets for this journey start at $103 but you can travel from only $85 by flight.
There are 3 trains per day. The earliest train runs at 11:57, the last at 19:07. The fastest train covers the 300 miles (484 km) distance in 7h 29m.
Distance 300 miles (484 km) |
Average train duration 8h 4m |
Cheapest ticket price $103 |
Trains per day 6 |
Direct trains 3 |
Fastest train 7h 29m |
First train 11:57 AM |
Last train 7:07 PM |
Cheapest Month Sep |
Cheapest Day Wed |
High Season Jan - Mar |
Low Season Apr - Jun |
Best time to book 28 days |
Discover the best of Winter Park, FL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Winter Park, FL trip today.
Museum housing the world's most comprehensive collection of Louis Comfort Tiffany works, including lamps, windows, and chapel interiors.
Rollins College art museum presenting rotating exhibitions of historic and contemporary works. A strong stop for campus culture and thoughtful curation.
Contemporary visual arts center with gallery exhibitions, classes, and community programs. A good choice for seeing local and regional artists.
Elegant downtown shopping and strolling street lined with boutiques, shaded sidewalks, and historic facades. Ideal for a first walk through Winter Park.
Central downtown green space with lawns, rose gardens, and frequent events. Great for relaxing beside Park Avenue and the nearby train station.
Scenic public garden on Lake Maitland with paths, cypress views, and boardwalk sections. A peaceful local favorite for nature and photography.
Find answers to the most common questions about traveling from Charleston, SC to Winter Park, FL 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 Winter Park, FL, this guide helps you travel smarter and with confidence.

Most Charleston, SC to Winter Park, FL trains use the Charleston Station to Winter Park Station station pair. Use this guide to compare Charleston, SC and Winter Park, FL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Winter Park Station is 1 km from Winter Park city centre. Public transport options include:
Winter Park Station has practical services for this route, including Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Ticket Office, Information Desk, and Luggage Carts.
Food options include: Bosphorous Turkish Cuisine, Prato
Ticket office support is available at Winter Park Station. Information desks are located in the main hall.
Luggage storage is available at Winter Park Station.
Available at Winter Park Station: Parking, Taxis, WC.
Accessibility facilities are available at Winter Park Station.
Nearby hotels include The Alfond Inn, Park Plaza Hotel.
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