Cheap train tickets from Winter Haven to Jackson
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Winter Haven to Jackson Train Schedule
Trip Summary
You can pick from 2 daily train trips between Winter Haven and Jackson. The average train journey from Winter Haven to Jackson takes 72 hours and 35 minutes, but some Amtrak train trips are as short as 69 hours and 44 minutes.
| Distance | 585 mi (941 km) |
| Fastest train | 69h 44m |
| Lowest price | $488.00 |
| Most frequent service | Amtrak |
| Train lines | 1 |

Which train should you take from Winter Haven to Jackson?
Amtrak is the one and only train line which connects Winter Haven to Jackson. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 3d 0h 35m | $888.58 |
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 Haven to Jackson every day, as well as 0 trips on the weekends, with prices starting from $488.
Frequently asked questions about traveling by train from Winter Haven to Jackson
The distance between Winter Haven and Jackson is approximately 585 miles, or 941 kilometers. The average train journey between these two cities takes 72 hours and 35 minutes, although the absolute fastest you could get there is 69 hours and 44 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 Winter Haven to Jackson on Thursday. Tickets for Thursday 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 Winter Haven at 11:00am while the last train of the day leaves at 11:00am. 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 Haven 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 Jackson to Winter Haven.
City Information
Jackson

Image credit: Ken Lund
Link to image attributionThe City of Jackson (or just Jackson to friends) is the capital of Mississippi and the most populous city in the state. The town has fantastic museums and historical sites covering different topics, including civil rights, arts, natural sciences, and African-American culture. The Mississippi Freedom Trail runs through Jackson and displays several important historic sites in the civil rights movement. The Mississippi Museum of Natural Science includes nature trails for hiking and an aquarium in a family-friendly location. Meanwhile, LeFleur's Bluff State Park & Mayes Lake is a popular spot for families and friends going fishing, camping, and golfing.
Despite the deep history, Jackson also offers a vibrant nightlife, attractions, and entertainment. In Downtown Jackson, often called the Heart of Mississippi's Metropolitan, you can explore restaurants for fine dining, sports bars, lounges, and clubs. Plus, there are art galleries and a growing number of local breweries and distilleries, like Fertile Ground and Bicentennial. Jackson is bustling with festivals, too, including antique shows, arts events, spring festivals, and the City of Jackson Holiday Parade.
Jackson offers excellent transport links within the city, with buses provided by JTRAN. In addition, you can easily visit Jackson via train service, primarily by Amtrak, or bus service by Jefferson Lines.
Station Information
Where is the train station in Winter Haven?
Main departure station: 1800 7th Street SW
There is one train station in Winter Haven.
All train stations in Winter Haven:
1800 7th Street SW
Where is the train station in Jackson?
Main arrival station: 300 W Capitol St
Jackson has one train station.
All train stations in Jackson:
300 W Capitol St
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Need a return trip from Jackson to Winter Haven?
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