The cheapest and fastest trains from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
Cheapest price
$324
Average price
$549
Fastest journey
23 h 26 m
Average duration
1 d 1 h 1 m
Trains per day
3
Distance
1584 km
The best way to find a cheap train ticket from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL will cost around $549 if you buy it on the day, but the cheapest tickets can be found for only $324.
Of the 3 trains that leave Penn Station, New York, NY for Winter Haven Station, Winter Haven, FL on Sat, Nov 08, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Nov 08 the direct trains cover the 1584 km distance in an average of 1 d 1 h 1 m but if you time it right, some trains will get you there in just 23 h 26 m .
On Sat, Nov 08 the slowest trains will take 1 d 3 h 36 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.






Travel Information
Compare train, bus, and flight for Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
Omio recommends booking the train as it is the most popular option from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL among Omio's users. If you are prioritising price take the flight with prices starting from €92. For those with little time consider booking a flight which can get you there in 3h 15m. The ticket price range depends on the travel mode: a flight costs an average of €92, and a train costs an average of €173.
Distance: 984 miles (1584 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
€216 Average price | €92 Average price Cheapest | €118 Average price |
25h 7m Average total duration 24h 37m Onboard + 30m Additional time* | 6h 15m Average total duration Fastest 3h 15m Onboard + 3h 0m Additional time* | 44h 50m Average total duration 44h 20m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL train times
The table below shows live departures for Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL trains for today, Friday, November 7. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 10:00 AM Penn Station, New York, NY | 27h39 | 1:39 PM Winter Haven Station, Winter Haven, FL | 1 transfer | |
![]() | 2:30 PM Penn Station, New York, NY | 24h00 | 2:30 PM Winter Haven Station, Winter Haven, FL | 0 transfersDirect | |
![]() | 3:05 PM Penn Station, New York, NY | 23h25 | 2:30 PM Winter Haven Station, Winter Haven, FL | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL by train, bus, or flight
Compare train, bus, 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.
Nov 08
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Nov 14
Journey information
Overview: Train from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
Distance 984 miles (1584 km) |
Average train duration 24h 37m |
Cheapest ticket price $213 (€173) |
Trains per day 3 |
Direct trains 1 |
Fastest train 24h 0m |
First train 18:30 |
Last train 18:30 |
Key Takeaways
Train Ticket Prices
- Budget Options: Train tickets from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL start from as low as $213 (€173) if booked well in advance.
- Standard Fares: Typically, trains cost $265 (€216) depending on the train type and class.
Train companies: Amtrak, Amtrak Acela from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL trainsAmtrak, Amtrak Acela trains will get you between Penn Station, New York, NY and Winter Haven Station, Winter Haven, FL from $114 (€92). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Amtrak Acela
FAQs: Trains from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
Find answers to the most common questions about traveling from Penn Station, New York, NY to Winter Haven Station, Winter Haven, 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 Haven Station, Winter Haven, FL, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
- Mon - Sun: 05:00-22:00
- Free Wi-Fi available in Moynihan Train Hall.
- Baggage assistance is provided by Red Caps, open 24/7 at Penn and open from 05:00 to 23:00 at Moynihan Train Hall.
- Blue Bottle Coffee
- Magnolia Bakery
- Starbucks
- The Pennsy Food Hall
- Nick + Stef's Steakhouse
- Penn & Sushi
- Krispy Kreme Donuts
- T.G.I. Friday's
- NY Pizza Suprema
- Blarney Stone
- & many more
- Accessible facilities including restroom, parking, elevators, and ramps. Additional assistance available at ticket counters or by asking uniformed employees.
- The New Yorker at Wyndham Hotel
- Courtyard by Marriott New York Manhattan/Chelsea
- Hilton Garden Inn West 35th Street
- Mon - Sun: 05:00-22:00
- Located on the connecting concourse near Tracks 18-19.
- Subway lines: 1, 2, 3, A, C, E
- Bus lines: M7, M20
- Train lines: Acela, Adirondack, Cardinal, Carolinian, Crescent, Empire Service, Ethan Allen Express, Keystone Service, Lake Shore Limited, Maple Leaf, Northeast Regional, Pennsylvanian, Silver Service/Palmetto, Vermonter, PATH, New Jersey Transit, Long Island Railroad, AirTrain Newark, AirTrain JFK
- 6:00 AM - 10:00 PM Monday - Sunday
- Free
- Parking is available adjacent to the station.
- Outside the main entrance.
- Ramps.
- $1
- Courtyard Winter Haven
- Hampton Inn Winter Haven
- Holiday Inn Winter Haven
- Located in the main hall
- Enterprise
- Located in the main hall
- Free
- The station has a single-level layout with platforms accessible from the main entrance.
- Bus: Winter Haven Area Transit (WHAT) services available
