The cheapest and fastest trains from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
- Cheapest price on Nov 04
- $161
- Average ticket price on Nov 04
- $390
- Fastest journey on Nov 04
- 1 d
- Average journey duration on Nov 04
- 1 d 1 h 46 m
- Trains on Nov 04
- 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 $390 if you buy it on the day, but the cheapest tickets can be found for only $161.
On Wed, Nov 04, we found 3 trains from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL, including 3 direct services.
On Wed, Nov 04 the direct trains cover the 1584 km distance in an average of 1 d 1 h 46 m but if you time it right, some trains will get you there in just 1 d .
On Wed, Nov 04 the slowest trains will take 1 d 5 h 16 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.

7:27 PM 24h03 Penn Station, New York, NY 7:30 PM Winter Haven Station, Winter Haven, FL $161 1 One-way 0 transfers
6:30 PM 24h00 Penn Station, New York, NY 6:30 PM Winter Haven Station, Winter Haven, FL $383 1 One-way 0 transfers
12:23 PM 29h16 Penn Station, New York, NY 5:39 PM Winter Haven Station, Winter Haven, FL $626 1 One-way 0 transfers

6:30 PM 24h00 Penn Station, New York, NY 6:30 PM Winter Haven Station, Winter Haven, FL $383 1 One-way 0 transfers
7:27 PM 24h03 Penn Station, New York, NY 7:30 PM Winter Haven Station, Winter Haven, FL $161 1 One-way 0 transfers
12:23 PM 29h16 Penn Station, New York, NY 5:39 PM Winter Haven Station, Winter Haven, FL $626 1 One-way 0 transfers
Journey information
Overview: Train from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
Take a train from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL and enjoy the approximately 984 miles (1584 km) long journey. Find schedules and pricing options for a convenient and affordable trip.
The earliest train runs at 12:23, the last at 18:30.
Plan this route
Journey facts
- Distance984 miles (1584 km)
- First train12:23 PM
- Last train6:30 PM
- Cheapest MonthDec
- Cheapest DayTue
- High SeasonApr - Jun
- Low SeasonOct - Dec
Understand & plan this route
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- Why book with Omio?Compare options, payment & support
Frequently asked questions about your Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL trip
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL.
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, Tuesday, November 3. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
97 Silver Meteor | 2:30 PM Penn Station, New York, NY | 24h00 | 2:30 PM Winter Haven Station, Winter Haven, FL | 0 transfersDirect | |
| Wednesday, November 4 | |||||
![]() | 12:23 PM Penn Station, New York, NY | 29h16 | 5:39 PM Winter Haven Station, Winter Haven, FL | 0 transfersDirect | |
![]() | 6:30 PM Penn Station, New York, NY | 24h00 | 6:30 PM Winter Haven Station, Winter Haven, FL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Train companies
Train companies from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL
Trains from Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL with Amtrak. Use the details below to compare onboard facilities.
Amtrak
Companies, tickets, and onboard amenities between Penn Station, New York, NY and Winter Haven Station, Winter Haven, FL
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
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
Most Penn Station, New York, NY to Winter Haven Station, Winter Haven, FL trains use the Penn Station to Winter Haven Station station pair. Use this guide to compare Penn Station, New York, NY and Winter Haven Station, Winter Haven, FL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Getting to Penn Station from New York city centre
Penn Station is 4 km from New York city centre. Public transport options include:
Penn Station train station facilities and services
Penn Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, Hotel, Ticket Office, Car Rental, and Information Desk.
Food and drink
Food options include: 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
Wi-Fi and ATMs
Free Wi-Fi available in Moynihan Train Hall. ATMs are there are ATMs in various locations around the station.
Tickets and information
The ticket office is open Mon - Sun: 05:00-22:00. Information desks are located on the connecting concourse near Tracks 18-19.
Luggage and lost property
Luggage storage is baggage assistance is provided by Red Caps, open 24/7 at Penn and open from 05:00 to 23:00 at Moynihan Train Hall. .
Parking, taxis and toilets
Available at Penn Station: Parking, Taxis.
Bike and car services
Available at Penn Station: Car Rental.
Accessibility
Accessibility facilities are available at Penn Station: Accessible facilities including restroom, parking, elevators, and ramps. Additional assistance available at ticket counters or by asking uniformed employees.
Shops, hotels and contact
Nearby hotels include The New Yorker at Wyndham Hotel, Courtyard by Marriott New York Manhattan/Chelsea, Hilton Garden Inn West 35th Street.
Getting to Winter Haven Station from Winter Haven city centre
Winter Haven Station is 2 km from Winter Haven city centre. Public transport options include:
Winter Haven Station train station facilities and services
Winter Haven Station has practical services for this route, including Wifi, Lockers, Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food and drink
Food and drink options are available at Winter Haven Station.
Wi-Fi and ATMs
Free.
Tickets and information
Ticket office support is available at Winter Haven Station. Information desks are located in the main hall.
Luggage and lost property
Luggage storage is available at Winter Haven Station. Lost and found is available at the station.
Parking, taxis and toilets
Available at Winter Haven Station: Parking, Taxis, WC.
Bike and car services
Available at Winter Haven Station: Bike Parking, Car Rental.
Accessibility
Accessibility facilities are available at Winter Haven Station: Ramps.
Shops, hotels and contact
Nearby hotels include Courtyard Winter Haven, Hampton Inn Winter Haven, Holiday Inn Winter Haven.
