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How to get fromPortland to Winter Havenby plane, bus, train, bus (Amtrak, Greyhound, Flixbus), or car

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There are 8 ways to get from Portland to Winter Haven by plane, bus, train, bus (Amtrak, Greyhound, Flixbus), or car

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

  1. Fly Portland to Orlando, bus

    best
    1. Fly from Portland (PWM) to Orlando (MCO)plane plane PWM - MCO
    2. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    7h 8m
    $155–642

  2. Fly Portland to Tampa, bus

    cheapest
    1. Fly from Portland (PWM) to Tampa (TPA)plane plane PWM - TPA
    2. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    7h 3m
    $132–707

  3. Bus, train

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the train from Ny Moynihan Train Hall At Penn Station to Winter Haventrain train
    31h 42m
    $476–1,638

  4. Bus

    1. Take the bus from Portland, ME to Boston, MA - South Stationbus bus
    2. Take the bus from Boston to Port Authority Bus Terminalbus bus
    3. Take the bus from New York City Chinatown to Orlando Bus Stationbus bus
    4. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    32h 30m
    $240–424

  5. Drive 1,423 mi

    1. Drive from Portland to Winter Havencar car 1,423 mi
    24h 42m
    $260–376

  6. Fly Portland to Sarasota–Bradenton International Airport, bus

    1. Fly from Portland (PWM) to Sarasota–Bradenton International Airport (SRQ)plane plane PWM - SRQ
    2. Take the bus from Sarasota Cattlemen Transfer Center to Tampa Bus Stationbus bus
    3. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    9h 53m
    $220–905

  7. Bus to Boston Logan Airport, fly to Tampa, bus

    1. Take the bus from Portland, ME to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Tampa (TPA)plane plane BOS - TPA
    3. Take the bus from Tampa Bus Station to Winter Haven Transportation Centerbus bus
    9h 47m
    $142–1,146

  8. Bus to Boston Logan Airport, fly to Orlando, bus

    1. Take the bus from Portland, ME to Logan International Airportbus bus
    2. Fly from Boston Logan Airport (BOS) to Orlando (MCO)plane plane BOS - MCO
    3. Take the bus from Orlando Bus Station to Winter Haven Transportation Centerbus bus
    9h 53m
    $183–746

Portland to Winter Haven by bus, foot, and subway

Calendar10Weekly Services
Duration32h 30mAverage Duration
Ticket$240Cheapest Price
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Questions & Answers

Map of how to get from Portland to Winter Haven.ExpandLaunch map view
  • Distance: 1,277.4 mi
  • Duration: 7h 8m

What companies run services between Portland, ME, USA and Winter Haven, FL, USA?

You can take a bus from Portland, ME to Winter Haven Transportation Center via Boston, MA - South Station, Boston, Port Authority Bus Terminal, 42 St-Bryant Park, East Broadway, New York City Chinatown, and Orlando Bus Station in around 32h 30m.

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Bus operators

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