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How to get fromWindsor to Healdsburgby plane, train, bus, car, or subway

Find Transport to Healdsburg

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There are 7 ways to get from Windsor to Healdsburg by plane, train, bus, car, or subway

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 Detroit to Sonoma County Airport

    best
    1. Fly from Detroit (DTW) to Sonoma County Airport (STS)plane plane DTW - STS
    11h 15m
    $134–556

  2. Train, bus (Amtrak)

    1. Take the train from Detroit to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Martineztrain train
    3. Take the bus from Martinez to Healdsburg Amtrak Bus Stopbus bus
    2d 15h
    $871–1,837

  3. Drive 2,410.6 mi

    1. Drive from Windsor to Healdsburgcar car 2,410.6 mi
    37h 53m
    $552–797

  4. Fly Detroit to San Francisco International Airport, bus, train

    1. Fly from Detroit (DTW) to San Francisco International Airport (SFO)plane plane DTW - SFO
    2. Take the bus from San Francisco Airport to Larkspur - dropoffbus bus
    3. Take the train from SMART Larkspur to SMART Windsortrain train
    11h 35m
    $166–594

  5. Fly Detroit to Oakland International Airport, bus, train

    1. Fly from Detroit (DTW) to Oakland International Airport (OAK)plane plane DTW - OAK
    2. Take the bus from Oakland International Airport to San Rafaelbus bus
    3. Take the train from SMART San Rafael to SMART Windsortrain train
    13h 17m
    $259–1,017

  6. Fly Detroit to Norman Y. Mineta San José International Airport, BART, train

    1. Fly from Detroit (DTW) to Norman Y. Mineta San José International Airport (SJC)plane plane DTW - SJC
    2. Take the subway from Milpitas to El Cerrito Del Nortesubway subway
    3. Take the train from SMART San Rafael to SMART Windsortrain train
    14h 47m
    $230–734

  7. Bus to Cleveland-Hopkins International Airport, fly to San Francisco International Airport, bus, train

    1. Take the bus from Detroit Bus Station to Cleveland Bus Stationbus bus
    2. Fly from Cleveland-Hopkins International Airport (CLE) to San Francisco International Airport (SFO)plane plane CLE - SFO
    3. Take the bus from San Francisco Airport to Larkspur - dropoffbus bus
    4. Take the train from SMART Larkspur to SMART Windsortrain train
    14h 25m
    $252–412

Windsor to Healdsburg by bus and train (Amtrak)

Calendar7Weekly Services
Duration2d 15hAverage Duration
Ticket$871Cheapest Price
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Questions & Answers

Map of how to get from Windsor to Healdsburg.ExpandLaunch map view
  • Distance: 2,105.6 mi
  • Duration: 11h 15m

What companies run services between Windsor, ON, Canada and Healdsburg, CA, USA?

Southwest Airlines, American Airlines, and three other airlines fly from Detroit (DTW) to Sonoma County Airport (STS) 3 times a day.

Airlines
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Bus operators

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