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How to get fromMilwaukee to Woodstockby plane, train, taxi, bus (Greyhound, Flixbus), car, shuttle, or bus

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There are 6 ways to get from Milwaukee to Woodstock by plane, train, taxi, bus (Greyhound, Flixbus), car, shuttle, or bus

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 to Lebanon

    best
    1. Fly from General Mitchell International Airport (MKE) to Lebanon (LEB)plane plane MKE - LEB
    6h 28m
    $187–552

  2. Drive 986.7 mi

    cheapest
    1. Drive from Milwaukee to Woodstockcar car 986.7 mi
    17h 56m
    $181–261

  3. Train, taxi (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Schenectadytrain train
    3. Take the train from Schenectady to Rutlandtrain train
    4. Take the taxi from Rutland to Woodstocktaxi taxi
    22h 20m
    $364–741

  4. Bus

    1. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus
    2. Take the bus from Chicago Bus Station to New York Midtownbus bus
    3. Take the bus from New York, NY to Dartmouth Collegebus bus
    26h 22m
    $341–508

  5. Fly to Boston Logan Airport, shuttle

    1. Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane plane MKE - BOS
    2. Take a shuttle bus from Boston Logan Airport Terminal C to Killington Ski Resortshuttle bus
    7h 17m
    $762–2,022

  6. Bus, train

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus bus
    2. Take the train from Chicago Union Station to Albany-Rensselaer Amtrak Stationtrain train
    3. Take the bus from AMTRAK Station Rensselaer to Marble Valley Regional Transit Centerbus bus 7
    26h 2m
    $351–663

General Mitchell International Airport (MKE) to Lebanon (LEB) flights

Calendar28Weekly Planes
Duration6h 23mAverage Duration
Ticket$90Cheapest Price
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Questions & Answers

Map of how to get from Milwaukee to Woodstock.ExpandLaunch map view
  • Distance: 807.4 mi
  • Duration: 6h 28m

What companies run services between Milwaukee, WI, USA and Woodstock, VT, USA?

JetBlue Airways, Cape Air, and three other airlines fly from General Mitchell International Airport (MKE) to Lebanon (LEB) 4 times a day. Alternatively, you can take a bus from Milwaukee Intermodal Station to Woodstock via Chicago Bus Station, New York Midtown, W 42 St/Broadway, New York, NY, and Dartmouth College in around 26h 22m.

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