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How to get fromMilwaukee to Brattleboroby bus, plane, train, train (Amtrak), bus (Greyhound, Flixbus), or car

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There are 9 ways to get from Milwaukee to Brattleboro by bus, plane, train, train (Amtrak), bus (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. Bus to Chicago O'Hare International Airport, fly to Bradley International Airport, train

    best
    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane plane ORD - BDL
    3. Take the train from Hartford Amtrak Station to Brattleboro Stationtrain train
    9h 42m
    $185–668

  2. Drive  971.4 mi

    cheapest
    1. Drive from Milwaukee to Brattleborocar car 971.4 mi
    17h 27m
    $166–240

  3. Train (Amtrak)

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Take the train from Chicago Union Station to Springfieldtrain train
    3. Take the train from Springfield to Brattleboro Stationtrain train
    24h 29m
    $577–927

  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 Midtown to Springfield Union Stationbus bus
    4. Take the bus from Springfield Union Station to Brattleborobus bus
    28h 40m
    $206–315

  5. Fly General Mitchell International Airport to Laguardia Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Laguardia Airport (LGA)plane plane MKE - LGA
    2. Take the train from Ny Moynihan Train Hall At Penn Station to Brattleboro Stationtrain train
    10h 47m
    $245–978

  6. Train to Chicago Midway International Airport, fly to Bradley International Airport, train

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane plane MDW - BDL
    3. Take the train from Hartford Amtrak Station to Brattleboro Stationtrain train
    10h 6m
    $266–1,104

  7. Fly General Mitchell International Airport to Boston Logan Airport, train

    1. Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane plane MKE - BOS
    2. Take the train from Boston to Springfieldtrain train
    3. Take the train from Springfield to Brattleboro Stationtrain train
    10h 23m
    $211–801

  8. Bus to Chicago O'Hare International Airport, fly to Albany County Airport, bus, train

    1. Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 1 Departuresbus bus
    2. Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane plane ORD - ALB
    3. Take the bus from Albany Bus Terminal, NY to Northamptonbus bus
    4. Take the train from Northampton to Brattleboro Stationtrain train
    11h 1m
    $177–703

  9. Train to Chicago Midway International Airport, fly to Albany County Airport, bus, train

    1. Take the train from Milwaukee to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane plane MDW - ALB
    3. Take the bus from Albany Bus Terminal, NY to Northamptonbus bus
    4. Take the train from Northampton to Brattleboro Stationtrain train
    11h 8m
    $258–1,089

Milwaukee to Brattleboro by train (Amtrak)

Calendar7Weekly Trains
Duration24h 29mAverage Duration
Ticket$577Cheapest Price
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Comparing Your Travel Options

Map of how to get from Milwaukee to Brattleboro.ExpandLaunch map view
  • Distance: 962.5 mi
  • Duration: 9h 42m

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

You can take a train from Milwaukee to Brattleboro Station via Chicago Union Station and Springfield in around 24h 29m. Alternatively, you can take a bus from Milwaukee Intermodal Station to Brattleboro via Chicago Bus Station, New York Midtown, and Springfield Union Station in around 28h 40m.

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