Rome2Rio

How to get fromWinona to Bostonby train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, or bus

Find Transport to Boston

See all options

There are 8 ways to get from Winona to Boston by train, plane, train (Amtrak), bus (Greyhound, Flixbus), car, 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. Train to Minneapolis–Saint Paul International Airport, fly to Theodore Francis Green State Airport, train

    best
    1. Take the train from Winona to St. Paul-Minneapolistrain train
    2. Fly from Minneapolis–Saint Paul International Airport (MSP) to Theodore Francis Green State Airport (PVD)plane plane MSP - PVD
    3. Take the train from TF Green Airport to South Stationtrain train
    9h 21m
    $152–526

  2. Train (Amtrak)

    1. Take the train from Winona to Chicago Union Stationtrain train Empire Builder / ...
    2. Take the train from Chicago Union Station to Bostontrain train Lake Shore Limited
    28h 46m
    $719–1,159

  3. Bus

    1. Take the bus from Winona St. University to Milwaukeebus bus
    2. Take the bus from Milwaukee Intermodal Station to Chicago Bus Stationbus bus
    3. Take the bus from Chicago Bus Station to New York Midtownbus bus
    4. Take the bus from New York Midtown to Bostonbus bus
    33h 49m
    $255–397

  4. Drive  1,284.6 mi

    1. Drive from Winona to Bostoncar car 1,284.6 mi
    21h 49m
    $235–339

  5. Train to Minneapolis–Saint Paul International Airport, fly to Bradley International Airport, bus

    1. Take the train from Winona to St. Paul-Minneapolistrain train
    2. Fly from Minneapolis–Saint Paul International Airport (MSP) to Bradley International Airport (BDL)plane plane MSP - BDL
    3. Take the bus from Hartford Union Station to Bostonbus bus
    10h 11m
    $236–969

  6. Train to Chicago Midway International Airport, fly to Manchester Airport, bus

    1. Take the train from Winona to Chicago Union Stationtrain train
    2. Fly from Chicago Midway International Airport (MDW) to Manchester Airport (MHT)plane plane MDW - MHT
    3. Take the bus from Boston Manchester Airport to Bostonbus bus
    12h 19m
    $280–828

  7. Train to Chicago O'Hare International Airport, fly to Manchester Airport, bus

    1. Take the train from Winona to Glenview Amtrak Stationtrain train
    2. Fly from Chicago O'Hare International Airport (ORD) to Manchester Airport (MHT)plane plane ORD - MHT
    3. Take the bus from Boston Manchester Airport to Bostonbus bus
    12h 27m
    $238–617

  8. Bus, train

    1. Take the bus from Winona St. University to Madisonbus bus
    2. Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus bus
    3. Take the train from Chicago Union Station to Bostontrain train
    30h 58m
    $621–1,021

Winona to Boston by train (Amtrak)

Calendar7Weekly Trains
Duration28h 46mAverage Duration
Ticket$719Cheapest Price
See schedules

Comparing Your Travel Options

Map of how to get from Winona to Boston.ExpandLaunch map view
  • Distance: 1,275.8 mi
  • Duration: 9h 21m

What companies run services between Winona, MN, USA and Boston, MA, USA?

You can take a train from Winona to Boston via Chicago Union Station in around 28h 46m. Alternatively, you can take a bus from Winona St. University to Boston via Milwaukee, Milwaukee Intermodal Station, Chicago Bus Station, and New York Midtown in around 33h 49m.

Airlines
Train operators
Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.

Related travel guides

Need to know: Greyhound

Read the travel guideNeed to know: Greyhound

Booking & Getting There