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How to get fromBoston to Winchesterby plane, taxi, or car

Find Transport to Winchester

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There are 5 ways to get from Boston to Winchester by plane, taxi, 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 to Blue Grass Airport, taxi

    best
    1. Fly from Boston Logan Airport (BOS) to Blue Grass Airport (LEX)plane plane BOS - LEX
    2. Take the taxi from Lexington-Airport-LEX to Winchestertaxi taxi
    5h
    $255–961
  2. Fly to Louisville International Airport, drive

    cheapest
    1. Fly from Boston Logan Airport (BOS) to Louisville International Airport (SDF)plane plane BOS - SDF
    2. Drive from Louisville-Airport-SDF to Winchestercar car
    4h 11m
    $141–631
  3. Drive 884 mi

    1. Drive from Boston to Winchestercar car 884 mi
    15h 38m
    $162–233
  4. Fly to Covington, drive

    1. Fly from Boston Logan Airport (BOS) to Covington (CVG)plane plane BOS - CVG
    2. Drive from Covington (CVG) to Winchestercar car
    4h 1m
    $418–995
  5. Fly to Mcghee Tyson Airport, drive

    1. Fly from Boston Logan Airport (BOS) to Mcghee Tyson Airport (TYS)plane plane BOS - TYS
    2. Drive from Mcghee Tyson Airport (TYS) to Winchestercar car
    5h 37m
    $183–792

Boston Logan Airport (BOS) to Blue Grass Airport (LEX) flights

Calendar77Weekly Planes
Duration5h 43mAverage Duration
Ticket$174Cheapest Price
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Questions & Answers

What companies run services between Boston, MA, USA and Winchester, KY, USA?

There is no direct connection from Boston to Winchester. However, you can fly to Blue Grass Airport (LEX) then take the taxi to Winchester. Alternatively, you can drive from Boston to Winchester in around 15h 38m.

Airlines
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