Travel options for:
New York to Winchester
  • Train

    $132 - $345
    1. New York Penn Station

      3 h 38 min - 3 times a day

      $120 - $340

    2. Back Bay - Inbound

      10 min - every 10 minutes

      $2 - $4

    3. North Station

      17 min - hourly

      $1 - $2

  • Bus Go Buses

    $22 - $24
    1. Manhattan, NY

      4 h 45 min - every 4 hours

      $20

    2. Alewife Station Busway

      14 min - hourly - line 350

      $2 - $4

  • Bus Greyhound USA

    $15 - $73
    1. W 4 St

      7 min - every 15 minutes

      $3

    2. New York, NY

      4 h 20 min - hourly

      $10 - $65

    3. Boston, MA

      7 min - 2057 feet

    4. Devonshire St @ Milk St

      7 min - every 30 minutes - line 93

      $1 - $3

    5. North Station

      17 min - hourly

      $1 - $2

  • Drive

    $21 - $35
    1. New York

      3 h 55 min - 216.6 miles

      $21 - $35

  • Fly New York La Guardia to Boston

    $65 - $260
    1. New York

      24 min - every 15 minutes

      $3

    2. Roosevelt Av/74 St

      9 min - every 15 minutes

      $2 - $7

    3. New York La Guardia (LGA)

      59 min - non-stop

      $55 - $240

    4. Boston (BOS)

      8 min - every 15 minutes

      $0

    5. Airport - Inbound

      9 min - every 10 minutes

      $2 - $4

    6. Bowdoin

      8 min - 2292 feet

    7. North Station

      17 min - hourly

      $3 - $6

  • Fly New York JFK to Boston

    $68 - $298
    1. New York

      40 min - every 20 minutes

      $3

    2. Howard Beach – JFK Airport

      10 min - every 10 minutes

      $5

    3. New York JFK (JFK)

      1 h 3 min - non-stop

      $55 - $280

    4. Boston (BOS)

      8 min - every 15 minutes

      $0

    5. Airport - Inbound

      9 min - every 10 minutes

      $2 - $4

    6. Bowdoin

      8 min - 2292 feet

    7. North Station

      17 min - hourly

      $3 - $6

  • Fly Newark to Boston

    $77 - $309
    1. New York

      23 min - every 3 hours

      $10 - $14

    2. Newark Liberty Airport Station

      5 min - every 5 minutes

      $6

    3. Newark (EWR)

      1 h 7 min - non-stop

      $55 - $280

    4. Boston (BOS)

      8 min - every 15 minutes

      $0

    5. Airport - Inbound

      9 min - every 10 minutes

      $2 - $4

    6. Bowdoin

      8 min - 2292 feet

    7. North Station

      17 min - hourly

      $3 - $6

  • Fly Newark to Providence, train

    $201 - $591
    1. New York

      23 min - every 3 hours

      $10 - $14

    2. Newark Liberty Airport Station

      5 min - every 5 minutes

      $6

    3. Newark (EWR)

      1 h 8 min - non-stop

      $170 - $550

    4. Providence (PVD)

      1 h 20 min - twice daily

      $11 - $16

    5. Back Bay - Inbound

      10 min - every 10 minutes

      $2 - $4

    6. North Station

      17 min - hourly

      $1 - $2

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From New York Penn Station train to Back Bay - Inbound, subway to North Station, then train to Winchester Center. 4 h 48 min $259. From Manhattan, NY bus to Alewife Station Busway then line 350 bus to Cambridge St @ Church St. 5 h 28 min $23. From W 4 St subway to New York, NY, bus to Boston, MA, walk to Devonshire St @ Milk St, line 93 bus to North Station, then train to Winchester Center. 6 h 12 min $36. From New York drive to Winchester. 3 h 55 min $25. From W 4 St subway to Roosevelt Av/74 St, bus to New York La Guardia airport, fly to Boston airport, bus to Airport - Inbound, subway to Bowdoin, walk to North Station, then train to Winchester. 4 h 5 min $135. From W 4 St subway to Howard Beach – JFK Airport, train to New York JFK airport, fly to Boston airport, bus to Airport - Inbound, subway to Bowdoin, walk to North Station, then train to Winchester. 4 h 25 min $134. From New York Penn Station train to Newark Liberty Airport Station, train to Newark airport, fly to Boston airport, bus to Airport - Inbound, subway to Bowdoin, walk to North Station, then train to Winchester. 4 h 5 min $145. From New York Penn Station train to Newark Liberty Airport Station, train to Newark airport, fly to Providence airport, train to Back Bay - Inbound, subway to North Station, then train to Winchester. 6 h 9 min $306.

 
 

Train, bus or fly from New York to Winchester?

Amtrak Acela Express operates a train from New York to Winchester every 3 hours. Tickets cost $120 - $340 and the journey takes 3 h 38 min. 2 other operators also service this route. Alternatively, Go Buses operates a bus from New York to Winchester every 2 hours. Tickets cost $20 and the journey takes 4 h 45 min. Massachusetts Bay (MBTA) also services this route hourly.