Rome2Rio

How to get fromAnnapolis to Middletownby bus (Flixbus), bus, train, car, bus (Greyhound), or plane

Find Transport to Middletown

See all options

There are 10 ways to get from Annapolis to Middletown by bus (Flixbus), bus, train, car, bus (Greyhound), or plane

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

    best
    1. Take the bus from Annapolis to New Yorkbus bus FlixBus 2601
    2. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus ShortLine Hudson
    6h 35m
    $56–102

  2. Drive 237.1 mi

    cheapest
    1. Drive from Annapolis to Middletowncar car 237.1 mi
    5h 36m
    $44–63

  3. Bus, train via Washington

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Take the train from Washington Union Station to Newark Penn Stationtrain train
    3. Take the train from Secaucus Lower Level to Middletown Nytrain train
    6h 39m
    $96–209

  4. Bus, train

    1. Take the bus from West St & Church Cir to Patapsco Light Rail Station Bay 3bus bus 70
    2. Take the train from Baltimore Penn Station to Ny Moynihan Train Hall At Penn Stationtrain train
    3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
    7h 25m
    $76–168

  5. Bus via Baltimore

    1. Take the bus from West St & Church Cir to Patapsco Light Rail Station Bay 3bus bus 70
    2. Take the bus from Baltimore Downtown Bus Station to Port Authority Bus Terminalbus bus
    3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
    8h 12m
    $66–164

  6. Bus to Ronald Reagan Washington National Airport, fly to Laguardia Airport, bus

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Laguardia Airport (LGA)plane plane DCA - LGA
    3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
    6h 37m
    $124–757

  7. Bus to Ronald Reagan Washington National Airport, fly to John F. Kennedy International Airport, bus

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to John F. Kennedy International Airport (JFK)plane plane DCA - JFK
    3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
    6h 42m
    $940–1,873

  8. Bus to Ronald Reagan Washington National Airport, fly to Newark Liberty International Airport, bus

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Newark Liberty International Airport (EWR)plane plane DCA - EWR
    3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
    6h 56m
    $946–1,782

  9. Bus to Ronald Reagan Washington National Airport, fly to Westchester County Airport, bus

    1. Take the bus from Annapolis to Washington Union Stationbus bus
    2. Fly from Ronald Reagan Washington National Airport (DCA) to Westchester County Airport (HPN)plane plane DCA - HPN
    3. Take the bus from White Plains Bus Center to Railroad Ave - Middletown Terminalbus bus
    7h 54m
    $118–691

  10. Fly Baltimore-Washington International Airport to Long Island Mac Arthur Airport, train, bus

    1. Fly from Baltimore-Washington International Airport (BWI) to Long Island Mac Arthur Airport (ISP)plane plane BWI - ISP
    2. Take the train from Central Islip to New York Penn Stationtrain train
    3. Take the bus from Port Authority Bus Terminal to Railroad Ave - Middletown Terminalbus bus
    8h 55m
    $88–451

Annapolis to Middletown by bus and foot

Calendar3Weekly Services
Duration6h 35mAverage Duration
Ticket$56Cheapest Price
See schedules

Questions & Answers

Map of how to get from Annapolis to Middletown.ExpandLaunch map view
  • Distance: 356.7 mi
  • Duration: 6h 35m

What companies run services between Annapolis, MD, USA and Middletown, Orange County, NY, USA?

You can take a bus from Annapolis to Railroad Ave - Middletown Terminal via New York and Port Authority Bus Terminal in around 6h 35m.

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