There are 11 ways to get from Milford to Annapolis by train (Amtrak), bus (Flixbus), car, train, plane, 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.
Train (Amtrak)
best- Take the train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain Northeast Regional / ...
- Take the train from Ny Moynihan Train Hall At Penn Station to Baltimore Penn Stationtrain Acela
7h 43m$70–182Drive 270.5 mi
cheapest- Drive from Milford to Annapoliscar 270.5 mi
5h 19m$50–72Bus
- Take the bus from New Haven to New Yorkbus Bz 0203
- Take the bus from New York to Annapolisbus FlixBus 2601
8h 48m$55–98Train to Laguardia Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Milford to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Ronald Reagan Washington National Airport (DCA)plane LGA - DCA
- Take the bus from Washington Union Station to Annapolisbus
6h 43m$108–647Train, bus
- Take the train from Milford to Stamfordtrain
- Take the train from Stamford Amtrak Station to Baltimore Penn Stationtrain
- Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus 70
8h 14m$65–775Train, bus via New York
- Take the train from Milford to Grand Central Terminaltrain
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
- Take the bus from Patapsco Light Rail Station Bay 3 to West St & Church Cirbus 70
9h 31m$59–98Train to John F. Kennedy International Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Milford to Grand Central Terminaltrain
- Fly from John F. Kennedy International Airport (JFK) to Ronald Reagan Washington National Airport (DCA)plane JFK - DCA
- Take the bus from Washington Union Station to Annapolisbus
7h 12m$939–1,658Train to Bradley International Airport, fly to Baltimore-Washington International Airport, bus
- Take the train from New Haven to Windsor Lockstrain
- Fly from Bradley International Airport (BDL) to Baltimore-Washington International Airport (BWI)plane BDL - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to West St & Church Cirbus
7h 34m$80–439Train to Westchester County Airport, fly to Ronald Reagan Washington National Airport, bus
- Take the train from Milford to Stamfordtrain
- Fly from Westchester County Airport (HPN) to Ronald Reagan Washington National Airport (DCA)plane HPN - DCA
- Take the bus from Washington Union Station to Annapolisbus
7h 54m$133–838Train, train to Long Island Mac Arthur Airport, fly to Baltimore-Washington International Airport
- Take the train from Milford to Grand Central Terminaltrain
- Take the train from Jamaica to Central Isliptrain
- Fly from Long Island Mac Arthur Airport (ISP) to Baltimore-Washington International Airport (BWI)plane ISP - BWI
8h 53m$93–484Fly Tweed-New Haven Airport to Baltimore-Washington International Airport, bus
- Fly from Tweed-New Haven Airport (HVN) to Baltimore-Washington International Airport (BWI)plane HVN - BWI
- Take the bus from Cromwell Light Rail Station Bay 2 to West St & Church Cirbus
6h 31m$80–850
Milford to Annapolis by train, foot, tram, and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Milford to Annapolis is to drive which costs $45 - $75 and takes 5h 19m.
The fastest way to get from Milford to Annapolis is to drive which takes 5h 19m and costs $45 - $75.
No, there is no direct bus from Milford to Annapolis. However, there are services departing from Gulf St @ George St and arriving at Annapolis via New Haven, W 34 St/Dyer Av and New York. The journey, including transfers, takes approximately 8h 48m.
No, there is no direct train from Milford to Annapolis. However, there are services departing from Milford and arriving at Glen Burnie via Bridgeport Amtrak Station, Ny Moynihan Train Hall At Penn Station and Mt. Royal / MICA. The journey, including transfers, takes approximately 7h 43m.
The distance between Milford and Annapolis is 285 miles. The road distance is 272.1 miles.
The best way to get from Milford to Annapolis without a car is to train which takes 7h 43m and costs $70 - $190.
It takes approximately 7h 43m to get from Milford to Annapolis, including transfers.
Milford to Annapolis bus services, operated by Peter Pan Bus Lines, depart from New Haven station.
Milford to Annapolis train services, operated by Amtrak, depart from Bridgeport Amtrak Station.
The best way to get from Milford to Annapolis is to train which takes 7h 43m and costs $70 - $190. Alternatively, you can bus, which costs $55 - $100 and takes 8h 48m.
What companies run services between Milford, CT, USA and Annapolis, MD, USA?
You can take a train from Milford to West St & Church Cir via Bridgeport, Bridgeport Amtrak Station, Ny Moynihan Train Hall At Penn Station, Baltimore Penn Station, Mt. Royal / MICA, Glen Burnie, and Cromwell Light Rail Station Bay 2 in around 7h 43m. Alternatively, you can take a bus from Gulf St @ George St to Annapolis via New Haven, New York, W 34 St/Dyer Av, W 34 St/12 Av, and New York in around 8h 48m.
- Website
- southwest.com
Flights from Bradley International Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $55–370
Flights from Long Island Mac Arthur Airport to Baltimore-Washington International Airport
- Ave. Duration
- 1h 15m
- When
- Every day
- Estimated price
- $55–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Bridgeport Amtrak Station to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 1h 16m
- Frequency
- Every 2 hours
- Estimated price
- $15–35
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Baltimore Penn Station
- Ave. Duration
- 2h 48m
- Frequency
- Hourly
- Estimated price
- $45–110
- Website
- Amtrak
Train from Stamford Amtrak Station to Baltimore Penn Station
- Ave. Duration
- 3h 58m
- Frequency
- Every 2 hours
- Estimated price
- $55–130
- Website
- Amtrak
Train from New Haven to Windsor Locks
- Ave. Duration
- 59 min
- Frequency
- Every 3 hours
- Estimated price
- $12–28
- Website
- Amtrak
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from New Haven to New York
- Ave. Duration
- 1h 50m
- Frequency
- Every 4 hours
- Estimated price
- $15–27
- Website
- Peter Pan
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Booking & Getting There
Milford to Annapolis bus services, operated by Peter Pan Bus Lines, arrive at New York station.
Milford to Annapolis train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Milford to Annapolis is 272 miles. It takes approximately 5h 19m to drive from Milford to Annapolis.
There are 178+ hotels available in Annapolis.










