There are 9 ways to get from Winchester to Boston by bus, plane, train, bus (Flixbus), car, taxi, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus to Washington Dulles International Airport, fly to Boston Logan Airport
best- Take the bus from Front Royal Walmart to Dulles International Airportbus
- Fly from Washington Dulles International Airport (IAD) to Boston Logan Airport (BOS)plane IAD - BOS
4h 13m$560–1,172Drive 485.6 mi
cheapest- Drive from Winchester to Bostoncar 485.6 mi
9h 7m$89–128Bus, train
- Take the bus from Front Royal Walmart to Washington Union Stationbus Valley Flyer
- Take the train from Washington Union Station to Bostontrain Acela
10h 26m$203–386Bus via New York
- Take the bus from Front Royal Walmart to Washington Union Stationbus
- Take the bus from Washington Union Station to New York Midtownbus
- Take the bus from New York Midtown to Bostonbus
13h 15m$143–216Bus to Ronald Reagan Washington National Airport, fly to Boston Logan Airport
- Take the bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NWbus
- Fly from Ronald Reagan Washington National Airport (DCA) to Boston Logan Airport (BOS)plane DCA - BOS
4h 48m$545–1,465Taxi, train, train to Baltimore-Washington International Airport, fly to Boston Logan Airport
- Take the taxi from Winchester to DUFFIELDS W VA MARC ebtaxi
- Take the train from DUFFIELDS W VA MARC eb to Washington Union Stationtrain
- Take the train from Washington Union Station to BWI Thurgood Marshalltrain
- Fly from Baltimore-Washington International Airport (BWI) to Boston Logan Airport (BOS)plane BWI - BOS
5h 54m$211–1,642Bus to Washington Dulles International Airport, fly to Theodore Francis Green State Airport, train
- Take the bus from Front Royal Walmart to Dulles International Airportbus
- Fly from Washington Dulles International Airport (IAD) to Theodore Francis Green State Airport (PVD)plane IAD - PVD
- Take the train from TF Green Airport to South Stationtrain
6h 37m$399–738Bus to Washington Dulles International Airport, fly to Manchester Airport, bus
- Take the bus from Front Royal Walmart to Dulles International Airportbus
- Fly from Washington Dulles International Airport (IAD) to Manchester Airport (MHT)plane IAD - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
6h 42m$122–427Bus
- Take the bus from Front Royal Walmart to Washington Union Stationbus Valley Flyer
- Take the bus from Washington Union Station to Bostonbus FlixBus N2605
13h 30m$138–226
Washington Dulles International Airport (IAD) to Boston Logan Airport (BOS) flights
Questions & Answers
The cheapest way to get from Winchester to Boston is to drive which costs $85 - $130 and takes 9h 7m.
The fastest way to get from Winchester to Boston is to bus and fly which takes 4h 13m and costs $550 - $1,200.
No, there is no direct bus from Winchester to Boston. However, there are services departing from Front Royal Walmart and arriving at Boston via Washington Union Station and New York Midtown. The journey, including transfers, takes approximately 13h 15m.
The distance between Winchester and Boston is 489 miles. The road distance is 488.5 miles.
The best way to get from Winchester to Boston without a car is to bus and train which takes 10h 26m and costs $200 - $390.
It takes approximately 4h 13m to get from Winchester to Boston, including transfers.
Winchester to Boston bus services, operated by Virginia Breeze, depart from Front Royal Walmart station.
Winchester to Boston bus services, operated by Virginia Breeze, arrive at Washington Union Station.
Yes, the driving distance between Winchester to Boston is 488 miles. It takes approximately 9h 7m to drive from Winchester to Boston.
There are 1852+ hotels available in Boston.
What companies run services between Winchester, VA, USA and Boston, MA, USA?
You can take a vehicle from Winchester to Boston via Front Royal Walmart, Washington Union Station, and New York Midtown in around 13h 15m.
- Website
- southwest.com
Flights from Baltimore-Washington International Airport to Boston Logan Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $55–360
- Website
- united.com
Flights from Washington Dulles International Airport to Boston Logan Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $50–320
Flights from Washington Dulles International Airport to Boston Logan Airport via Newark
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $50–320
Flights from Washington Dulles International Airport to Theodore Francis Green State Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $35–240
Flights from Washington Dulles International Airport to Manchester Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–340
- Website
- delta.com
Flights from Ronald Reagan Washington National Airport to Boston Logan Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $85–550
Flights from Baltimore-Washington International Airport to Boston Logan Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $55–360
- Website
- aa.com
Flights from Ronald Reagan Washington National Airport to Boston Logan Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $85–550
- Website
- jetblue.com
Flights from Ronald Reagan Washington National Airport to Boston Logan Airport
- Ave. Duration
- 1h 36m
- When
- Every day
- Estimated price
- $85–550
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Washington Union Station to Boston
- Ave. Duration
- 6h 57m
- Frequency
- Every 4 hours
- Estimated price
- $100–900
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $100–550
- First Class
- $310–900
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 20 min
- Frequency
- Every 4 hours
- Estimated price
- $6–550
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $6–440
- First Class
- $100–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Washington Union Station to Boston
- Ave. Duration
- 12h 5m
- Frequency
- Every 3 hours
- Estimated price
- $140–310
- Website
- https://www.amtrak.com/home.html
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 35 min
- Frequency
- Every 30 minutes
- Estimated price
- $9–20
- Website
- https://www.amtrak.com/home.html
- Phone
- 1-866-743-3682
- Website
- mta.maryland.gov
Train from DUFFIELDS W VA MARC eb to Washington Union Station
- Ave. Duration
- 1h 51m
- Frequency
- Twice daily
- Estimated price
- $2–13
- Website
- https://www.mta.maryland.gov
- Standard Fare
- $2–13
Train from Washington Union Station to BWI Thurgood Marshall
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $2–9
- Website
- https://www.mta.maryland.gov
- Standard Fare
- $2–9
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- https://www.mbta.com
- Website
- https://www.mbta.com/guides/world-cup-guide
- Adult
- $9–16
- Phone
- +1-800-827-3490
- [email protected]
- Website
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Dulles International Airport
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $19–23
- Schedules at
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Washington Union Station
- Ave. Duration
- 2h 15m
- Frequency
- Once daily
- Estimated price
- $22–27
- Schedules at
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Washington Union Station
- Ave. Duration
- 2h 15m
- Frequency
- Once daily
- Estimated price
- $22–27
- Schedules at
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Dulles International Airport
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $19–23
- Schedules at
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Dulles International Airport
- Ave. Duration
- 1h 5m
- Frequency
- Once daily
- Estimated price
- $19–23
- Schedules at
- virginiabreeze.drpt.virginia.gov
Bus from Front Royal Walmart to Washington Union Station
- Ave. Duration
- 2h 15m
- Frequency
- Once daily
- Estimated price
- $22–27
- Schedules at
- virginiabreeze.drpt.virginia.gov
- Phone
- +1 (855) 626-8585
- Website
- https://www.flixbus.com
Bus from Washington Union Station to New York Midtown
- Ave. Duration
- 4h 45m
- Frequency
- Hourly
- Estimated price
- $45–80
- Schedules at
- flixbus.com
Bus from New York Midtown to Boston
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $35–60
- Schedules at
- flixbus.com
Bus from Washington Union Station to Boston
- Ave. Duration
- 9h 50m
- Frequency
- Twice daily
- Estimated price
- $80–140
- Schedules at
- flixbus.com
- Phone
- +1 703-730-6664
- Website
- omniride.com
Bus from Crooked Run Park & Ride to Virginia Ave @ 21st St NW
- Ave. Duration
- 1h 20m
- Frequency
- Twice daily
- Estimated price
- $9–11
- Website
- https://www.omniride.com/
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- greyhound.com
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- Twice daily
- Estimated price
- $7–15
- Website
- https://www.greyhound.com/
Bus from Washington Union Station to Boston
- Ave. Duration
- 9h 45m
- Frequency
- Once daily
- Estimated price
- $75–150
- Website
- https://www.greyhound.com/
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