There are 7 ways to get from Boston to Winter Park by plane, train (Amtrak), bus (Greyhound, Flixbus), car, bus, or train
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Boston Logan Airport to Orlando
best- Fly from Boston Logan Airport (BOS) to Orlando (MCO)plane BOS - MCO
5h 2m$57–345Train (Amtrak)
- Take the train from Boston to Ny Moynihan Train Hall At Penn Stationtrain Northeast Regional
- Take the train from Ny Moynihan Train Hall At Penn Station to Winter Park Amtrak Stationtrain Silver Meteor
27h 11m$282–1,314Bus
- Take the bus from Boston to Washington Union Stationbus Greyhound US0235
- Take the bus from Washington Union Station to Orlando Bus Stationbus FlixBus N2472
28h 38m$158–324Drive 1,275.3 mi
- Drive from Boston to Winter Parkcar 1,275.3 mi
22h 8m$233–337Bus to Manchester Airport, fly to Orlando
- Take the bus from Boston to Boston Manchester Airportbus
- Fly from Manchester Airport (MHT) to Orlando (MCO)plane MHT - MCO
7h 6m$97–720Train to Theodore Francis Green State Airport, fly to Orlando
- Take the train from South Station to TF Green Airporttrain
- Fly from Theodore Francis Green State Airport (PVD) to Orlando (MCO)plane PVD - MCO
7h 23m$110–441Fly Boston Logan Airport to Tampa, train
- Fly from Boston Logan Airport (BOS) to Tampa (TPA)plane BOS - TPA
- Take the train from Tampa to Winter Park Amtrak Stationtrain
8h 10m$172–527
Boston to Winter Park by train (Amtrak)
Questions & Answers
The cheapest way to get from Boston to Winter Park is to fly which costs $55 - $350 and takes 5h 2m.
The fastest way to get from Boston to Winter Park is to fly which takes 5h 2m and costs $55 - $350.
No, there is no direct bus from Boston to Winter Park. However, there are services departing from Boston and arriving at New York Ave & Welbourne Ave via Washington Union Station, John Young Pkwy & Amelia St and N Garland Ave & W Amelia St. The journey, including transfers, takes approximately 28h 38m.
No, there is no direct train from Boston to Winter Park station. However, there are services departing from Boston and arriving at Winter Park Amtrak Station via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 27h 11m.
The distance between Boston and Winter Park is 1146 miles. The road distance is 1282.7 miles.
The best way to get from Boston to Winter Park without a car is to train which takes 27h 11m and costs $280 - $1,400.
It takes approximately 5h 2m to get from Boston to Winter Park, including transfers.
Boston to Winter Park bus services, operated by Greyhound USA, depart from Boston station.
Boston to Winter Park train services, operated by Amtrak Northeast Regional, depart from Boston station.
The best way to get from Boston to Winter Park is to fly which takes 5h 2m and costs $55 - $350. Alternatively, you can train, which costs $280 - $1,400 and takes 27h 11m, you could also bus, which costs $150 - $330 and takes 28h 38m.
What companies run services between Boston, MA, USA and Winter Park, FL, USA?
Spirit Airlines, American Airlines, and four other airlines fly from Boston Logan Airport (BOS) to Orlando (MCO) hourly. Alternatively, you can take a train from Boston to Winter Park Amtrak Station via Ny Moynihan Train Hall At Penn Station in around 27h 11m.
- Website
- southwest.com
Flights from Manchester Airport to Orlando
- Ave. Duration
- 3h 22m
- When
- Every day
- Estimated price
- $110–550
Flights from Manchester Airport to Orlando via Baltimore
- Ave. Duration
- 5h 5m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–550
Flights from Theodore Francis Green State Airport to Orlando
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $60–320
Flights from Theodore Francis Green State Airport to Orlando via Baltimore
- Ave. Duration
- 4h 58m
- When
- Monday, Thursday, Friday, and Saturday
- Estimated price
- $65–330
- Website
- jetblue.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 25m
- When
- Every day
- Estimated price
- $80–400
Flights from Manchester Airport to Orlando
- Ave. Duration
- 3h 30m
- When
- Every day
- Estimated price
- $110–550
Flights from Theodore Francis Green State Airport to Orlando
- Ave. Duration
- 3h 9m
- When
- Every day
- Estimated price
- $60–320
Flights from Boston Logan Airport to Tampa
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $90–450
- Website
- delta.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 29m
- When
- Every day
- Estimated price
- $80–400
Flights from Boston Logan Airport to Tampa
- Ave. Duration
- 3h 32m
- When
- Every day
- Estimated price
- $90–450
- Website
- united.com
Flights from Boston Logan Airport to Orlando via Washington Dulles
- Ave. Duration
- 5h 15m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $80–410
Flights from Boston Logan Airport to Tampa via Washington Dulles
- Ave. Duration
- 6h 13m
- When
- Every day
- Estimated price
- $90–460
- Website
- flybreeze.com
Flights from Manchester Airport to Orlando
- Ave. Duration
- 3h 30m
- When
- Wednesday and Saturday
- Estimated price
- $85–700
Flights from Manchester Airport to Orlando via Raleigh/Durham
- Ave. Duration
- 5h 8m
- When
- Thursday and Sunday
- Estimated price
- $85–700
Flights from Theodore Francis Green State Airport to Orlando
- Ave. Duration
- 3h 23m
- When
- Every day
- Estimated price
- $100–420
- Website
- aa.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 25m
- When
- Every day
- Estimated price
- $80–400
Flights from Manchester Airport to Orlando via Reagan Washington
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $110–550
- Website
- flyfrontier.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 45m
- When
- Thursday, Saturday, and Sunday
- Estimated price
- $80–400
Flights from Boston Logan Airport to Orlando via Raleigh/Durham
- Ave. Duration
- 5h 12m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $80–400
Flights from Boston Logan Airport to Tampa via Raleigh/Durham
- Ave. Duration
- 7h 48m
- When
- Monday, Thursday, and Sunday
- Estimated price
- $90–450
- Website
- spirit.com
Flights from Boston Logan Airport to Orlando
- Ave. Duration
- 3h 27m
- When
- Every day
- Estimated price
- $50–340
Rome2Rio's guide to Amtrak Northeast Regional
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 4h 2m
- Frequency
- Every 3 hours
- Estimated price
- $30–300
- Website
- https://www.amtrak.com/home
- Schedules at
- https://www.amtrak.com/northeast-regional-train
- Coach
- $30–300
- Business Class
- $95–360
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Boston to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 3h 41m
- Frequency
- Every 4 hours
- Estimated price
- $50–750
- Schedules at
- https://www.amtrak.com/acela-train
- Website
- https://www.amtrak.com/home.html
- Business Class
- $50–490
- First Class
- $200–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Ny Moynihan Train Hall At Penn Station to Winter Park Amtrak Station
- Ave. Duration
- 22h 9m
- Frequency
- Once daily
- Estimated price
- $250–600
- Website
- https://www.amtrak.com/home.html
Train from Tampa to Winter Park Amtrak Station
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $21–50
- Website
- https://www.amtrak.com/home.html
- Phone
- +1-617-222-3200
- Website
- mbta.com
Train from South Station to TF Green Airport
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $6–16
- Website
- https://www.mbta.com
- Adult
- $6–16
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Boston to Washington Union Station
- Ave. Duration
- 10h
- Frequency
- Once daily
- Estimated price
- $75–150
- Website
- https://www.greyhound.com/
Bus from Boston to Boston Manchester Airport
- Ave. Duration
- 1h 5m
- Frequency
- Twice daily
- Estimated price
- $8–16
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Boston to Washington Union Station
- Ave. Duration
- 10h 30m
- Frequency
- Once daily
- Estimated price
- $55–95
- Schedules at
- flixbus.com
Bus from Washington Union Station to Orlando Bus Station
- Ave. Duration
- 16h 25m
- Frequency
- 5 times a week
- Estimated price
- $100–180
- Schedules at
- flixbus.com
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More Questions & Answers
Boston to Winter Park bus services, operated by Greyhound USA, arrive at Washington Union Station.
Boston to Winter Park train services, operated by Amtrak Northeast Regional, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Boston to Winter Park is 1283 miles. It takes approximately 22h 8m to drive from Boston to Winter Park.
Book your Boston to Winter Park train tickets online with Omio.
There are 1295+ hotels available in Winter Park.












