There are 8 ways to get from Winter Haven to Boston by bus, plane, train (Amtrak), bus (Greyhound, Flixbus), car, 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.
Bus to Orlando, fly to Manchester Airport, bus
best- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Fly from Orlando (MCO) to Manchester Airport (MHT)plane MCO - MHT
- Take the bus from Boston Manchester Airport to Bostonbus
9h 15m$110–480Bus to Orlando, fly to Worcester Regional Airport, bus
cheapest- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Fly from Orlando (MCO) to Worcester Regional Airport (ORH)plane MCO - ORH
- Take the bus from Worcester Union Station to Bostonbus
9h 25m$109–472Train (Amtrak)
- Take the train from Winter Haven to Ny Moynihan Train Hall At Penn Stationtrain Silver Meteor
- Take the train from Ny Moynihan Train Hall At Penn Station to Bostontrain Acela
28h 13m$757–1,244Bus
- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Take the bus from Orlando Bus Station to Newark Penn Stationbus
- Take the bus from Newark Penn Station to Bostonbus
28h 33m$218–347Drive 1,320.8 mi
- Drive from Winter Haven to Bostoncar 1,320.8 mi
23h 1m$226–327Bus to Orlando, fly to Theodore Francis Green State Airport, train
- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Fly from Orlando (MCO) to Theodore Francis Green State Airport (PVD)plane MCO - PVD
- Take the train from TF Green Airport to South Stationtrain
9h 11m$200–732Bus to Tampa, fly to Bradley International Airport, bus
- Take the bus from Winter Haven Transportation Center to Tampa Bus Stationbus
- Fly from Tampa (TPA) to Bradley International Airport (BDL)plane TPA - BDL
- Take the bus from Hartford Union Station to Bostonbus
9h 21m$169–747Bus to Orlando, fly to Bradley International Airport, bus
- Take the bus from Winter Haven Transportation Center to Orlando Bus Stationbus
- Fly from Orlando (MCO) to Bradley International Airport (BDL)plane MCO - BDL
- Take the bus from Hartford Union Station to Bostonbus
9h 41m$148–646
Winter Haven to Boston by bus
Comparing Your Travel Options
The cheapest way to get from Winter Haven to Boston is to bus and fly which costs $140 - $650 and takes 9h 41m.
The fastest way to get from Winter Haven to Boston is to bus and fly and train which takes 9h 11m and costs $200 - $750.
No, there is no direct bus from Winter Haven to Boston. However, there are services departing from Winter Haven Transportation Center and arriving at Boston via Orlando Bus Station and Newark Penn Station. The journey, including transfers, takes approximately 28h 33m.
No, there is no direct train from Winter Haven to Boston. However, there are services departing from Winter Haven and arriving at Boston via Ny Moynihan Train Hall At Penn Station. The journey, including transfers, takes approximately 28h 13m.
The distance between Winter Haven and Boston is 1275 miles. The road distance is 1328.5 miles.
The best way to get from Winter Haven to Boston without a car is to train which takes 28h 13m and costs $750 - $1,300.
It takes approximately 9h 15m to get from Winter Haven to Boston, including transfers.
Winter Haven to Boston bus services, operated by Greyhound USA, depart from Winter Haven Transportation Center station.
Winter Haven to Boston train services, operated by Amtrak, depart from Winter Haven station.
The best way to get from Winter Haven to Boston is to train which takes 28h 13m and costs $750 - $1,300. Alternatively, you can bus, which costs $210 - $350 and takes 28h 33m.
What companies run services between Winter Haven, FL, USA and Boston, MA, USA?
You can take a vehicle from Winter Haven to Boston via Winter Haven and Ny Moynihan Train Hall At Penn Station in around 28h 13m. Alternatively, you can take a bus from Winter Haven Transportation Center to Boston via Orlando Bus Station and Newark Penn Station in around 28h 33m.
- Website
- southwest.com
Flights from Orlando to Manchester Airport
- Ave. Duration
- 3h
- When
- Every day
- Estimated price
- $90–450
Flights from Orlando to Manchester Airport via Baltimore
- Ave. Duration
- 5h 4m
- When
- Every day
- Estimated price
- $95–450
Flights from Orlando to Theodore Francis Green State Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $65–330
Flights from Orlando to Theodore Francis Green State Airport via Baltimore
- Ave. Duration
- 4h 37m
- When
- Tuesday and Wednesday
- Estimated price
- $65–330
Flights from Tampa to Bradley International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $140–700
Flights from Tampa to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $140–700
Flights from Orlando to Bradley International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $130–650
Flights from Orlando to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $130–700
- Website
- flybreeze.com
Flights from Orlando to Theodore Francis Green State Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $180–700
Flights from Orlando to Theodore Francis Green State Airport via Myrtle Beach
- Ave. Duration
- 4h 49m
- When
- Thursday and Sunday
- Estimated price
- $180–700
Flights from Tampa to Bradley International Airport
- Ave. Duration
- 2h 40m
- When
- Every day
- Estimated price
- $230–1,400
Flights from Orlando to Bradley International Airport
- Ave. Duration
- 2h 50m
- When
- Wednesday and Saturday
- Estimated price
- $120–600
Flights from Orlando to Bradley International Airport via New Bern
- Ave. Duration
- 4h 14m
- When
- Monday and Friday
- Estimated price
- $120–600
- Website
- aa.com
Flights from Orlando to Manchester Airport via Reagan Washington
- Ave. Duration
- 5h 7m
- When
- Every day
- Estimated price
- $95–450
Flights from Orlando to Manchester Airport via Philadelphia
- Ave. Duration
- 6h 8m
- When
- Every day
- Estimated price
- $90–450
Flights from Orlando to Worcester Regional Airport via Philadelphia
- Ave. Duration
- 5h 39m
- When
- Every day
- Estimated price
- $90–440
- Website
- jetblue.com
Flights from Orlando to Theodore Francis Green State Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $65–330
Flights from Orlando to Worcester Regional Airport
- Ave. Duration
- 2h 47m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $90–440
Flights from Orlando to Worcester Regional Airport via Fort Lauderdale
- Ave. Duration
- 5h 50m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $100–490
Flights from Orlando to Bradley International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $130–650
- Website
- united.com
Flights from Orlando to Manchester Airport via Washington Dulles
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $95–450
- Website
- flyfrontier.com
Flights from Orlando to Bradley International Airport
- Ave. Duration
- 2h 50m
- When
- Monday, Thursday, Friday, and Sunday
- Estimated price
- $170–600
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Winter Haven to Ny Moynihan Train Hall At Penn Station
- Ave. Duration
- 23h 42m
- Frequency
- Once daily
- Estimated price
- $600–1,000
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Boston
- Ave. Duration
- 4h 21m
- Frequency
- Every 3 hours
- Estimated price
- $120–200
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to Boston
- Ave. Duration
- 3h 47m
- Frequency
- Every 4 hours
- Estimated price
- $50–750
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $50–490
- First Class
- $200–750
Train from TF Green Airport to South Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $9–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $9–16
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Boston Manchester Airport to Boston
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–14
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Newark Penn Station to Boston
- Ave. Duration
- 5h 5m
- Frequency
- Every 3 hours
- Estimated price
- $45–75
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Tampa Bus Station
- Ave. Duration
- 1h 30m
- Frequency
- 4 times a day
- Estimated price
- $9–15
- Website
- Greyhound
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 49m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Worcester Union Station to Boston
- Ave. Duration
- 45 min
- Frequency
- Every 2 hours
- Estimated price
- $7–11
- Website
- Greyhound
Bus from Winter Haven Transportation Center to Orlando Bus Station
- Ave. Duration
- 1h 10m
- Frequency
- Twice daily
- Estimated price
- $8–13
- Website
- Greyhound
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 49m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Orlando Bus Station to Newark Penn Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $170–260
- Schedules at
- Flixbus USA
Bus from Newark Penn Station to Boston
- Ave. Duration
- 4h 30m
- Frequency
- Every 4 hours
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $15–24
- Schedules at
- Flixbus USA
Bus from Worcester Union Station to Boston
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Estimated price
- $6–10
- Schedules at
- Flixbus USA
Bus from Hartford Union Station to Boston
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $15–24
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Worcester Union Station to Boston
- Ave. Duration
- 1h 15m
- Frequency
- Every 4 hours
- Estimated price
- $8–14
- Website
- Peter Pan
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Booking & Getting There
Winter Haven to Boston bus services, operated by Greyhound USA, arrive at Orlando Bus Station.
Winter Haven to Boston train services, operated by Amtrak, arrive at Ny Moynihan Train Hall At Penn Station.
Yes, the driving distance between Winter Haven to Boston is 1329 miles. It takes approximately 23h 1m to drive from Winter Haven to Boston.
Book your Winter Haven to Boston train tickets online with Omio.
Book your Winter Haven to Boston bus tickets online with Omio and FlixBus.
There are 1802+ hotels available in Boston.















