There are 8 ways to get from Oakville to Wellesley by train, plane, bus, bus (Flixbus, Greyhound), car, or train (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to Toronto Island Airport, fly
best- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Boston Logan Airport (BOS)plane YTZ - BOS
6h 20m$146–503Bus
cheapest- Take the bus from Toronto to Buffalobus FlixBus 2685 / ...
- Take the bus from Buffalo to Bostonbus Greyhound US0171
17h 27m$103–173Train, bus
- Take the train from Oakville to Albanytrain
- Take the bus from Albany Bus Terminal, NY to Worcester Union Stationbus
- Take the train from Worcester to Wellesley Squaretrain
15h 51m$131–326Drive 510.5 mi
- Drive from Oakville to Wellesleycar 510.5 mi
9h 3m$117–169Train to Toronto Pearson International Airport, fly
- Take the train from Oakville GO to Union Station GOtrain
- Fly from Toronto Pearson International Airport (YYZ) to Boston Logan Airport (BOS)plane YYZ - BOS
6h 49m$126–503Train to Rochester, fly
- Take the train from Oakville to Rochestertrain
- Fly from Rochester (ROC) to Boston Logan Airport (BOS)plane ROC - BOS
8h 58m$147–716Train, bus to Buffalo Niagara International Airport, fly
- Take the train from Oakville to Canadian Bordertrain
- Take the bus from Niagara Falls to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Boston Logan Airport (BOS)plane BUF - BOS
8h 47m$119–494Train
- Take the train from Oakville to Buffalotrain VIA Rail
- Take the train from Buffalo Depew Station to Framingham Amtraktrain Lake Shore Limited
16h 29m$276–571
Oakville to Wellesley by train and bus
Comparing Your Travel Options
The cheapest way to get from Oakville to Wellesley is to bus which costs $100 - $180 and takes 17h 27m.
The fastest way to get from Oakville to Wellesley is to train and fly which takes 6h 20m and costs $140 - $550.
No, there is no direct bus from Oakville to Wellesley. However, there are services departing from Oakville GO Bus and arriving at Boston via Toronto and Buffalo. The journey, including transfers, takes approximately 17h 27m.
No, there is no direct train from Oakville to Wellesley. However, there are services departing from Oakville and arriving at Wellesley Square via Buffalo Depew Station and Framingham. The journey, including transfers, takes approximately 16h 29m.
The distance between Oakville and Wellesley is 482 miles. The road distance is 513.5 miles.
The best way to get from Oakville to Wellesley without a car is to train and bus which takes 15h 51m and costs $130 - $330.
It takes approximately 6h 20m to get from Oakville to Wellesley, including transfers.
Oakville to Wellesley bus services, operated by Flixbus USA, depart from Toronto station.
Oakville to Wellesley train services, operated by VIA Rail, depart from Oakville station.
The best way to get from Oakville to Wellesley is to bus which takes 17h 27m and costs $100 - $180. Alternatively, you can train, which costs $270 - $600 and takes 16h 29m.
What companies run services between Oakville, ON, Canada and Wellesley, MA, USA?
You can take a bus from Oakville GO Bus to Wellesley Square via Union Station Bus Terminal, Toronto, Buffalo, Boston, and South Station in around 17h 27m. Alternatively, you can take a train from Oakville to Wellesley Square via Buffalo Depew Station and Framingham in around 16h 29m.
- Website
- aa.com
Flights from Toronto Pearson International Airport to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 3h 59m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–350
Flights from Rochester to Boston Logan Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $75–490
Flights from Rochester to Boston Logan Airport via Philadelphia
- Ave. Duration
- 3h 50m
- When
- Thursday to Saturday
- Estimated price
- $90–550
Flights from Buffalo Niagara International Airport to Boston Logan Airport
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $60–390
Flights from Buffalo Niagara International Airport to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 3h 53m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–410
- Website
- united.com
Flights from Toronto Island Airport to Boston Logan Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $55–360
Flights from Toronto Pearson International Airport to Boston Logan Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–340
Flights from Toronto Pearson International Airport to Boston Logan Airport via Newark
- Ave. Duration
- 3h 47m
- When
- Every day
- Estimated price
- $60–360
Flights from Toronto Pearson International Airport to Boston Logan Airport via Washington Dulles
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $70–390
Flights from Rochester to Boston Logan Airport via Newark
- Ave. Duration
- 3h 53m
- When
- Saturday
- Estimated price
- $85–550
- Website
- aircanada.com
Flights from Toronto Island Airport to Boston Logan Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $55–360
Flights from Toronto Island Airport to Boston Logan Airport via Montreal
- Ave. Duration
- 3h 58m
- When
- Every day
- Estimated price
- $65–380
Flights from Toronto Pearson International Airport to Boston Logan Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $55–340
Flights from Toronto Pearson International Airport to Boston Logan Airport via Montreal
- Ave. Duration
- 3h 55m
- When
- Every day
- Estimated price
- $60–360
- Website
- flyporter.com
Flights from Toronto Island Airport to Boston Logan Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $120–470
Flights from Toronto Pearson International Airport to Boston Logan Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $110–480
- Website
- jetblue.com
Flights from Rochester to Boston Logan Airport via New York JFK
- Ave. Duration
- 3h 41m
- When
- Every day
- Estimated price
- $85–550
Flights from Buffalo Niagara International Airport to Boston Logan Airport
- Ave. Duration
- 1h 35m
- When
- Every day
- Estimated price
- $60–390
Flights from Buffalo Niagara International Airport to Boston Logan Airport via New York JFK
- Ave. Duration
- 3h 49m
- When
- Every day
- Estimated price
- $65–410
- Website
- delta.com
Flights from Toronto Pearson International Airport to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 4h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–350
Flights from Buffalo Niagara International Airport to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 3h 53m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $65–410
- Website
- southwest.com
Flights from Buffalo Niagara International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 3h 55m
- When
- Monday
- Estimated price
- $80–440
- Phone
- +1 888 438 6646
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
Train from Oakville GO to Union Station GO
- Ave. Duration
- 45 min
- Frequency
- Every 30 minutes
- Estimated price
- $5–7
- Website
- GO Transit
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Oakville to Albany
- Ave. Duration
- 9h 22m
- Frequency
- Once daily
- Estimated price
- $100–270
- Website
- VIA Rail
- Escape
- $100–230
- Business
- $140–260
- Business Plus
- $150–270
- Economy
- $110–240
- Economy Plus
- $120–250
Train from Oakville to Rochester
- Ave. Duration
- 4h 36m
- Frequency
- Once daily
- Estimated price
- $40–190
- Website
- VIA Rail
- Escape
- $40–110
- Business
- $75–180
- Business Plus
- $85–190
- Economy
- $45–120
- Economy Plus
- $50–130
Train from Oakville to Buffalo
- Ave. Duration
- 3h 41m
- Frequency
- Once daily
- Estimated price
- $25–170
- Website
- VIA Rail
- Escape
- $25–80
- Business
- $55–160
- Business Plus
- $65–170
- Economy
- $28–85
- Economy Plus
- $30–95
Train from Worcester to Wellesley Square
- Ave. Duration
- 54 min
- Frequency
- Hourly
- Estimated price
- $5–12
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $5–12
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Oakville to Canadian Border
- Ave. Duration
- 1h 37m
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Amtrak
Train from Buffalo Depew Station to Framingham Amtrak
- Ave. Duration
- 10h 53m
- Frequency
- Once daily
- Estimated price
- $250–400
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Albany Bus Terminal, NY to Worcester Union Station
- Ave. Duration
- 3h 15m
- Frequency
- 5 times a week
- Estimated price
- $21–35
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $16–25
- Schedules at
- Flixbus USA
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Albany Bus Terminal, NY to Worcester Union Station
- Ave. Duration
- 3h 45m
- Frequency
- 4 times a week
- Estimated price
- $26–50
- Website
- Peter Pan
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–28
- Website
- Greyhound
Bus from Buffalo to Boston
- Ave. Duration
- 10h 5m
- Frequency
- Once daily
- Estimated price
- $80–130
- Website
- Greyhound
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Booking & Getting There
Oakville to Wellesley bus services, operated by Flixbus USA, arrive at Buffalo station.
Oakville to Wellesley train services, operated by VIA Rail, arrive at Buffalo station.
Yes, the driving distance between Oakville to Wellesley is 513 miles. It takes approximately 9h 3m to drive from Oakville to Wellesley.
There are 1614+ hotels available in Wellesley.


























