There are 4 ways to get from Wellesley to Fairfield by train (Amtrak), bus (Greyhound, Flixbus), car, train, or plane
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 Boston to New Haventrain Northeast Regional
4h 32m$47–673Drive 144.5 mi
cheapest- Drive from Wellesley to Fairfieldcar 144.5 mi
2h 42m$25–36Bus
- Take the bus from Boston to Hartford Union Stationbus Greyhound US0230 / ...
- Take the bus from Hartford Union Station to Bridgeport Bus Stopbus Greyhound US0255s
6h 15m$29–50Train, fly
- Take the train from Wellesley Square to Back Baytrain
- Fly from Boston Logan Airport (BOS) to Laguardia Airport (LGA)plane BOS - LGA
- Take the train from 125th Street - Harlem to Fairfieldtrain
5h 49m$94–527
Wellesley to Fairfield by train (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Wellesley to Fairfield is to drive which costs $24 - $40 and takes 2h 42m.
The fastest way to get from Wellesley to Fairfield is to drive which takes 2h 42m and costs $24 - $40.
No, there is no direct bus from Wellesley to Fairfield. However, there are services departing from Wellesley Square - Central St opp Railroad Ave and arriving at Post Rd. at Opposite Ruane St. via Boston, Hartford Union Station and Bridgeport Transportation Center. The journey, including transfers, takes approximately 6h 15m.
No, there is no direct train from Wellesley to Fairfield. However, there are services departing from Wellesley Square and arriving at Fairfield via Boston and New Haven. The journey, including transfers, takes approximately 4h 32m.
The distance between Wellesley and Fairfield is 191 miles. The road distance is 145.4 miles.
The best way to get from Wellesley to Fairfield without a car is to train which takes 4h 32m and costs $45 - $700.
It takes approximately 4h 32m to get from Wellesley to Fairfield, including transfers.
Wellesley to Fairfield bus services, operated by Greyhound USA, depart from Boston station.
Wellesley to Fairfield train services, operated by Amtrak, depart from Boston station.
The best way to get from Wellesley to Fairfield is to train which takes 4h 32m and costs $45 - $700. Alternatively, you can bus, which costs $28 - $50 and takes 6h 15m.
What companies run services between Wellesley, MA, USA and Fairfield, CT, USA?
Amtrak operates a train from Boston to New Haven every 3 hours. Tickets cost $85–140 and the journey takes 2h 17m. Amtrak Acela also services this route every 4 hours. Alternatively, you can take a bus from Wellesley Square - Central St opp Railroad Ave to Post Rd. at Opposite Ruane St. via South Station - Bus Terminal Gates 4-6, Boston, Hartford Union Station, and Bridgeport Transportation Center in around 6h 15m.
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to New Haven
- Ave. Duration
- 2h 17m
- Frequency
- Every 3 hours
- Estimated price
- $85–140
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to New Haven
- Ave. Duration
- 2h 4m
- Frequency
- Every 4 hours
- Estimated price
- $35–650
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $35–470
- First Class
- $160–650
Train from Wellesley Square to Back Bay
- Ave. Duration
- 35 min
- Frequency
- Hourly
- Estimated price
- $2–8
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $2–8
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from 125th Street - Harlem to Fairfield
- Ave. Duration
- 1h 12m
- Frequency
- Every 30 minutes
- Estimated price
- $14–22
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $14–16
- Peak
- $19–22
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Hartford Union Station
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Greyhound
Bus from Hartford Union Station to Bridgeport Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- Twice daily
- Estimated price
- $10–16
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to Hartford Union Station
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $15–24
- Schedules at
- Flixbus USA
Want to know more about travelling around United States
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Booking & Getting There
Wellesley to Fairfield bus services, operated by Greyhound USA, arrive at Hartford Union Station.
Wellesley to Fairfield train services, operated by Amtrak, arrive at New Haven station.
Yes, the driving distance between Wellesley to Fairfield is 145 miles. It takes approximately 2h 42m to drive from Wellesley to Fairfield.
There are 118+ hotels available in Fairfield.












