There are 9 ways to get from Detroit to Winchendon by plane, train, bus, taxi, bus (Greyhound), or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Detroit to Boston Logan Airport, train, bus
best- Fly from Detroit (DTW) to Boston Logan Airport (BOS)plane DTW - BOS
- Take the train from North Station to Wachusetttrain
- Take the bus from MART ITC Fitchburg to City Hall Ave/Connors Stbus
- Take the bus from City Hall Ave/Connors St to Winchendon Town Hallbus
11h 7m$445–1,521Fly Detroit to Theodore Francis Green State Airport, bus
cheapest- Fly from Detroit (DTW) to Theodore Francis Green State Airport (PVD)plane DTW - PVD
- Take the bus from Providence to Worcester Union Stationbus
- Take the bus from Union Station, Worcester to MART ITC Fitchburgbus
11h 59m$82–442Bus, train, taxi
- Take the bus from Detroit Bus Station to Toledo Bus Stopbus
- Take the train from Toledo to Worcester Union Stationtrain
- Take the taxi from Worcester Union Station to Winchendontaxi
18h 55m$306–717Bus
- Take the bus from Detroit Bus Station to Cleveland Bus Stationbus
- Take the bus from Cleveland Bus Station to Springfield Union Stationbus
- Take the bus from Springfield Union Station to Greenfield John Olver Transit Ctrbus
- Take the bus from JWO Transit Center to Orange Centerbus 32
20h 25m$177–270Drive 642.8 mi
- Drive from Detroit to Winchendoncar 642.8 mi
12h 9m$118–170Fly Detroit to Bradley International Airport, bus
- Fly from Detroit (DTW) to Bradley International Airport (BDL)plane DTW - BDL
- Take the bus from Hartford to Worcesterbus
- Take the bus from Union Station, Worcester to MART ITC Fitchburgbus
11h 16m$125–678Bus to Cleveland-Hopkins International Airport, fly to Boston Logan Airport, train
- Take the bus from Detroit Bus Station to Cleveland Bus Stationbus
- Fly from Cleveland-Hopkins International Airport (CLE) to Boston Logan Airport (BOS)plane CLE - BOS
- Take the train from North Station to Wachusetttrain
13h 32m$172–1,012Fly Detroit to Albany County Airport, train, bus
- Fly from Detroit (DTW) to Albany County Airport (ALB)plane DTW - ALB
- Take the train from Albany-Rensselaer Amtrak Station to Worcester Union Stationtrain
- Take the bus from Union Station, Worcester to MART ITC Fitchburgbus
14h 56m$173–915Train, bus
- Take the train from Windsor to Aldershottrain
- Take the train from Aldershot to Albanytrain
- Take the bus from Albany Bus Terminal, NY to Northamptonbus
- Take the bus from JWO Transit Center to Orange Centerbus 32
21h 19m$208–575
Detroit (DTW) to Boston Logan Airport (BOS) flights
Comparing Your Travel Options
The cheapest way to get from Detroit to Winchendon is to drive which costs $110 - $170 and takes 12h 9m.
The fastest way to get from Detroit to Winchendon is to fly and train and bus which takes 11h 7m and costs $440 - $1,600.
No, there is no direct bus from Detroit station to Winchendon. However, there are services departing from Detroit Bus Station and arriving at Orange Center via Cleveland Bus Station, Springfield Union Station and JWO Transit Center. The journey, including transfers, takes approximately 20h 25m.
The distance between Detroit and Winchendon is 745 miles. The road distance is 646.5 miles.
The best way to get from Detroit to Winchendon without a car is to bus and train and taxi which takes 18h 55m and costs $300 - $750.
It takes approximately 11h 7m to get from Detroit to Winchendon, including transfers.
Detroit to Winchendon bus services, operated by Greyhound USA, depart from Detroit Bus Station.
Detroit to Winchendon bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.
Yes, the driving distance between Detroit to Winchendon is 647 miles. It takes approximately 12h 9m to drive from Detroit to Winchendon.
There are 29+ hotels available in Winchendon.
What companies run services between Detroit, MI, USA and Winchendon, MA, USA?
You can take a bus from Detroit Bus Station to Winchendon via Cleveland Bus Station, Springfield Union Station, JWO Transit Center, and Orange Center in around 20h 25m.
- Website
- delta.com
Flights from Detroit to Boston Logan Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $95–550
Flights from Detroit to Boston Logan Airport via Pittsburgh
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $100–600
Flights from Detroit to Boston Logan Airport via Cleveland-Hopkins International Airport
- Ave. Duration
- 4h 29m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–550
Flights from Detroit to Bradley International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $110–650
Flights from Detroit to Theodore Francis Green State Airport
- Ave. Duration
- 1h 57m
- When
- Every day
- Estimated price
- $70–420
Flights from Cleveland-Hopkins International Airport to Boston Logan Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $80–480
Flights from Cleveland-Hopkins International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $95–550
Flights from Detroit to Albany County Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $130–800
Train from North Station to Wachusett
- Ave. Duration
- 1h 36m
- Frequency
- Every 2 hours
- Estimated price
- $10–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $10–16
Train from North Station to Wachusett
- Ave. Duration
- 1h 36m
- Frequency
- Every 2 hours
- Estimated price
- $10–16
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $10–16
Bus from MART ITC Fitchburg to City Hall Ave/Connors St
- Ave. Duration
- 30 min
- Frequency
- Every 3 hours
- Website
- Montachusett Regional Transit Authority
Bus from City Hall Ave/Connors St to Winchendon Town Hall
- Ave. Duration
- 25 min
- Frequency
- Every 4 hours
- Website
- Montachusett Regional Transit Authority
Bus from Union Station, Worcester to MART ITC Fitchburg
- Ave. Duration
- 50 min
- Frequency
- 5 times a day
- Website
- Montachusett Regional Transit Authority
Bus from Union Station, Worcester to MART ITC Fitchburg
- Ave. Duration
- 50 min
- Frequency
- 5 times a day
- Website
- Montachusett Regional Transit Authority
Bus from Union Station, Worcester to MART ITC Fitchburg
- Ave. Duration
- 50 min
- Frequency
- 5 times a day
- Website
- Montachusett Regional Transit Authority
- Ave. Duration
- 51 min
- Estimated price
- $100–130
Worcester Green Cab
- Phone
- +1 508-459-1611
Yellow Cab
- Phone
- +1 508-754-3211
- Website
- yellowcabworcester.com
Ready & Ride Transportation Inc.
- Phone
- +1 508 754 1414
- Website
- readyandride.com
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