There are 6 ways to get from Portland to Windham by train, taxi, bus (Amtrak, Greyhound, Flixbus), car, bus, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, taxi
best- Take the train from Portland to Bostontrain
- Take the train from Boston to New Londontrain
- Take the taxi from New London to Windhamtaxi
5h 47m$140–239Drive 184.3 mi
cheapest- Drive from Portland to Windhamcar 184.3 mi
3h 34m$34–49Bus via Boston
- Take the bus from Portland, ME to Boston, MA - South Stationbus
- Take the bus from Boston to Hartford Union Stationbus
- Take the bus from Asylum St @ Bushnell Park to South Frontage Rd @ WRTD Bus Lotbus 918
6h 4m$55–105Bus, train
- Take the bus from Portland, ME to Boston, MA - South Stationbus
- Take the train from Boston to Providencetrain
- Take the bus from Providence Bus Terminal to Main St @ Bank Stbus
6h 28m$53–700Train, bus
- Take the train from Portland to Bostontrain
- Take the train from Boston to Providencetrain
- Take the bus from Providence Bus Terminal to Mansfield - Park & Ridebus
7h 21m$72–738Bus
- Take the bus from City of Portland to Springfield Union Stationbus
- Take the bus from Springfield Union Station to Hartford Union Stationbus
- Take the bus from Asylum St @ Bushnell Park to Walnut St @ Windham Intermodal Trans Ctrbus 918
7h 40m$53–93
Questions & Answers
The cheapest way to get from Portland to Windham is to drive which costs $30 - $50 and takes 3h 34m.
The fastest way to get from Portland to Windham is to drive which takes 3h 34m and costs $30 - $50.
No, there is no direct bus from Portland to Windham. However, there are services departing from Portland, ME and arriving at South Frontage Rd @ WRTD Bus Lot via Boston and Asylum St @ Bushnell Park. The journey, including transfers, takes approximately 6h 4m.
The distance between Portland and Windham is 250 miles. The road distance is 185.4 miles.
The best way to get from Portland to Windham without a car is to train and taxi which takes 5h 47m and costs $140 - $240.
It takes approximately 5h 47m to get from Portland to Windham, including transfers.
Portland to Windham bus services, operated by Concord Coach Lines, depart from Portland, ME station.
Portland to Windham bus services, operated by Concord Coach Lines, arrive at Boston, MA - South Station.
Yes, the driving distance between Portland to Windham is 185 miles. It takes approximately 3h 34m to drive from Portland to Windham.
There are 49+ hotels available in Windham.
What companies run services between Portland, ME, USA and Windham, CT, USA?
You can take a bus from Portland, ME to Windham via Boston, MA - South Station, Boston, Hartford, Union Station, Asylum St @ Bushnell Park, and South Frontage Rd @ WRTD Bus Lot in around 6h 4m.
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Portland to Boston
- Ave. Duration
- 2h 32m
- Frequency
- Every 4 hours
- Estimated price
- $35–80
- Website
- Amtrak
Train from Boston to New London
- Ave. Duration
- 1h 29m
- Frequency
- Every 3 hours
- Estimated price
- $30–70
- Website
- Amtrak
Train from Boston to Providence
- Ave. Duration
- 39 min
- Frequency
- Every 3 hours
- Estimated price
- $13–29
- Website
- Amtrak
Train from Portland to Boston
- Ave. Duration
- 2h 32m
- Frequency
- Every 4 hours
- Estimated price
- $35–80
- Website
- Amtrak
Train from Boston to Providence
- Ave. Duration
- 34 min
- Frequency
- Every 3 hours
- Estimated price
- $13–28
- Website
- Amtrak
Train from Boston to Providence
- Ave. Duration
- 1h 10m
- Frequency
- Hourly
- Estimated price
- $8–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $8–14
Train from Boston to Providence
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $7–14
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $7–14
Rome2Rio's guide to Amtrak Acela
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Providence
- Ave. Duration
- 39 min
- Frequency
- Every 4 hours
- Estimated price
- $10–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $10–450
- First Class
- $110–600
Train from Boston to Providence
- Ave. Duration
- 34 min
- Frequency
- Every 4 hours
- Estimated price
- $9–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $9–440
- First Class
- $100–600
- Phone
- +1 800 639 3317
- [email protected]
- Website
- Concord Coach Lines
Bus from Portland, ME to Boston, MA - South Station
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $23–30
- Website
- Concord Coach Lines
Bus from Portland, ME to Boston, MA - South Station
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $23–30
- Website
- Concord Coach Lines
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Portland, ME to Boston, MA - South Station
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- Amtrak
- Adult
- $21–45
Bus from Portland, ME to Boston, MA - South Station
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- Amtrak
- Adult
- $21–45
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Hartford Union Station
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $15–29
- Website
- Greyhound
Bus from Springfield Union Station to Hartford Union Station
- Ave. Duration
- 30 min
- Frequency
- Every 3 hours
- Estimated price
- $4–8
- 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
- $16–27
- Schedules at
- Flixbus USA
Bus from City of Portland to Springfield Union Station
- Ave. Duration
- 4h 6m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
- Phone
- +1 860-525-9181
- Website
- CT Transit
Bus from Asylum St @ Bushnell Park to South Frontage Rd @ WRTD Bus Lot
- Ave. Duration
- 48 min
- Frequency
- 4 times a day
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
Bus from Asylum St @ Bushnell Park to Walnut St @ Windham Intermodal Trans Ctr
- Ave. Duration
- 57 min
- Frequency
- 4 times a day
- Estimated price
- $2–5
- Website
- CT Transit
- Book at
- CT Transit Bookings
- Two-Hour Pass
- $2
- Two-Hour Pass express
- $4–5
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Asylum St @ Bushnell Park to South Frontage Rd @ WRTD Bus Lot
- Ave. Duration
- 1h 14m
- Frequency
- Twice daily
- Estimated price
- $6–16
- Website
- Peter Pan
Bus from Providence Bus Terminal to Main St @ Bank St
- Ave. Duration
- 1h 25m
- Frequency
- 4 times a day
- Estimated price
- $11–40
- Website
- Peter Pan
Bus from Providence Bus Terminal to Mansfield - Park & Ride
- Ave. Duration
- 1h 34m
- Frequency
- 4 times a day
- Estimated price
- $11–40
- Website
- Peter Pan
Bus from Asylum St @ Bushnell Park to Walnut St @ Windham Intermodal Trans Ctr
- Ave. Duration
- 1h 23m
- Frequency
- Twice daily
- Estimated price
- $6–17
- Website
- Peter Pan
- Ave. Duration
- 35 min
- Estimated price
- $70–90
AAA Cab and Livery
- Phone
- +1 860-623-8888
- Website
- aaacab.net
Rose city Taxi
- Phone
- +1 860-886-2226
- Website
- rose-city-taxi.com
Want to know more about travelling around United States
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