There are 10 ways to get from Madison to Brattleboro by bus, plane, train, bus (Flixbus, 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.
Bus to Chicago O'Hare International Airport, fly to Bradley International Airport, train
best- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Bradley International Airport (BDL)plane ORD - BDL
- Take the train from Hartford Amtrak Station to Brattleboro Stationtrain
10h 47m$166–627Bus to Chicago O'Hare International Airport, fly to Albany County Airport, bus, train
cheapest- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)plane ORD - ALB
- Take the bus from Albany Bus Terminal, NY to Northamptonbus
- Take the train from Northampton to Brattleboro Stationtrain
12h 6m$163–662Bus, train
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the train from Chicago Union Station to Springfieldtrain
- Take the train from Springfield to Brattleboro Stationtrain
27h$556–911Bus
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton Stbus
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Springfield Union Stationbus
- Take the bus from Springfield Union Station to Brattleborobus
31h 12m$208–347Drive 1,029 mi
- Drive from Madison to Brattleborocar 1,029 mi
18h 17m$188–272Fly Dane County Regional Airport-Truax Field to Boston Logan Airport, train
- Fly from Dane County Regional Airport-Truax Field (MSN) to Boston Logan Airport (BOS)plane MSN - BOS
- Take the train from Boston to Springfieldtrain
- Take the train from Springfield to Brattleboro Stationtrain
10h 40m$181–621Fly Dane County Regional Airport-Truax Field to Albany County Airport, bus, train
- Fly from Dane County Regional Airport-Truax Field (MSN) to Albany County Airport (ALB)plane MSN - ALB
- Take the bus from Albany Bus Terminal, NY to Northamptonbus
- Take the train from Northampton to Brattleboro Stationtrain
11h 24m$171–764Bus to Chicago Midway International Airport, fly to Bradley International Airport, train
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago Midway International Airport (MDW) to Bradley International Airport (BDL)plane MDW - BDL
- Take the train from Hartford Amtrak Station to Brattleboro Stationtrain
12h$215–937Bus to General Mitchell International Airport, fly to Boston Logan Airport, train
- Take the bus from Madison, WI-Lake St. to Mitchell Airportbus
- Fly from General Mitchell International Airport (MKE) to Boston Logan Airport (BOS)plane MKE - BOS
- Take the train from Boston to Springfieldtrain
- Take the train from Springfield to Brattleboro Stationtrain
11h 58m$760–2,081Bus to Chicago Midway International Airport, fly to Albany County Airport, bus, train
- Take the bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departuresbus
- Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)plane MDW - ALB
- Take the bus from Albany Bus Terminal, NY to Northamptonbus
- Take the train from Northampton to Brattleboro Stationtrain
13h 12m$217–972
Madison to Brattleboro by bus and train
Comparing Your Travel Options
The cheapest way to get from Madison to Brattleboro is to drive which costs $180 - $280 and takes 18h 17m.
The fastest way to get from Madison to Brattleboro is to fly and train which takes 10h 40m and costs $180 - $650.
No, there is no direct bus from Madison to Brattleboro. However, there are services departing from 250 N. Lake St - Madison UW Campus and arriving at Brattleboro via Chicago Bus Station, New York Midtown and Springfield Union Station. The journey, including transfers, takes approximately 31h 12m.
The distance between Madison and Brattleboro is 1025 miles. The road distance is 1035 miles.
The best way to get from Madison to Brattleboro without a car is to bus and train which takes 27h and costs $550 - $950.
It takes approximately 10h 47m to get from Madison to Brattleboro, including transfers.
Madison to Brattleboro bus services, operated by Rockland Coaches, depart from 250 N. Lake St - Madison UW Campus station.
Madison to Brattleboro bus services, operated by Rockland Coaches, arrive at W Jackson Blvd, after S Clinton St station.
Brattleboro is 1h ahead of Madison. It is currently 5:03 AM in Madison and 6:03 AM in Brattleboro.
Yes, the driving distance between Madison to Brattleboro is 1035 miles. It takes approximately 18h 17m to drive from Madison to Brattleboro.
What companies run services between Madison, WI, USA and Brattleboro, VT, USA?
You can take a bus from 250 N. Lake St - Madison UW Campus to Brattleboro via W Jackson Blvd, after S Clinton St, Chicago Bus Station, New York Midtown, and Springfield Union Station in around 31h 12m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 21m
- When
- Every day
- Estimated price
- $95–500
Flights from Chicago O'Hare International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Bradley International Airport via Reagan Washington
- Ave. Duration
- 4h 27m
- When
- Sunday, Monday, Wednesday, Thursday, Friday, and Saturday
- Estimated price
- $100–550
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $90–470
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $95–480
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 4h 46m
- When
- Monday, Thursday, and Friday
- Estimated price
- $95–490
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Reagan Washington
- Ave. Duration
- 4h 55m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 43m
- When
- Every day
- Estimated price
- $130–700
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Philadelphia
- Ave. Duration
- 5h 52m
- When
- Thursday, Friday, Monday, Saturday, and Sunday
- Estimated price
- $150–750
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Charlotte
- Ave. Duration
- 5h 34m
- When
- Thursday, Sunday, Friday, and Wednesday
- Estimated price
- $180–900
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Reagan Washington
- Ave. Duration
- 5h 48m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–800
Flights from General Mitchell International Airport to Boston Logan Airport via Philadelphia
- Ave. Duration
- 4h 52m
- When
- Monday, Thursday, and Friday
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Albany County Airport
- Ave. Duration
- 2h 16m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Albany County Airport via Reagan Washington
- Ave. Duration
- 4h 31m
- When
- Saturday
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Albany County Airport via Philadelphia
- Ave. Duration
- 4h 36m
- When
- Monday, Thursday, and Friday
- Estimated price
- $110–600
- Website
- southwest.com
Flights from Chicago Midway International Airport to Bradley International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $140–800
Flights from Chicago Midway International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Monday to Saturday
- Estimated price
- $150–850
Flights from General Mitchell International Airport to Boston Logan Airport via Chicago Midway International Airport
- Ave. Duration
- 4h 13m
- When
- Saturday to Wednesday
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago Midway International Airport to Albany County Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $150–850
Flights from Chicago Midway International Airport to Albany County Airport via Baltimore
- Ave. Duration
- 4h 36m
- When
- Monday to Wednesday
- Estimated price
- $180–950
- Website
- united.com
Flights from Chicago O'Hare International Airport to Bradley International Airport
- Ave. Duration
- 2h 18m
- When
- Every day
- Estimated price
- $95–500
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 44m
- When
- Every day
- Estimated price
- $95–480
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $130–700
Flights from Chicago O'Hare International Airport to Albany County Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Albany County Airport via Washington Dulles
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $110–600
- Website
- delta.com
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport
- Ave. Duration
- 2h 37m
- When
- Every day
- Estimated price
- $90–470
Flights from Dane County Regional Airport-Truax Field to Boston Logan Airport via New York La Guardia
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–490
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Detroit
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $130–700
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via Atlanta
- Ave. Duration
- 5h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $210–950
Flights from Dane County Regional Airport-Truax Field to Albany County Airport via New York La Guardia
- Ave. Duration
- 6h 24m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
Flights from Chicago Midway International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 3h 48m
- When
- Every day
- Estimated price
- $140–800
Flights from General Mitchell International Airport to Boston Logan Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $120–650
Flights from General Mitchell International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 4h 10m
- When
- Wednesday and Friday
- Estimated price
- $120–650
Flights from Chicago O'Hare International Airport to Albany County Airport via Detroit
- Ave. Duration
- 4h
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Albany County Airport via New York La Guardia
- Ave. Duration
- 4h 21m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–600
Flights from Chicago Midway International Airport to Albany County Airport via Detroit
- Ave. Duration
- 3h 43m
- When
- Every day
- Estimated price
- $150–850
- Website
- jetblue.com
Flights from General Mitchell International Airport to Boston Logan Airport
- Ave. Duration
- 2h 19m
- When
- Every day
- Estimated price
- $120–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Hartford Amtrak Station to Brattleboro Station
- Ave. Duration
- 2h 39m
- Frequency
- Once daily
- Estimated price
- $45–75
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Springfield to Brattleboro Station
- Ave. Duration
- 1h 41m
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Amtrak
Train from Boston to Springfield
- Ave. Duration
- 2h 24m
- Frequency
- Once daily
- Estimated price
- $50–85
- Website
- Amtrak
Train from Springfield to Brattleboro Station
- Ave. Duration
- 1h 41m
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Amtrak
Train from Northampton to Brattleboro Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $23–40
- Website
- Amtrak
Train from Hartford Amtrak Station to Brattleboro Station
- Ave. Duration
- 2h 39m
- Frequency
- Once daily
- Estimated price
- $45–75
- Website
- Amtrak
Train from Boston to Springfield
- Ave. Duration
- 2h 24m
- Frequency
- Once daily
- Estimated price
- $50–85
- Website
- Amtrak
Train from Springfield to Brattleboro Station
- Ave. Duration
- 1h 41m
- Frequency
- Once daily
- Estimated price
- $30–55
- Website
- Amtrak
Train from Northampton to Brattleboro Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $23–40
- Website
- Amtrak
Train from Northampton to Brattleboro Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $23–40
- Website
- Amtrak
- Phone
- +1 (866) 912 - 6224
- [email protected]
- Website
- Rockland Coaches
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $26–60
- Schedules at
- Rockland Coaches
- Adult
- $26–60
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
Bus from 250 N. Lake St - Madison UW Campus to O'Hare International Airport - Terminal 1 Departures
- Ave. Duration
- 3h
- Frequency
- Hourly
- Estimated price
- $23–50
- Schedules at
- Rockland Coaches
- Adult
- $23–50
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
Bus from New York Midtown to Springfield Union Station
- Ave. Duration
- 2h 35m
- Frequency
- 3 times a day
- Estimated price
- $22–35
- Schedules at
- Flixbus USA
Bus from Albany Bus Terminal, NY to Northampton
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a week
- Estimated price
- $12–18
- Schedules at
- Flixbus USA
Bus from Madison, WI-Lake St. to Mitchell Airport
- Ave. Duration
- 2h 10m
- Frequency
- Once daily
- Estimated price
- $13–21
- Schedules at
- Flixbus USA
Bus from Albany Bus Terminal, NY to Northampton
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a week
- Estimated price
- $12–18
- Schedules at
- Flixbus USA
Bus from Albany Bus Terminal, NY to Northampton
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a week
- Estimated price
- $12–18
- Schedules at
- Flixbus USA
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Springfield Union Station to Brattleboro
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $10–16
- Website
- Greyhound
- Phone
- +1 414-266-4409
- [email protected]
- Website
- Badger Bus
Bus from Madison, WI-Lake St. to Mitchell Airport
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $24–35
- Website
- Badger Bus
- Phone
- 920 496 3600
- Website
- example.com
Bus from Madison, WI-Lake St. to Mitchell Airport
- Ave. Duration
- 2h 20m
- Frequency
- Once daily
- Estimated price
- $21–24
- Schedules at
- golamers.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Italian Lakes: Getting around by train
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Book your Madison to Brattleboro bus tickets online with Omio.
There are 70+ hotels available in Brattleboro.











