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Trip Summary
You can pick from 2 daily train trips between Pittsfield and Milwaukee. The average train journey from Pittsfield to Milwaukee takes 22 hours and 44 minutes, but some Amtrak train trips are as short as 22 hours and 36 minutes.
| Distance | 744 mi (1197 km) |
| Fastest train | 22h 36m |
| Lowest price | £125.24 |
| Most frequent service | Amtrak |
| Train lines | 1 |
Which train should you take from Pittsfield to Milwaukee?
Amtrak is the one and only train line which connects Pittsfield to Milwaukee. The schedule is relatively limited as the train only runs twice a day.
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 22h 44m | £128.85 |
Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 2 Amtrak trains from Pittsfield to Milwaukee every day, as well as 0 trips on the weekends, with prices starting from £125.
Frequently Asked Questions
The distance between Pittsfield and Milwaukee is approximately 744 miles, or 1197 kilometers. The average train journey between these two cities takes 22 hours and 44 minutes, although the absolute fastest you could get there is 22 hours and 36 minutes.
Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.
On a weekly basis, the greatest number of passengers tend to travel by trains from Pittsfield to Milwaukee on Friday. Tickets for Friday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Friday. Friday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.
The earliest train departs Pittsfield at 16:00 while the last train of the day leaves at 16:00. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
Trains leave the station in Pittsfield twice a day, so there are a couple of options depending on your preferred travel time. However, there are no direct trains. This means that you will need to disembark from your original train and board a connecting train at some point during your journey. You will need to remember to bring your carry-on luggage with you when you change trains. Depending on the carrier's policy, you may also be responsible for transferring your own checked baggage.
You can also take a train for your return trip from Milwaukee to Pittsfield.
City Information
Pittsfield
Image credit: Unsplash
Pittsfield is the largest city in the Berkshires region, Massachusetts. It is famous for having iconic residents like the author of Moby Dick, Herman Melville, and Rev. Thomas Allen of the Revolutionary War. Pittsfield offers many outdoor activities, like hiking on the Ashuwillticook Rail Trail or skiing on a 750-foot mountain at Bousquet Mountain Ski Area. Campers can check out the Pittsfield State Forest, while Lake Onota offers a scenic view. There are also different areas for history in Pittsfield, like the Hancock Shaker Village, which features living history exhibits, and the Berkshire Museum offers natural history. The city is popular among young families due to its fun activities and green spaces.
Pittsfield's downtown is the cultural center of Massachusetts, boasting an exciting dining scene with bars, cafés, and live music. Local stores also look out for when shopping and fun events like the Pittsfield Photo Challenge and the Berkshire International Film Festival. The latest addition is the Stargaze LGBTQ+ Festival in August.
Six bus routes go to Pittsfield, all powered by Greyhound. There are plenty of train services as well, offered by Amtrak and Amtrak Lake Shore Limited. Within the city, the Berkshire Regional Transit Authority provides public transportation.
Milwaukee
Nestling on the banks of the great Lake Michigan, Milwaukee has some of the most scenic views around, making it every photographer’s perfect destination. Boasting 85 miles of scenic waterfront bike lanes, Milwaukee is the perfect spot to ride a bike and enjoy the sunset together with your friends. It is also the home of the Harley Davidson Museum, a vast waterfront gallery that offers 11 permanent exhibitions. The museum features not only bikes but also special items such as a whole engine room, making it a must-visit spot for bike enthusiasts. If you are not interested in bikes, the Basilica of St. Josaphat, which is modeled after St. Peter’s Basilica in the Vatican, offers many wondrous shots.
Milwaukee’s famous German bratwursts are a must-try for all visitors, and the best place to enjoy this dish is Usinger’s. Other similar establishments include Mader’s and Milwaukee Public Market. For authentic American eats, Leon's Frozen Custard Drive-In offers amazing sloppy-joe burgers.
The Milwaukee Intermodal Station is the city’s main transportation hub. Visitors can catch both buses and trains at this location. The city is served by two airports. The Milwaukee Mitchell International Airport on the southern edge of the city handles commercial flights, while the Lawrence J. Timmerman Airport in the northwest handles private flights.
Station Information
Where is the train station in Pittsfield?
Main departure station: Scelsi Transp Ctr - 1 Columbus Ave
There is one train station in Pittsfield.
All train stations in Pittsfield:
Scelsi Transp Ctr - 1 Columbus Ave
Where is the train station in Milwaukee?
Image credit: Adam Moss
Link to image attribution
Image credit: Haydn Blackey
Link to image attributionMain arrival station: Airport - 5601 S 6th St
The Milwaukee Airport Rail Station is located on the western edge of the Milwaukee Mitchell International Airport. The station serves as a rail link for the airport and also as a more accessible transport link for residents living in the south of Milwaukee compared to the central Intermodal Station. Amtrak’s Hiawatha Service is the only train that operates at the station and runs northwards to downtown Milwaukee and southwards to Chicago Union Station, where passengers can change for travel across the entire Midwest region. The airport station also has a shuttle service to the airport terminal.
Train stations in Milwaukee:
Airport - 5601 S 6th St
Intermodal Station - 433 W ST Paul Ave
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Need a return trip from Milwaukee to Pittsfield?
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