Railroading Heritage of Midwest America, Inc.

Last Minute Windy City

Ride the rails in style in a completely-matching Milwaukee Road trainset between Minneapolis and Chicago! This trip will feature our premier rolling stock, including the following:

Baggage Car: Hardwood-floored bar car with 4 huge sliding doors*;
Wisconsin Valley: First Class Lounge car and Buffet style kitchen*;
Super Dome 53: Premium Class Dining and Dome Car*Read More

Back to Big Sky Country

Friends of the 261 is going back to Big Sky country! This six night and seven day journey to the “Big Sky” country of Montana was such a hit last year, we have decided to do it again. Head to Whitefish, Montana with us for a relaxing and memorable trip aboard chartered, private luxury railcars. Join family and friends for a vacation which will be long-remembered for its unique travel style and beautiful lodging accommodations en route to and from the “Gateway to Glacier Park” — Whitefish, Montana.  Read More

2014 Windy City Express

Friends of the 261 is offering a chance this summer to ride vintage passenger cars from the Twin Cities to Milwaukee and Chicago this June. Our fully restored cars offer a memorable journey you’ll cherish for years to come! Meticulously refurbished, these cars recall the era when traveling was half the fun of a vacation.
Ride the rails in style between Minneapolis and Chicago in an all-matched train painted in the orange and maroon colors of Milwaukee Road passenger trains of the 1950s. Read More

London Calling

Join the Friends of the 261 as we head overseas for a once in a lifetime British steam and countryside tour. This unique 9 day / 8 night tour will feature a four day steam tour of Southern England using three different mainline steam locomotives. This late summer trip is to the most southern point of England. The “Cornwall” region has plenty to offer both the steam enthusiast and those seeking a British vacation – with sun, sand and sea as well as glorious scenery and the British countryside. Read More

Capitol Express

This spring, the Friends of the 261 are offering luxury accommodations on a private rail car trip from Minneapolis/St. Paul to Washington, D.C. The Capitol Express will give passengers the opportunity to ride aboard some of the finest passenger cars ever to travel the rails. Marvel at the beauty of America as your private cars travel from Minneapolis/St. Paul to Chicago along the scenic former Milwaukee Road route, which includes 100 miles following the west bank of the mighty Mississippi River. From Chicago, our cars will travel two historic and scenic routes to and from Washington Read More