Halloween
Pumpkin Express — Minnesota Transportation Museum
- Run by Minnesota Transportation Museum (Osceola & St. Croix Valley Railway)
- Osceola Depot — Osceola, Wisconsin, United States
Next: Oct 16–18, 2026
A short train ride from Osceola, Wisconsin, on the Osceola & St. Croix Valley Railway to a pumpkin festival at the 1884 Dresser Depot, with a pumpkin for every child.
Updated
See everything in Wisconsin7 spots · 24 live cams · 3 experiences · 7 eventsNext edition
Oct 16–18, 2026
Friday to Sunday. Departures from Osceola at 9:30, 10:30 and 11:45 a.m., then 1:00 and 2:15 p.m. No other days are on sale online.
From $21.40 (as published by the operator)
About this event
The Minnesota Transportation Museum runs the Osceola & St. Croix Valley Railway, which boards at the Osceola Depot in Wisconsin. Its Pumpkin Express is a family outing in which passengers ride a historic train for about 25 minutes to Dresser, where a festival is held, and ride back again afterwards.
The operator says each child may pick out one pumpkin at the pumpkin patch, and describes live music, games, a hayride, food trucks and a flea market at the festival, as well as a visit to the historic 1884 Dresser Depot. The ticket covers the 50-minute round trip aboard the vintage train and all-day admission to the festival, with trains going back and forth about every hour.
The museum also runs a Fall Colors Train from the same Osceola depot, and it sells the Pumpkin Express as a first train ride for small children or a new family tradition. All ticket sales are non-refundable.
What to expect
A 25-minute ride to Dresser, time at the festival (admission is all day), then 25 minutes back: about 50 minutes on the train in all. Each child can pick one pumpkin; the festival has live music, games, a hayride, food trucks, a flea market and the historic 1884 Dresser Depot. Trains go back and forth about every hour.
Practical info
Check in at the Osceola Depot, 114 Depot Road, Osceola, Wisconsin, 30 minutes before your scheduled departure; all tickets are will call and boarding passes are issued inside the depot. Tell the ticket agent if you need help boarding; the operator also says the train ride is not wheelchair accessible. There are no restrooms on the train, only at the depot and at the festival. Small foldable strollers are allowed. The operator says it sends out parking locations before the event. All ticket sales are non-refundable. Phone: 1-651-228-0263.
Where it happens
Spots and live cams nearby
Where to watch trains within 100 km of Osceola.
Live Cams
- Saint Paul, Minnesota — Jackson Street RoundhouseSaint Paul50 km
- Saint Paul, Minnesota — Division Street WyeSaint Paul50 km
- Saint Paul, Minnesota — Union Depot, River ViewSaint Paul51 km
- Grandy, Minnesota — BNSF Hinckley SubdivisionGrandy52 km
- St. Paul, Minnesota — BNSF Midway SubdivisionSaint Paul53 km
- Newport, Minnesota — CPKC River Subdivision Rail CamNewport55 km
Frequently asked questions
How long is the Pumpkin Express ride?▾
Do children get a pumpkin?▾
What is there to do in Dresser?▾
Where do I check in?▾
Can I get a refund if I cannot use my tickets?▾
Is the train wheelchair accessible?▾
Are there restrooms on the train?▾
Sources
Dates checked on Oct 3, 2026 from the official site: fareharbor.com. Schedules can change — always confirm with the operator before you travel.
Official website: trainride.org
More halloween trains in Wisconsin
Oct 24–25, 2026
Pumpkin Special™ — Mid-Continent Railway Museum
North Freedom, Wisconsin
Oct 10–11, 2026
The Great Pumpkin Train — National Railroad Museum
Green Bay, Wisconsin
Oct 9–30, 2026
Trick or Treat Trains — East Troy Railroad Museum
East Troy, Wisconsin




