1. Home
  2.  ›
  3. Christmas Train Rides
  4.  ›
  5. Maryland

Maryland Christmas Train Rides: A Complete Guide

Last revised: January 3, 2025

By: Adam Burns

Being home to the nation's first common-carrier railroad, the Baltimore & Ohio, Maryland's rail history is both rich and diverse.  The B&O was chartered on February 28, 1827 and opened its initial segment in January, 1830.

The railroad was headquartered in Baltimore and is long recognized as one of the four major "trunk" lines to reach Chicago.  The system also served northern West Virginia, Pittsburgh, Indianapolis, St. Louis, and briefly Kansas City.

There was once nearly 1,500 miles of railroads in Maryland, about half of which is still in operation today.  Currently, only a single heritage railroad, the Walkersville Southern, offers Christmas-themed train rides.  More information about this event may be found below.

In addition, the Western Maryland Scenic also hosts Christmas themed rides albeit as official "The Polar Express" events.  To learn more about these trips please visit this page.

An ambassador to the Western Maryland Railway's memory, WMSR operates 15.3 miles of the railroad's former Connellsville Extension main line from Cumberland to Frostburg, Maryland.

Trains depart from the beautiful two-story WM brick station in Cumberland and arrive at WM's attractive depot in Frostburg. Along the way passengers are treated to sights of the beautiful Cumberland Narrows, bucolic farmland, famous Helmstetter's Curve, and 914-foot Brush Tunnel.

The WMSR began in 1988 and the rail line itself is owned by Maryland. Trains are turned at Frostburg where the WM's old turntable from Elkins, West Virginia is utilized. The WMSR has traditionally been a steam-powered operation, led by 2-8-0 #734.

However, the Consolidation is currently down for overhaul and the railroad is working to return a massive 2-6-6-2 "Mallet" to service. The big steamer, which operated on the Chesapeake & Ohio Railway, should draw in significant crowds and will be well worth the admission!

Prior to only offering official "The Polar Express" trips the railroad also previously featured "Breakfast And Storytime With Mrs. Claus" for one day in November where kids could enjoy breakfast with Mrs. Claus and hear a Christmas tale. Please note! However, this event is no longer offered.

2025 Locations Will Be Updated As They Become Available!

9172371246127958185718913138601836.jpgBaltimore & Ohio E8A #1467 (ex-Chesapeake & Ohio) dashes through the snow at Germantown, Maryland with train #6, the eastbound "Capitol Limited," on March 2, 1969. Roger Puta photo.

Overview

Walkersville Southern Railroad

(Walkersville): This heritage railway uses a section of the old Pennsylvania Railroad's Frederick Branch, which originally extended from York, Pennsylvania (along its Baltimore-Harrisburg main line) to Frederick, Maryland via Hanover. 

The line traverses beautiful farmland along the Monocacy River offering guests a peaceful train ride through open country.  It remained in use through the ill-fated Penn Central era but when remnants of Hurricane Agnes hit in June, 1972 the bridge over the river was washed away. 

The bankrupt PC could not afford repairs and embargoed the line south of Woodsboro.  Maryland acquired the section within its borders in 1982 due to unpaid taxes and in a proactive move, part of the line north of Frederick was preserved.

As a result, train enthusiasts subsequently launched the Walkersville Southern in 1991 to host excursions south of Walkersville and the bridge was rebuilt by the state in 1996 for freight service. 

Today, the public can enjoy trips over 6.2 miles from Woodsboro to Frederick.  There are also a number of specials hosted throughout the year including dinner trains, steam-powered rides, and a "Railfan Special." 

During the holiday season the railroad presents its Santa Trains, allowing kids to see the Big Guy and enjoy treats during the trip.

Recent Articles

  1. California Whiskey Tasting Train Rides

    Feb 03, 26 01:25 PM

    75142371258712978185723872566.jpg
    There is currently just one location in California offering whiskey tasting by train, the famous Skunk Train in Fort Bragg.

    Read More

  2. Alabama Whiskey Tasting Train Rides

    Feb 03, 26 01:13 PM

    9237236268598626876777.jpg
    With a little planning, you can build a memorable whiskey-and-rails getaway in the Heart of Dixie.

    Read More

  3. Tennessee St. Patrick's Day Train Rides

    Feb 03, 26 01:04 PM

    8671263452134t32y58792666.jpg
    If you want the museum experience with a “special occasion” vibe, TVRM’s St. Patrick’s Day Dinner Train is one of the most distinctive ways to do it.

    Read More

  4. Indiana Bourbon Tasting Trains

    Feb 03, 26 11:13 AM

    88433wdcgt4347890087654.jpg
    The French Lick Scenic Railway's Bourbon Tasting Train is a 21+ evening ride pairing curated bourbons with small dishes in first-class table seating.

    Read More

  5. Pennsylvania Whiskey Tasting Train Rides

    Feb 03, 26 09:35 AM

    13995229310_eed685382b_b.jpg
    For whiskey aficionados and history buffs alike, a train ride through the Keystone State offering such spirits provides a unique and memorable experience.

    Read More

  6. Massachusetts Dinner Train Rides On Cape Cod

    Feb 02, 26 12:22 PM

    0821341273423578346893897689437897.jpg
    The Cape Cod Central Railroad (CCCR) has carved out a special niche by pairing classic New England scenery with old-school hospitality, including some of the best-known dining train experiences in the…

    Read More

  7. Maine's Dinner Train Rides In Portland!

    Feb 02, 26 12:18 PM

    971824712512641587923568969289798078.jpg
    While this isn’t generally a “dinner train” railroad in the traditional sense—no multi-course meal served en route—Maine Narrow Gauge does offer several popular ride experiences where food and drink a…

    Read More

  8. Oregon St. Patrick's Day Train Rides

    Feb 02, 26 12:16 PM

    91287766858681712636421365656.jpg
    One of the Oregon Coast Scenic's most popular—and most festive—is the St. Patrick’s Pub Train, a once-a-year celebration that combines live Irish folk music with local beer and wine as the train glide…

    Read More

  9. Connecticut Wine Tasting Train Rides

    Feb 02, 26 12:13 PM

    i71247812471489712852562756.jpg
    If you’re looking for a signature “special occasion” experience, the Essex Steam Train's Wine & Chocolate Dinner Train stands out as a decadent, social, and distinctly memorable take on dinner on the…

    Read More

  10. Massachusetts St. Patrick's Day Train Rides

    Feb 02, 26 12:12 PM

    91823712612431526471589265766.jpg
    Among Cape Cod Central's themed events, the St. Patrick’s Day Brunch Train stands out as one of the most fun ways to welcome late winter’s last stretch.

    Read More

  11. Florida's Thomas The Train Rides

    Feb 02, 26 11:53 AM

    9874332354567655444.jpg
    Each year, Day Out With Thomas™ turns the Florida Railroad Museum in Parrish into a full-on family festival built around one big moment: stepping aboard a real train pulled by a life-size Thomas the T…

    Read More

  12. California's Thomas The Train Rides

    Feb 02, 26 11:45 AM

    9192831762351254126458896.jpg
    Held at various railroad museums and heritage railways across California, these events provide a unique opportunity for children and their families to engage with their favorite blue engine in real-li…

    Read More

  13. Nevada Dinner Train Rides At Ely!

    Feb 02, 26 09:52 AM

    16544497471_f924a19a33_k.jpg
    If you’ve ever wished you could step through a time portal into the hard-working world of a 1900s short line the Nevada Northern Railway in Ely is about as close as it gets.

    Read More

  14. Michigan Dinner Train Rides At Owosso!

    Feb 02, 26 09:35 AM

    73127461247812357132578235823698766.jpg
    The Steam Railroading Institute is best known as the home of Pere Marquette #1225 and even occasionally hosts a dinner train!

    Read More

  15. Virginia ~ Murder Mystery ~ Dinner Train Rides

    Feb 01, 26 01:08 PM

    679569bv3442q354789675.jpg
    Among the state's railroad attractions, murder mystery dinner trains stand out as a captivating fusion of theatrical entertainment, fine dining, and scenic travel.

    Read More

  16. Maryland ~ Murder Mystery ~ Dinner Train Rides

    Feb 01, 26 12:29 PM

    91724176524124615878926908707.jpg
    Maryland is known for its scenic landscapes, historical landmarks, and vibrant culture, but did you know that it’s also home to some of the most thrilling murder mystery dinner trains?

    Read More

  17. North Carolina St. Patrick's Day Train Rides

    Feb 01, 26 12:21 PM

    12841741578926876968461235.jpg
    If you’re looking for a single, standout experience to plan around, NCTM's St. Patrick’s Day Train is built for it: a lively, evening dinner-train-style ride that pairs Irish-inspired food and drink w…

    Read More

  18. Connecticut St. Patrick's Day Train Rides

    Feb 01, 26 12:19 PM

    91827812731264918520216728.jpg
    Among RMNE’s lineup of themed trains, the Leprechaun Express has become a signature “grown-ups night out” built around Irish cheer, onboard tastings, and a destination stop that turns the excursion in…

    Read More

  19. Alabama's Valentine's Train Rides

    Feb 01, 26 12:17 PM

    293471276431256482173589268397898.jpg
    The Heart of Dixie Railroad Museum (HoDRM) is the kind of place where history isn’t parked behind ropes—it moves. This includes Valentine's Day weekend, where the museum hosts a wine pairing special.

    Read More

  20. Florida's Valentine's Train Rides

    Feb 01, 26 11:25 AM

    2872375237826821781287368762986.jpg
    For couples looking for something different this Valentine’s Day, the museum’s signature romantic event is back: the Valentine Limited, returning February 14, 2026—a festive evening built around a tra…

    Read More

  21. Connecticut's Valentine's Train Rides

    Feb 01, 26 11:03 AM

    1872471257215387289526987666.jpg
    Operated by the Valley Railroad Company, the attraction has been welcoming visitors to the lower Connecticut River Valley for decades, preserving the feel of classic rail travel while packaging it int…

    Read More

  22. Virginia's Valentine's Train Rides

    Feb 01, 26 11:00 AM

    464424404_10234596071791326_7602189076887366340_n.jpg
    If you’ve ever wanted to slow life down to the rhythm of jointed rail—coffee in hand, wide windows framing pastureland, forests, and mountain ridges—the Virginia Scenic Railway (VSR) is built for exac…

    Read More

  23. Maryland's Valentine's Train Rides

    Feb 01, 26 10:54 AM

    17412461257815782988266.jpg
    The Western Maryland Scenic Railroad (WMSR) delivers one of the East’s most “complete” heritage-rail experiences: and also offer their popular dinner train during the Valentine's Day weekend.

    Read More

  24. Massachusetts ~ Wine Tasting ~ Train Rides

    Feb 01, 26 10:27 AM

    98172416247165785861596.jpg
    This article dives into some of the alluring aspects of wine by rail in Massachusetts, currently offered by the Cape Cod Central Railroad.

    Read More

  25. Kentucky Dinner Train Rides At Bardstown

    Jan 31, 26 02:29 PM

    52769945142_c47f285374_k.jpg
    The essence of My Old Kentucky Dinner Train is part restaurant, part scenic excursion, and part living piece of Kentucky rail history.

    Read More

  26. Arizona Dinner Train Rides From Williams!

    Jan 31, 26 01:29 PM

    11719275286_946bf1fdf8_k.jpg
    While the Grand Canyon Railway does not offer a true, onboard dinner train experience it does offer several upscale options and off-train dining.

    Read More

  27. Washington "Valentine's" Train Rides

    Jan 31, 26 12:02 PM

    5953467324_9c3c78a718_k.jpg
    Whether you’re a dedicated railfan chasing preserved equipment or a couple looking for a memorable night out, CCR&M offers a “small railroad, big experience” vibe—one that shines brightest on its spec…

    Read More

  28. Georgia "Valentine's" Train Rides

    Jan 31, 26 11:55 AM

    18241725235782686.jpg
    If you’ve ridden the SAM Shortline, it’s easy to think of it purely as a modern-day pleasure train—vintage cars, wide South Georgia skies, and a relaxed pace that feels worlds away from interstates an…

    Read More

  29. Maryland ~ Wine Tasting ~ Train Rides

    Jan 31, 26 11:49 AM

    53474161566_73e6bbbda2_4k.jpg
    This article delves into the enchanting world of wine tasting train experiences in Maryland, providing a detailed exploration of their offerings, history, and allure.

    Read More

  30. Colorado ~ Wine Tasting ~ Train Rides

    Jan 31, 26 11:40 AM

    drgw_mb_geeps.jpg
    To truly savor these local flavors while soaking in the scenic beauty of Colorado, the concept of wine tasting trains has emerged, offering both locals and tourists a luxurious and immersive indulgenc…

    Read More

  31. Iowa's ~ Wine Tasting ~ Train Rides

    Jan 31, 26 11:34 AM

    1928417241258723569896897.jpg
    The state not only boasts a burgeoning wine industry but also offers unique experiences such as wine by rail aboard the Boone & Scenic Valley Railroad.

    Read More

  32. Minnesota ~ Murder Mystery ~ Dinner Train Rides

    Jan 31, 26 11:24 AM

    987582745782689897890098.jpg
    Murder mystery dinner trains offer an enticing blend of suspense, culinary delight, and perpetual motion, where passengers become both detectives and dining companions on an unforgettable journey.

    Read More

  33. Georgia ~ Murder Mystery ~ Dinner Train Rides

    Jan 31, 26 11:23 AM

    8654sart8789755767.jpg
    In the heart of the Peach State, a unique form of entertainment combines the thrill of a murder mystery with the charm of a historic train ride.

    Read More

  34. Colorado's ~ Murder Mystery ~ Dinner Train Rides

    Jan 31, 26 11:15 AM

    10821872472148723598238746893.jpg
    Nestled among the breathtaking vistas and rugged terrains of Colorado lies a unique fusion of theater, gastronomy, and travel—a murder mystery dinner train ride.

    Read More

  35. Colorado "Valentine's" Train Rides

    Jan 30, 26 11:02 AM

    918757h2k6opo109871h24yb2u879.jpg
    The Royal Gorge Route Railroad is the kind of trip that feels tailor-made for railfans and casual travelers alike, including during Valentine's weekend.

    Read More

  36. Massachusetts "Valentine's" Train Rides

    Jan 30, 26 10:37 AM

    19278172415238237296677.jpg
    The Cape Cod Central Railroad (CCCR) blends classic New England scenery with heritage equipment, narrated sightseeing, and some of the region’s best-known “rails-and-meals” experiences.

    Read More

  37. California "Valentine's" Train Rides

    Jan 30, 26 10:34 AM

    97214127418751572358317988666.jpg
    Operating out of West Sacramento, this excursion railroad has built a calendar that blends scenery with experiences—wine pours, themed parties, dinner-and-entertainment outings, and seasonal specials…

    Read More

  38. Kansas Dinner Train Rides In Abilene

    Jan 30, 26 10:27 AM

    836265236523857217352396892897.jpg
    If you’re looking for a heritage railroad that feels authentically Kansas—equal parts prairie scenery, small-town history, and hands-on railroading—the Abilene & Smoky Valley Railroad delivers.

    Read More

  39. Georgia's Dinner Train Rides In Nashville!

    Jan 30, 26 10:23 AM

    572064638_1365889122214459_4501521349488404988_n.jpg
    If you’ve ever wished you could slow down, trade traffic for jointed rail, and let a small-town landscape roll by your window while a hot meal is served at your table, the Azalea Sprinter delivers tha…

    Read More

  40. Georgia "Wine Tasting" Train Rides In Cordele

    Jan 30, 26 10:20 AM

    33411540341_1601ca1dde_k.jpg
    While the railroad offers a range of themed trips throughout the year, one of its most crowd-pleasing special events is the Wine & Cheese Train—a short, scenic round trip designed to feel like…

    Read More

  41. Arizona ~ Wine Tasting ~ Train Rides

    Jan 30, 26 10:18 AM

    7834453146_9bee2c1119_o.jpg
    For those who want to experience the charm of Arizona's wine scene while embracing the romance of rail travel, wine tasting train rides offer a memorable journey through the state's picturesque landsc…

    Read More

  42. Arkansas ~ Wine Tasting ~ Train Rides

    Jan 30, 26 10:17 AM

    921842174651267258392869896788.jpg
    This article takes you through the experience of wine tasting train rides in Arkansas, highlighting their offerings, routes, and the delightful blend of history, scenery, and flavor that makes them so…

    Read More

  43. Wisconsin ~ Wine Tasting ~ Train Rides

    Jan 29, 26 11:26 PM

    84335996_2815939828465874_2140675072568852480_n.jpg
    Wisconsin might not be the first state that comes to mind when one thinks of wine, but this scenic region is increasingly gaining recognition for its unique offerings in viticulture.

    Read More

  44. Illinois Dinner Train Rides At Monticello

    Jan 29, 26 02:21 PM

    14364175541_2c2c8d5431_o.jpg
    The Monticello Railway Museum (MRM) is one of those places that quietly does a lot: it preserves a sizable collection, maintains its own operating railroad, and—most importantly for visitors—puts hist…

    Read More

  45. Vermont "Dinner Train" Rides In Burlington!

    Jan 29, 26 01:00 PM

    2o096278267289629069039873788.jpg
    There is one location in Vermont hosting a dedicated dinner train experience at the Green Mountain Railroad.

    Read More

  46. California ~ Wine Tasting ~ Train Rides

    Jan 29, 26 12:50 PM

    34268321680_82f5c9cdfd_k.jpg
    This article explores the charm, routes, and offerings of these unique wine tasting trains that traverse California’s picturesque landscapes.

    Read More

  47. Alabama ~ Wine Tasting ~ Train Rides

    Jan 29, 26 12:46 PM

    712617617857157815893258735235.jpg
    While the state might not be the first to come to mind when one thinks of wine or train travel, the unique concept of wine tasting trains adds a refreshing twist to the Alabama tourism scene.

    Read More

  48. Washington's "Wine Tasting" Train Rides

    Jan 29, 26 12:39 PM

    5983265112_3688b74245_o.jpg
    Here’s a detailed look at where and how to ride, what to expect, and practical tips to make the most of wine tasting by rail in Washington.

    Read More

  49. Kentucky ~ Wine Tasting ~ Train Rides

    Jan 29, 26 11:12 AM

    92834273532578238698389788.jpg
    Kentucky, often celebrated for its rolling pastures, thoroughbred horses, and bourbon legacy, has been cultivating another gem in its storied landscapes; enjoying wine by rail.

    Read More

  50. Duffy's Cut: A Forgotten Railroad Tragedy

    Jan 29, 26 11:05 AM

    Duffy's Cut is an unfortunate incident which occurred during the early railroad industry when 57 Irish immigrants died of cholera during the second cholera pandemic.

    Read More