1. Home
  2.  ›
  3. Fall Foliage Train Rides
  4.  ›
  5. Massachusetts

Massachusetts Fall Foliage Train Rides: A Complete Guide

Published: March 8, 2025

By: Adam Burns

As the vibrant hues of autumn sweep across Massachusetts, there's no better way to enjoy the spectacle than on a scenic train ride through the state's picturesque landscapes. Fall foliage train excursions combine the charm of classic rail travel with the stunning beauty of nature, offering a uniquely immersive experience. In this guide, we'll explore some of the best train journeys to take in Massachusetts this fall, providing details on what you can expect on each ride.

22868_769E3618-FC27-11EF-8220-5BF6AC33B17C.png

Cape Cod Scenic Railroad (Hyannis)

Although known for its beaches and maritime history, Cape Cod offers a unique fall experience. The Cape Cod Central Railroad provides a relaxing journey through bogs, marshes, and quaint towns, revealing a side of this famous region that's often unexplored.

The railroad is an upscale heritage railroad which offers a wide range of dinner trains and specials throughout the year. 

While it does not host an official fall foliage excursion its schedule runs through October, allowing passenger to enjoy a train ride at the height of a New England autumn. 

Few other places in America offer such vibrant colors of reds, yellows, and burgundies.  The railroad operates just over 24 miles of an old New York, New Haven & Hartford branch between Hyannis and Buzzards Bay. 

Trains depart from the former town at the preserved, two-story wooden NYNH&H depot built in the early 1900's (located at 252 Main Street). 

Your trip takes you north out of town near the Barnstable Municipal Airport and past the Cummaquid Golf Club before turning west through a mixture of woodland and suburban homes. 

You will briefly pass the Great Marshes and continue northwest before reaching the Cape Cod Canal which connects Cape Cod Bay with Buzzards Bay. 

The trip concludes at another preserved New Haven depot, this one in Buzzards Bay, a one-story brick/stucco structure completed in 1912.

Notable Routes

Scenic Trains: These rides travel between Hyannis and Sandwich, offering not just foliage views but also glimpses of the Cape's diverse ecological settings.

Dinner Train: For a more luxurious experience, partake in a dining excursion that pairs breathtaking vistas with gourmet meals.

Berkshire Scenic Railway (Adams)

Nestled in the rolling hills of western Massachusetts, the Berkshire Scenic Railway offers a delightful journey through the scenic Berkshire region. Known for its quaint towns and vibrant arts scene, the Berkshires become even more enchanting as leaves transform into shades of red, gold, and amber.

This all-volunteer organization has been in service since 1984 and until 2011 used the tracks of freight carrier Housatonic Railroad.

That changed after the company no longer wanted train rides hosted over its rails so the museum worked out an agreement to operate about 5 miles of the former New York Central between Adams and North Adams in 2016.

The museum's operating season lasts from May through October; during this time they host several special events, including during the fall.  The line follows the scenic Hoosic River as well as small farms along the way.  All trips depart from Adams where the former NYC line has been partially rebuilt to reach the town.

Notable Routes

Housatonic Line: Running between North Adams and Adams, this tour provides a short but picturesque trip showcasing the charm of small New England towns set against the backdrop of fall foliage.

Hoosac Valley Excursion Train: This classic route between Adams and North Adams features vintage rail cars and offers stunning views of Mount Greylock, Massachusetts' highest peak, resplendent in its autumn glory.

Overview

Exploring Massachusetts’ fall foliage via train is an enchanting way to engage with the season's natural beauty while experiencing timeless travel. Whether you're seeking a romantic getaway, a family adventure, or simply a day to admire the splendor of nature, the state's railways offer a charming escape perfect for all. Reserve your tickets, grab your camera, and prepare for a memorable autumn journey on Massachusetts’ foliage train rides.

Recent Articles

  1. 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

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. Wisconsin Passenger Rail

    Jan 28, 26 11:47 PM

    49231467791_7ae1c8fab5_k.jpg
    This article delves deep into the passenger and commuter train services available throughout Wisconsin, exploring their history, current state, and future potential.

    Read More

  18. Connecticut Passenger Rail

    Jan 28, 26 11:30 PM

    203952375235728369287982478903709.jpg
    Connecticut's passenger and commuter train network offers an array of options for both local residents and visitors alike. Learn more about these services here.

    Read More

  19. South Dakota ~ Murder Mystery ~ Dinner Train Rides

    Jan 28, 26 12:29 PM

    44769036_2007471786211415_7062575978807033856_n.jpg
    While the state currently does not offer any murder mystery dinner train rides, the popular 1880 Train at the Black Hills Central recently hosted these popular trips!

    Read More

  20. Wisconsin ~ Murder Mystery ~ Dinner Train Rides

    Jan 28, 26 12:23 PM

    124981724762157892785298689667.jpg
    Whether you're a fan of mystery novels or simply relish a night of theatrical entertainment, Wisconsin's murder mystery dinner trains promise an unforgettable adventure.

    Read More

  21. Florida ~ Wine Tasting ~ Train Rides

    Jan 28, 26 11:18 AM

    231284612783589236.jpg
    Wine by train not only showcases the beauty of Florida's lesser-known regions but also celebrate the growing importance of local wineries and vineyards.

    Read More

  22. Texas ~ Wine Tasting ~ Train Rides

    Jan 28, 26 11:08 AM

    53474493464_f5bdf5bc27_k.jpg
    This article invites you on a metaphorical journey through some of these unique wine tasting train experiences in Texas.

    Read More

  23. New York ~ Wine Tasting ~ Train Rides

    Jan 28, 26 11:05 AM

    53034630924_ab314fd817_k.jpg
    This article will delve into the history, offerings, and appeal of wine tasting trains in New York, guiding you through a unique experience that combines the romance of the rails with the sophisticati…

    Read More

  24. Michigan ~ Wine Tasting ~ Train Rides

    Jan 28, 26 11:04 AM

    18243612451767896126.jpg
    In this article, we’ll delve into the world of Michigan’s wine tasting train experiences that cater to both wine connoisseurs and railway aficionados.

    Read More

  25. Indiana ~ Wine Tasting ~ Train Rides

    Jan 28, 26 10:59 AM

    1726316523512361481786566.jpg
    In this article, we'll delve into the experience of wine tasting trains in Indiana, exploring their routes, services, and the rising popularity of this unique adventure.

    Read More

  26. South Dakota ~ Wine Tasting ~ Train Rides

    Jan 28, 26 10:57 AM

    25378396769_5ee5ad8c84_k.jpg
    For wine enthusiasts and adventurers alike, South Dakota introduces a novel way to experience its local viticulture: wine tasting aboard the Black Hills Central Railroad.

    Read More

  27. Minnesota Valentine's Train Rides

    Jan 28, 26 10:51 AM

    1982362365265758687897.jpg
    One of the most charming examples of MTM’s family-friendly programming is “The Love Train,” a Valentine’s-themed day that blends short train rides with crafts, treats, and playful activities inside th…

    Read More

  28. Georgia Passenger Rail

    Jan 27, 26 10:03 PM

    1824712651256475892676787.jpg
    Georgia offers a variety of train services, from historic scenic routes to modern commuter trains serving the Atlanta metropolitan area.

    Read More

  29. Illinois Passenger Rail

    Jan 27, 26 02:49 PM

    23i6283783426892069827090928.jpg
    Learn more about Illinois's current passenger rail options, ranging from Amtrak to the Twin Cities' light rail service.

    Read More

  30. Pennsylvania Passenger Rail

    Jan 27, 26 02:40 PM

    54752663265_56522e96a0_b.jpg
    Here is a detailed, statewide look at the passenger rail services you can use today—focusing on intercity (long-distance and regional) options, primarily operated by Amtrak—plus the major commuter and…

    Read More

  31. New Mexico ~ Wine Tasting ~ Train Rides

    Jan 27, 26 01:19 PM

    1827316425231872689709907908.jpg
    For oenophiles and adventure seekers alike, wine tasting train rides in New Mexico provide a unique opportunity to explore the region's vineyards in comfort and style.

    Read More

  32. Ohio ~ Wine Tasting ~ Train Rides

    Jan 27, 26 01:10 PM

    54063270967_8ea485da9a_k.jpg
    Among the intriguing ways to experience Ohio's splendor is aboard the wine tasting trains that journey through some of Ohio's most picturesque vineyards and wineries.

    Read More

  33. Pennsylvania ~ Wine Tasting ~ Train Rides

    Jan 27, 26 12:05 PM

    912743174352378268979008.jpg
    Wine tasting trains are a unique and enchanting way to explore the state’s burgeoning wine scene while enjoying a leisurely ride through picturesque landscapes.

    Read More

  34. West Virginia's - Wine Tasting - Train Rides

    Jan 27, 26 11:57 AM

    182746126415624563827892687.jpg
    West Virginia, often celebrated for its breathtaking landscapes and rich history, offers visitors a unique way to explore its rolling hills and picturesque vineyards: wine tasting trains.

    Read More

  35. Iowa Valentine's Train Rides

    Jan 27, 26 10:22 AM

    192841724612721578890609709.jpg
    While the Boone & Scenic Valley's calendar is packed with seasonal events, few are as popular—or as tailor-made for couples—as the Valentine Dinner Train.

    Read More

  36. Texas Valentine's Train Rides

    Jan 27, 26 09:44 AM

    9128172465146125278698987.jpg
    On Valentine's Day, the Grapevine Vintage Railroad has become one of the Dallas–Fort Worth area’s most charming "micro-adventures" - and, on Valentine’s Day, one of the region’s most memorable date ni…

    Read More

  37. Missouri ~ Murder Mystery ~ Dinner Train Rides

    Jan 26, 26 01:21 PM

    12942137552783589268689676.jpg
    Missouri, with its rich history and scenic landscapes, is home to one location hosting these unique excursion experiences.

    Read More

  38. Washington's ~ Murder Mystery ~ Dinner Train Rides

    Jan 26, 26 01:15 PM

    912734812478923958785289666.jpg
    This article delves into what makes murder mystery dinner train rides in Washington State such a captivating experience.

    Read More

  39. Utah's - Wine Tasting - Train Rides

    Jan 26, 26 12:48 PM

    483065061_1043090677854796_6203365029670081509_n.jpg
    Utah, a state widely celebrated for its breathtaking natural beauty and dramatic landscapes, is also gaining recognition for an unexpected yet delightful experience: wine tasting trains.

    Read More

  40. Vermont's - Wine Tasting - Train Rides

    Jan 26, 26 12:40 PM

    9127361234612478125985666.jpg
    Known for its stunning green mountains, charming small towns, and burgeoning wine industry, Vermont offers a unique experience that seamlessly blends all these elements: wine tasting train rides.

    Read More

  41. Rhode Island's - Wine Tasting - Train Rides

    Jan 26, 26 12:36 PM

    917823716235152351624615899866.jpg
    It may the smallest state but Rhode Island is home to a unique and upscale train excursion offering wide aboard their trips, the Newport & Narragansett Bay Railroad.

    Read More

  42. Oregon's - Wine Tasting - Train Rides

    Jan 26, 26 12:25 PM

    19i271723471247127417815196566.jpg
    For those looking to explore this wine paradise in style and comfort, Oregon's wine tasting trains offer a unique and enjoyable way to experience the region's offerings.

    Read More

  43. Virginia's - Wine Tasting - Train Rides

    Jan 26, 26 12:07 PM

    1897247146124712579892586806.webp
    Wine tasting trains in Virginia provide just that—a unique experience that marries the romance of rail travel with the sensory delights of wine exploration.

    Read More

  44. Tennessee's - Wine Tasting - Train Rides

    Jan 26, 26 12:44 AM

    918274317624612642613578269677.jpg
    One of the most unique and enjoyable ways to savor the flavors of Tennessee’s vineyards is by train aboard the Tennessee Central Railway Museum.

    Read More

  45. Texas's Thomas The Train Rides

    Jan 25, 26 01:41 PM

    817237124216527839826766.jpg
    In the heart of Texas, where everything is said to be bigger and bolder, lies an event that captures the imagination of children and families alike - A Day Out With Thomas.

    Read More

  46. New York's Thomas The Train Rides

    Jan 25, 26 01:37 PM

    27211_0DC0671E-5A0B-11F0-A56D-D726C9766D76.png
    These events, part of a national tour, are crafted for young Thomas fans and their families to enjoy an immersive experience filled with adventure, nostalgia, and sheer joy.

    Read More

  47. Connecticut's Dinner Train Rides In Essex!

    Jan 25, 26 01:34 PM

    2987342365273523572639809377.jpg
    Connecticut's rail heritage can be traced back to the industry's earliest days and a few organizations preserve this rich history by offering train rides. The Essex Steam Train also hosts dinner-theme…

    Read More

  48. Minnesota's Dinner Train Rides In Duluth!

    Jan 25, 26 01:25 PM

    18723172462148715782587856866.jpg
    One of the best ways to feel the region's history in motion today is aboard the North Shore Scenic Railroad (NSSR), which operates out of Duluth’s historic depot.

    Read More

  49. North Carolina's - Wine Tasting - Train Rides

    Jan 25, 26 01:18 PM

    1i823123412536152478192598756.jpg
    A noteworthy way to explore North Carolina's beauty is by hopping aboard the Great Smoky Mountains Railroad and sipping fine wine!

    Read More

  50. Nevada's - Wine Tasting - Train Rides

    Jan 25, 26 01:13 PM

    8330755849_7f68f6e0b6_o.jpg
    While it may not be the first place that comes to mind when you think of wine, you can sip this delight by train in Nevada at the Nevada Northern Railway.

    Read More