Nov. 7, 2025

Red Lodge, MT

Red Lodge, MT

Episode 201: Christmas in Red Lodge, Montana

Looking for a holiday getaway that feels straight out of a postcard? This week on The Family Vacationer, we’re taking you to Red Lodge, Montana, a small-town winter wonderland where Christmas magic comes alive.

Red Lodge, once a bustling coal-mining town in the 1800s, is now best known as the gateway to the Beartooth Highway. But come December, it transforms into a festive haven filled with twinkling lights, family traditions, and a community spirit that makes the holidays unforgettable.

Joining us is Sherry Weimer, director of the Red Lodge Chamber of Commerce, who shares why families should plan a Christmas trip to this hidden gem.

In this episode, you’ll hear about:

  • The Red Lodge Christmas Stroll — a Hallmark-worthy tradition with parades, fire pits, caroling, and Santa’s grand entrance.
  • Family-friendly winter fun at Red Lodge Mountain, from skiing to skating in the town park.
  • The best cozy stops for cocoa, pastries, and kid-approved treats (don’t miss the monster ice cream sandwich!).
  • How local shops and restaurants keep the holiday spirit alive with decorated windows, late-night shopping, and tasty surprises.
  • Unique Red Lodge holiday experiences, like Santa skiing on Christmas Day.
  • Where to stay — from historic hotels to mom-and-pop motels, B&Bs, and Airbnbs.
  • Insider tips for planning your family’s first Christmas trip to Red Lodge.

If you’ve ever dreamed of celebrating Christmas in a storybook setting, Red Lodge might just be the perfect destination for your family.

Plan your trip: redlodge.com


Don’t forget — we’ll be circling back to our special Episode 200 in December!

Plus, stay tuned for details on Rob’s upcoming book, The Family Vacationer: A Parent’s Guide to Meaningful Travel, coming soon.