
We’re partnering with Montana Tour to bring you an epic bike escape like no other. Enter to win a week-long bike tour in Montana—venturing from Red Lodge to Livingston and back with stops in Big Timber, Columbus and Absarokee—and a full Terry Touring Kit. Just sign up from now until April 12th, 2024 to enter the drawing for your chance to score the summer cycling getaway of a lifetime and the perfect kit to go with it.
One Lucky Winner Will Win:
- One entry to Montana Tour‘s fully supported, camp-based bike tour June 22-28, 2024*
- Terry Touring Jersey
- Terry Grand Touring Short
- Terry Touring Gel Gloves
- Terry Mistral Bike Jacket

The fine print: Prize package does not include travel or lodging to or from the event.
All About The Tour: June 22-28th

Established in 2020 by Terry Ambassador, Jennifer Drinkwalter, Montana Tour is a nonprofit located in Red Lodge, MT dedicated to providing support and infrastructure to non-motorized travelers, whether they be tourists or longtime locals. Jennifer and her team strive to produce events for more than just the advanced rider and prioritize inclusivity, affordability, community building and good, clean—okay, probably a little gritty—fun. They focus on event experience and work diligently to create spaces and opportunities where female cyclists, especially newcomers, can get involved. Their female leadership team and crew provide amazing ride support and a truly welcoming environment, and as a result, ladies consistently make up 45% of participants across their events.

Their premier event and namesake, the Montana Tour, is a fully supported, week-long, camp-based tour that begins in beautiful Red Lodge, nestled in Montana’s magnificent Beartooth Mountains, and forays through Columbus, Big Timber, Livingston and Absarokee over the course of a 6-day journey.

Riders can expect up to 21K feet of climbing and 370 miles of cycling fun overall. The Tour also includes the option to opt out of riding day four and enjoy a day of layover fishing and relaxing in the Yellowstone River while in Livingston. All routes blend a perfect brew of gravel roads, amazing vistas and paved roads. To enjoy all these mixed surfaces have to offer, a gravel bike or road bike with a minimum tire width of 35mm is recommended.
The Tour Includes:
- Support from town-to-town: baggage haul, gear drop and shuttle access
- 3 full meals a day and route support catered by Yellowstone Kelly’s.
- Bike tour route support will be placed as close to every 15 to 20 miles as possible
- Shower truck at campsites
- Mechanic support en route and in the evening
- Rest stops with port-a-potties, snacks, electrolytes and water
- Professional Emergency Medical Response on the route
- Rider gifts and sponsor swag from brands you love, like Terry Bicycles
Additional Information:
- Montana Tour 2024 Ride Guide
- Learn more about daily routes and click through maps, here.
- Montana Tour’s FAQs
- This is a camp-based bike tour and that is definitely where a lot of the fun happens. If you’d like to enter to win, but prefer not to camp, the tour will go through towns with hotels or a shuttle to them. See optional hotels in Accommodations. Please note, that these accomodations would be the sole responsibility of the Giveaway Winner and would not be provided by Terry Bikes or Montana Tours as part of the prize package.
“Fantastic mountain scenery, excellent routes and friendly, first-class ride support. If this is your idea of a cycling adventure, I highly recommend the Montana Tour. Cycling in Big Sky country was equally challenging, fun, and memorable. I give the Montana Tour 5 out of 5 chainrings.”
– Aimee Imo, 3-year Montana Tour Participant.
All About The Kit:

Terry Touring Jersey

Designed for those who travel with their bikes, the Touring Jersey was built for multi-day riding, gravel riding, event riding and big days in the saddle. First, it has a relaxed fit and is made of a combination of sun protective, wicking polyester jacquard and strategically placed mesh inserts in key sweat zones. Touring-specific features include lots of usable pockets: 3 open rear pockets, side zip security pocket. Thoughtfully designed with all-day comfort in mind, it has a low profile collar and laser-cut sleeves.
Terry Grand Touring Short

We made the Grand Touring Short for serious riders who spend a lot of time in the saddle, go on tours, like gravel or simply want the best. Filled with features like strategically placed touring pockets and a more padded chamois, it’s also made of Polartec’s tri-blended Powerstretch fabric which dries super quickly, fits beautifully and provides the ideal level of compression. Designed for all-day comfort, the waistband is elastic free and bonded to reduce seaming against your front waist. The leg bands, too, are designed without a high degree of restriction, instead using stitchless hypoallergenic gripper tape on the inside of the leg hem to keep things gently in place for the long haul. 8.5 inch inseam.
Terry Mistral Bike Jacket

Weightless, translucent and completely wind protective, our first-ever shell jacket packs into its own rear zip pocket which can then be stowed compactly in your jersey pocket. The Mistral is detailed to ride with a hem drawcord, reflective front zipper, rear shoulder stretch panels and reflective taping at rear. Semi-fitted.
Terry Touring Gel Gloves

We developed this all-day glove with the best of everything, starting with the fit. The Touring Gel Glove molds to the hand by virtue of the stretch microfiber on back of hand, wrapping sidehand panel and zonal gel palm pad placement. The wrist fit is key as it comes in contact with many nerves that require a gentle touch, so we’ve loaded it up with a thin and highly adjustable Velcro closure system. Beyond the fit, we’ve packed these beauties up with palm construction details to give you maximum comfort and dexterity.
Enter To WIN!

Simply sign up using the link below to enter the drawing for your chance to win. One lucky winner will be selected on Friday, April 12th.
Share the contest to earn more chances to win!
I have never been to Montana, but cannot think of a better way to experience its beauty!
Pick me!
i used to live in Montana and would love to bicycle there again.
this is on my bucket list for 85 years old. Practice everyday for the adventure of my life
wow
why is this contest advertized to me but not available in my region? I live in Massachusetts.
We are very sorry to hear that you encountered this issue! Please try entering the contest again. If you are still experiencing difficulties, we recommend trying an alternate web browser to enter the contest.
Sounds like an awesome experience
So exciting!!! I’m an avid biker and have loved Terry clothes and equipment for 30+ years!
My daughter just moved to Montana so this would be PERFECT to go and ride with her:)
Wow, this would be absolutely amazing! Never been out west and it looks so beautiful.
Whoever the lucky winner is, this will be an amazing tour !!!!
Terry products are the best. To win a tour sponsored by the company would be fabulous.