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The Grand Tour of Gravel


5 days, 4 nights, 350 miles

Gravel adventure through

the heart of the Cascades

Trip Planning Guide

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Embarking on the adventure that is the Oregon Trail Gravel Grinder can take some logistics planning. Details on getting here, staying and playing in the Bend area, and getting to the race start are outlined below but feel free to email us with any questions you have.  Once you're on the trail, we'll take care of everything else.


Ship your bike with our partner Bike Flights. They've made it easy for you to get your bike to our shop partner, Sagebrush Cycles.  

Arrange your shipping from the Bike Flights page here.

Add the Bike Build Service to your registration and Sagebrush Cycles will build and tune up your bike before your ride.  You can bring the bike back to them and they'll break it down and repack it, shipping it home to you with your pre-paid label. **Bikes must be received by June 12th for a standard build.  Bikes received after that point will be charged an additional rush build charge. 


Lodging Partner

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Hotel Peppertree Bend is a great choice because it’s near Packet Pick-Up, it’s the Sisters Shuttle Pick-Up & Drop-Off location and they offer complimentary storage of bike boxes and luggage for the duration of the Oregon Trail Gravel Grinder.

20 % off Host Hotel- Hotel Peppertree Bend

Hotel Peppertree Bend is also the packet pickup location so book a room to make your day before even easier!

Redmond Airport (RDM) is 20 minutes from Bend, where Packet Pick-Up at Sagebrush Cycles is located.  

Portland International Airport is a much larger airport with more flights but is 3-hour drive to Bend.  

An airport shuttle from the Redmond Airport to Bend is not being offered this year because Uber or Lyft are the easiest and best option.


Visit Bend has a comprehensive and interactive map showing you where lodging accommodations are in relation to the summer activities you plan to do on your visit to Bend.

Where to Play

Outdoor Recration- Bend is known as the outdoor playground of the West, meaning there’s no shortage of outdoor recreation options for all ages. From hiking and biking the endless miles of trails near town, to floating the Deschutes River, to rock climbing at Smith Rock State Park, you’re sure to find something to get your adrenaline pumping.

Around Town

Dining & Shopping- Once you’re done exploring the wilderness surrounding Bend, head into town for an evening of shopping and dining. Downtown Bend has a large number of shops and restaurants to appeal to everyone’s taste. Definitely worth an afternoon to come and explore all that the city has to offer. Those looking to do a little shopping can find a number of great stores at the Old Mill District, as well as movies, live music, restaurants, and more.

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