Outbound Collective logo

5 Bucket List Bike Rides

Two wheels can take you to some incredible places.

By: The Outbound Collective + Save to a List

There’s nothing quite like hitting the open road - or trail - on two wheels. We know your go-to hometown spot never gets old, but there’s always new territory waiting to be explored. Get out of your routine - or at least daydream about it - and check out our list of 5 Bucket List Bike Rides. Whether you’re looking for an overnight bikepacking adventure or a destination with plenty of options for your post-ride beer, we’ve got you covered.

1. Snow Biking in Alaska’s Arctic

Photo: Matt and Agnes Hage

This has to be the coolest way to explore Alaska in the winter, if you’re up for a challenge. The BLM maintains a large system of cabins and trails that are plowed and packed making them perfect for fat tire riding. Learn more.

2. Bike Around Crater Lake, Oregon

Photo: Colton Jacobs

Ride around one of Oregon’s most incredible locations and get in a killer workout. At about 40 miles and 5200 ft elevation gain, it’s a doozy, but you’ll be too distracted by the insane views of Crater Lake to care. Learn more.

3. Bike the North Cascades Highway, Washington

Photo: Stephen Matera

The North Cascades Highway is one of the most beautiful roads in the country. You could make this into an epic ride, but there’s a good option for a challenging day ride that won’t absolutely kill you. Learn more.

4. Bike the Gitchi Gami From Gooseberry to Split rock, Minnesota

Photo: Jess Curren

Cruise along the winding, rolling paved trail that borders Lake Superior. There are some good climbs, but lots of rest time and even some foot trails off of the main path if you feel like getting off the bike and exploring. Learn more.

5. Bikes and Brews on Route 151, Virginia

Photo: Christin Healey

If biking through the Alaskan wilderness in the winter sounds a little heavy, then a mellow road bike tour to several of Virginia’s finest breweries might be more your speed. Learn more.

Find awesome cycling routes near you.

Now that you're feeling inspired to ride, check out road cycling and mountain biking adventures near you!

We want to acknowledge and thank the past, present, and future generations of all Native Nations and Indigenous Peoples whose ancestral lands we travel, explore, and play on. Always practice Leave No Trace ethics on your adventures and follow local regulations. Please explore responsibly!

Do you love the outdoors?

Yep, us too. That's why we send you the best local adventures, stories, and expert advice, right to your inbox.


Big Bend Bound: Crafting Your 3-Day Adventure

Erin Newman-Mitchell

Lake Tahoe's trifecta: 3 Days of adventure at Zephyr Cove

Ranz Navarro

The perfect 3-day road trip through Lassen Volcanic National Park & Crater Lake National Park

Gwyneth and Amiana Manser

A 3-day road trip adventure in Western Rocky Mountain National Park

Nallely Bean

Four days hiking and paddling in North Carolina's Piedmont Region

Simone Adams