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Pursuits with Enterprise

The Cumberland Connection

The epic story of this eastern bike trail dates back to George Washington. Today it’s a destination for cyclists around the world, not just for its scenic views, but for the local communities and fellow cyclists that travelers connect with along the way.

Cumberland Trail Highlights

Explore the must-see stops, sights and stretches of the Great Allegheny Passage and C&O Canal trails.

Rock and Raegan's Story

See Rock and Raegan's story as they discover that sometimes traveling great distances is the best way to come closer together.

More Weekend Adventures

The Great Allegheny Passage and C&O Canal trails are just two of America’s many great long-distance trails. Discover more trails below, and start planning your adventure now.

Katy Trail, Missouri (St. Charles, MO to Jefferson City to Clinton, MO)

108 miles
Enterprise Rent-A-Car in St. Charles, Jefferson City, Clinton, MO

Stretching 237 miles across the state of Missouri, Katy Trail State Park is the nation’s longest rail trail project and part of the National Lewis and Clark Historic Trail. Cyclists can enjoy scenic views of the Missouri River, rolling hills and plenty of local wildlife.

 

Turquoise Trail National Scenic Byway, New Mexico (Santa Fe, NM to Albuquerque, NM)

70 miles
Enterprise Rent-A-Car in Santa Fe, Albuquerque, NM

Ride the Turquoise Trail National Scenic Byway in Santa Fe, New Mexico and experience the historic Old West while taking in the state’s breathtaking natural features. The trail also offers numerous camping and lodging options so you can explore the historic mining towns of Golden, Madrid and Cerrillos.

Point Reyes National Seashore, California (San Francisco to Point Reyes, CA)

80 miles
Enterprise Rent-A-Car in San Francisco (3), Mill Valley, Novato, Petaluma, CA

Travel to the small town of Point Reyes Station and discover winding trails that pass through beach bluffs and open grasslands. Then, explore the many hidden gems this quaint coastal town has to offer including raved-about restaurants, bike shops and coffee bars.

Schuylkill River Trail, Pennsylvania (Valley Forge to Philadelphia, PA)

27 miles
Enterprise Rent-A-Car in Phoenixville, Norristown, Plymouth Meeting, Philadelphia (3) and Pottstown (2), PA

Venture into the City of Brotherly Love and take a leisurely ride along the scenic Schuylkill River, cycling through some of the nation’s most iconic landmarks. Need a break? Take a time out to explore Valley Forge and Independence National Historic Park.

George S. Mickelson Trail, South Dakota (Custer to Edgemont, SD)

109 miles
Enterprise Rent-A-Car in Rapid City (50mins from Custer) and Spearfish (1hr 25min from Edgemont), SD

Ride through prairie lands and rugged canyons as you take on this trail in the heart of South Dakota’s Black Hills. The “Big Mick,” as it’s often nicknamed, also makes it easy for cyclists to take detours to Mount Rushmore and the Crazy Horse Memorial.

Island Line Rail Trail, Vermont (Burlington to Lake Champlain or Colchester to Burlington, VT)

14 miles
Enterprise Rent-A-Car in Burlington, VT, Plattsburgh, NY (20mins from Lake Champlain) and Colchester, CT

With its breathtaking views of both Lake Champlain and the Adirondack Mountains, it’s easy to see why the Island Line is one of New England’s most visited rail trails. Most of the trail is paved and relatively flat, making it perfect for cyclists of all skill levels.

Historic Union Pacific Rail Trail, Utah (Park City to Echo Reservoir, Coalville City, UT)

28 miles
Enterprise Rent-A-Car in Park City, Salt Lake City (45min from Coalville), UT

Discover the beauty of Park City, Utah and cruise down the high-elevation trail that once transported the region’s coal and silver ore during its mining days. The historic trail is also home to an abundance of wildlife including foxes, moose, deer, heron and bald eagles.

Trail of the Coeur d'Alene, Idaho (Wallace to Harrison, ID)

72 miles
Enterprise Rent-A-Car at Coeur d’Alene, ID (midway through trail) and Spokane, WA (37min from Couer d'Alene and 1hr 25min from Harrison)

The Coeur d’Alene spans the Idaho panhandle between Mullan and Plummer and takes cyclists on an unforgettable adventure through the region’s rich Western history. The entire 72-mile trail sits on smooth, paved asphalt and offers wheelchair-accessible sections as well.

Little Traverse Wheelway, Michigan (Charlevoix to Petoskey to Harbor Springs, MI)

24 miles
Enterprise Rent-A-Car in Charlevoix, Petoskey, MI (20min from Harbor Springs)

Paved along the shores of Lake Michigan, the Little Traverse Wheelway not only offers cyclists with spectacular views, but also provides a link between three popular resort towns in northern Michigan; Charlevoix, Petoskey and Harbor Springs.

Little Miami Scenic Trail, Ohio (Newtown to Springfield, OH)

108 miles
Enterprise Rent-A-Car in St. Charles, Jefferson City, Clinton, MO

Stretching 237 miles across the state of Missouri, Katy Trail State Park is the nation’s longest rail trail project and part of the National Lewis and Clark Historic Trail. Cyclists can enjoy scenic views of the Missouri River, rolling hills and plenty of local wildlife.

 

Fred Marquis Pinellas Trail, Florida (St. Petersburg to Tarpon Springs, FL)

44.3 miles
Enterprise Rent-A-Car in St. Petersburg, Tarpon Springs, FL

Take a trip down to St. Petersburg and discover why travelers flock year-round to Florida’s popular Fred Marquis Pinellas Trail. The trail provides cyclists with connections to county parks, coastal towns, and even larger cities like Clearwater and Gulfport.

Virginia Creeper Trail, Virginia (Abingdon to Whitetop, VA)

34 miles
Enterprise Rent-A-Car in Abingdon, Marion (40mins from Whitetop), VA

Elroy-Sparta State Trail, Wisconsin (Elroy to Sparta, WI)

32 miles
Enterprise Rent-A-Car in Tomah, WI (20mins from Sparta)