Chesapeake & Ohio (C&O) Canal

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Overview

Chesapeake & Ohio (C&O) Canal
Cumberland, MD
Sep 26 - Oct 3, 2026
Senior Cycling image
Senior Cycling
$3,360
Deposit: $1,680

About this trip

Cycle 185 miles over six days and through 300 years of American history, drinking in autumn's beauty as you follow the wild and scenic Potomac River along the towpath of the historic C&O Canal. An engineering marvel that was obsolete the day it was completed, this unique route drops 600 feet from mountain valley to tidal bay. Along the way it passes through quaint canal-side towns, canal locks, aqueducts, a tunnel, waterfalls, river gorges and some of the most pivotal places in American such as Harpers Ferry and Antietam battlefield. Finish in historic Georgetown near the center of Washington D.C.

What's included

6 Days of riding

The C&O Canal is not maintained by the National Park Service as a bike path per se, but thousands of people bike it between Washington DC and Cumberland, Maryland every year.

Accommodations

7 nights lodging in 3 & 4 star hotels or inns

Tour Leaders

Experienced and cycling expert tour guides

Meals

16 meals: 7 breakfasts, 3 lunches, 4 dinners

Full support

Van/sag support (mechanical assistance and van ride, if needed)

Luggage Transportation

Post-ride

Post-ride informal gatherings with light snacks light snacks (fruit, cheese, crackers, chips, nuts etc.) and non-alcoholic beverages

What's not included

Transportation

You must make your own travel plans to and from Cumberland, MD

Alcohol with meals

Personal items/services

Gratuities for guides

Travel protection plan

We highly recommend that you purchase trip insurance (not included with tour price) to protect against unexpected emergencies. Please purchase during registration or see Travelinsurance.com

Pre- and post-trip hotel

(If desired)

Bike/E-Bike rental

(if needed)

Day 1 - Saturday

Day 1 - Saturday image

Arrival in Cumberland, MD

Meet in Cumberland, MD for our introductory meeting and dinner. Arrive early and explore this charming and historic town. Stay at the Fairfield Inn right next to Canal Place, where the Great Allegheny Passage (GAP) meets the C&O.

Day 2 - Sunday

Day 2 - Sunday image

First day on C&O Towpath - cycle Town Creek Aqueduct and PawPaw tunnel

Potomac River cutting through the Allegheny Mountains. We stop first at Oldtown, an historic village, cross over the Town Creek Aqueduct and take lunch at the amazing Paw Paw tunnel that cuts over 3,100 feet through solid rock. We end our afternoon in Little Orleans, then shuttle up to the top of the Alleghenies and stay at an historic National Road (U.S. Rt. 40) Inn.

Day 3 - Monday

Day 3 - Monday image

Little Orleans to Williamsport

41.5 miles – Another long day begins with a sumptuous breakfast at the Town Hill B&B and then a shuttle ride from the top of the mountain back down to the trail. Half of the riding today is on the paved Western Maryland Rail Trail, which parallels the towpath. In the town of Hancock is a coffee stop where we'll pick up lunch to be enjoyed further down the trail at Fort Frederick State Park. Our day ends at the quaint canal town of Williamsport with a stay at another B&B, this time located just two blocks off the trail.

Day 4 - Tuesday

Day 4 - Tuesday image

Williamstown to Shepherdstown

23 miles – This is the first of two short cycling days, ending in artsy Shepherdstown, WV. A side-trip along the way is an 8-mile diversion to Sharpsburg and the Antietam National Battlefield site, where you could spend hours. Grab lunch on your own in either Sharpsburg or Shepherdstown. We stay tonight at the luxurious Bavarian Inn Resort & Brewing Company -- featuring a top-floor "infinity pool" dangling 101 feet above the Potomac River's edge!

Day 5 - Wednesday

Day 5 - Wednesday image

Shepherdstown to Harper's Ferry

13 miles – This short day ends in fabled Harpers Ferry where we stay in one of the most historic homes in town, the Lighthorse Inn. Built circa 1770 and restored to provide luxurious accommodations, it features rooms with views of mountain heights and the small town, with the on-site Snallygasters Café and Barn of Harpers Ferry featuring craft beer, live music and more. Lunch and dinner are on your own as you explore this town with its views up and down the valleys of the Potomac and Shenandoah rivers.

Day 6 - Thursday

Day 6 - Thursday image

Harpers Ferry to Edwards Ferry

29 miles – This is another beautiful day of remote but easy riding as we get closer to the finish in Georgetown. We pass the two longest aqueducts on the path, Catoctin and Monocacy, the latter which was the longest on the canal at 516 feet. Lunch halfway at White’s Ferry. Day’s end is at Edward’s Ferry, where we'll load into the van and shuttle to the modern Doubletree by Hilton Gaithersburg, MD for the night.

Day 7 - Friday

Day 7 - Friday image

Final Day -- to Great Falls & Georgetown, stay in Arlington

31 miles – Our final day begins with a shuttle ride back to the trail, where we follow the towpath alongside the two large dams of the Potomac. Snack break is at the amazing Great Falls Park, which we then follow for several miles along the falls of the river. Our endpoint, Mile 0, is in Georgetown, near the heart of Washington D.C. Explore Georgetown and grab lunch where you want, then we'll load into the van and head across the river to our accomodations for the last night of the tour, Wainwright Hall on board historic Fort Myer, adjacent to Arlington National Cemetery and home to the Army's Old Guard.

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1. Cumberland, MD

Cumberland, MD

About your organizer

SC
Senior Cycling
Senior Cycling provides active vacation multi-day bicycling tours, averaging 25-35 miles/day, primarily on Rail-Trails, for folks 50+ in scenic, interesting and fun locations around the United States and Canada

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