Day 1: Arrive Pittsburgh
- 13:00 Optional shuttle from Cumberland Visitor’s Center
- 17:00 Orientation at Hampton Inn Waterfront
- Lodging: Hampton Inn Waterfront
Arrive in Pittsburgh and do a little sightseeing if time permits. In the evening we’ll meet for orientation and to make group introductions.
Day 2: Bike The ‘Burgh
- 09:00 Bike fitting for those on rentals
- 10:00 Bike the Burg - 25 Miles (40 km)
- Lodging: Hampton Inn Waterfront
In the morning, the team provides bike fitting for those on our rental bikes, and then we jump on the saddle for our first leg of the GAP trail which will take us into the heart of Pittsburgh where we’ll give you a guided tour of this vibrant city. After the tour, you return to the Waterfront for a second night’s stay.
Day 3: Homestead to Connellsville
- Cycling: 52 Miles (84 km)
- Lodging: Comfort Inn
You leave Pittsburgh behind as we set out for our longest day of cycling, heading for the beautiful rural reaches of Pennsylvania, taking us through old-growth forests and following the majestic Youghiogheny River. The trail delights with charming small towns and nostalgic train depots which have been converted into visitor’s centers, cafés, and gift shops. After our lunch stop in W. Newton, you continue on to cool Connellsville nestled on the bank of the beautiful Yough.
Day 4: Connellsville to Ohiopyle
- Cycling: 18 Miles (29 km)
- Lodging: Ohiopyle Suites
Today’s ride is just 18 miles taking us to Ohiopyle State Park. The short ride is intentional so as to allow most of the day for exploration of this amazing area. Options of things to do include river rafting, relaxing on the great swimming beach on the Youghiogheny River, hiking or biking the many trails in the park, or touring one of the two incredible Frank Lloyd Wright Houses - Fallingwater and Kentuck Knob, both only a couple of miles from Ohiopyle. For those wishing to tour either house, we’ll shuttle you from Ohiopyle and pick you up after your tour.
Unfortunately, for 2024, your overnight in Ohiopyle falls on Wednesday when Fallingwater is closed, however, those wishing to visit a Frank Lloyd Wright house will definitely not be disappointed with a visit to Kentuck Knob which is equally amazing!
Day 5: Ohiopyle to Meyersdale
- Cycling: 40.5 miles (65 km)
- Lodging: Morguen Toole Factory Hotel
- 18:00 Pizza social
Today’s ride is all about the scenery, and oh yeah, the Salisbury Viaduct which is over 100’ high and 2,300’ long making for one exciting ride! Our overnight is at the super kitschy and haunted Morguen Toole Factory, where we’ll cheer our last night of the tour with a pizza social.
Day 6: Meyersdale to Cumberland, MD
- Cycling: 32.5 miles (52.3 km)
- 14:00 Optional shuttle return to Pittsburgh
Today, you hit the trail for our last 32 miles which takes you through across the Eastern Continental Divide, the Mason-Dixon Line and the Big Savage Tunnel before delivering us to the outskirts of Maryland, where you enjoy a downhill coast on our way to Cumberland and the end of this great ride!