Day 1: Pittsburgh to Ohiopyle (69 miles)
- Departure Town: Homestead, PA - Marriott Courtyard
- Depart Marriott as a group traveling to McKeesport, PA
- First rest stop at the Boston Trail Head
- Lunch in West Newton at Trailside Cafe
- Rest stop in Connellsville Park.
- Arrive in at Ohiopyle check in Yough Motel
- Group Dinner Ohiopyle House Cafe
- Daily Miles Biked: 69
- Total Trip Miles Biked: 69
- Day 1 Trip Details
Day 2: Ohiopyle to Cumberland (73 miles)
- Breakfest and Group Picture at the Falls in Ohiopyle PA
- First Rest Stop at Rockwood, PA
- Lunch at GI Day Room in Meyersdale, PA
- Continental Divide Crossing & Big Savage Tunnel
- 25 mile descent into Cumberland
- Check in Fairfield Inn Cumberland (four day riders) or Holiday Inn (two day riders)
- Happy Hour at Crabby Pig on the trail in Cumberland
- Daily Miles Biked: 73
- Total Trip Miles Biked: 142
- Day 2 Trip Details
Day 3: Cumberland to Hagerstown (87 miles)
- Departure Cumberland, MD (in waves)
- Rest stop at Paw Paw Tunnel (30 Miles in)
- Lunch in Hancock, MD (60 Miles in)
- Rest stop at Dam #5 (80 Miles in)
- Get off trail at Williamsport. Police escort to Ramada Plaza Hotel in Hagerstown MD (last 4 miles)
- Arrival Town: Hagerstown, MD
- Lodging: The Plaza Hotel - 1718 Underpass Way
- Daily Miles Biked: 90
- Total Trip Miles Biked: 229
- Google Map link from Canal to Plaza Hotel
- Day 3 Trip Details
Group Dinner at Hotel
- Depart hotel and take roads to Antietam (some hills)
- Rest stop at C&O Canal
- Ride tow path to Brunswick, MD for lunch at Railroad Days Festival
- Rest stop at White’s Ferry
- Re-group at Riley’s Lock for escort to Smokey Glen Farm
- Arrival Smokey Glen for Picnic Celebration Gaithersburg, MD
- Daily Miles Biked: 72
- Total Trip Miles Biked: 301
- Google Map link from Waffle House to Canal
- Day 4 Trip Details
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