The Ride Of Your Life To Raise Funds Supporting Our Wounded American Heroes
Day to Day

Day 1: Pittsburgh to Ohiopyle
- Departure Town: Homestead, PA – Marriott Courtyard
- Arrive at Ohiopyle or Confluence
- Group Dinner Ohiopyle/ Confluence
- Miles Biked: 69 / 79
Cuesheet:
Day 1 cuesheet available for download here
Timeline:
Meals:
Breakfast
- Marriott Courtyard in Homestead is Breakfast will be muffins and fruit in the lobby area.
- Hampton Inn will have a Breakfast goodie bag.
- Other options are Starbucks and Panera across the road from the hotel.
Lunch in Connellsville:
- Pizza and delicious Pasta e Fagioli (Italian Bean and Pasta Soup) compliments of the Yough River club
Dinner in Ohiopyle:
Group dinner will be held at 7:30pm across from Falls City Pub.
Other locations for dinner and libations are:
Dinner for Chalk Hill:
Dinner will be delivered to Chalk Hill. Details to follow.
Dinner in Confluence:
Group dinner will be held at 7:30pm at Trinity Lutheran Church.
Interactive Map:
Use the map below to explore the day’s route. Click “View Full Version” below to launch the fully interactive page.
You can also send the GPX/CTX file to your GPS enabled device (e.g. Garmin, Wahoo, etc.) by clicking the “Send to Device” button below.
Day 2: Ohiopyle/Confluence to Cumberland
- Breakfast: See meals section below
- First Rest Stop at Rockwood, PA
- Lunch in Meyersdale, PA. Sandwich shop just below the train station or GI Day Room
- Continental Divide Crossing, Mason Dixon Line, & Big Savage Tunnel
- 25 mile descent into Cumberland
- Check in Fairfield Inn Cumberland or Ramada Inn
- Happy Hour at Crabby Pig on the trail in Cumberland
- Daily Miles Biked: 73.4 / 63.4
Timeline:
Cuesheet:
Day 2 cuesheet available for download here
Meals:
Breakfast in Ohiopyle:
- Falls Market (takeout only and limited menu from our outside walk-up window)
Breakfast in Confluence:
Dinner and libations in Cumberland:
Lots of great choices available for food and libations. Click here for choices on Google Maps. Some suggestions are:
- The Crabby Pig (Ph: 301-724-7422, 0.3 miles, Outdoor seating available)
- Baltimore Street Grill (Ph: 301-724-1711, 0.4 miles, Outdoor seating available)
- City Lights (Ph: 301-722-9800, 0.4 miles, Outdoor seating available)
- Ristorante Ottaviani (Ph: 301-722-0052, 0.5 miles, Outdoor seating available)
- Patrick’s Pub (Ph: 301-722-1007, 1 mile, Outdoor seating available)
- Puccini Restaurant (Ph: 301-777-7822, 3.8 miles, Outdoor seating available)
- Uncle Jack’s Pizzeria & Pub (Ph: 301-724-1110, 0.3 miles)
- Roy Rogers (Ph: 301-777-8299, 0.3 miles)
- Mezzos (Ph: 301-777-7750, 0.3 miles)
- The Manhattan Social (Ph: 240-580-1158, 0.4 miles)
- Coney Island Famous Wieners (Ph: 301-777-0380, 0.5 miles)
- Curtis Famous Wieners (Ph: 301-759-9707, 0.5 miles)
- Jin’s Asian Cuisine (Ph: 301-777-5555, 0.5 miles)
- El Jin Ete (Ph: 301-777-0847, 0.9 miles)
- D’Atris (Ph: 301-724-4899, 1.1 miles)
- Oscar’s Restaurant (Ph: 301-724-7827, 1.6 miles)
Cuesheet:
Day 2 cuesheet available for download here
Interactive Map:
Use the map below to explore the day’s route. Click “View Full Version” below to launch the fully interactive page.
You can also send the GPX/CTX file to your GPS enabled device (e.g. Garmin, Wahoo, etc.) by clicking the “Send to Device” button below.
Day 3: Cumberland to Hagerstown
- 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)
- Exit C&O towpath at Williamsport.
- Road ride to Ramada Plaza Hotel in Hagerstown MD (last 4 miles)
- Arrival Town: Hagerstown, MD
- Lodging: The Plaza Hotel – 1718 Underpass Way
- Daily Miles Biked: 83
- Total Trip Miles Biked: 229
Timeline:
Cuesheet:
Day 3 cuesheet available for download here
Meals:
There are a variety of restaurants to choose from for both breakfast and lunch. Below are some suggestions:
Breakfast in Cumberland:
- Queen City Creamery and Deli (Opens 8am)
- Café Mark (Opens 8am)
- Roy Rogers (Opens 6am)
- Chick-fil-A (Opens 6am)
- McDonald’s (Open 24 hrs)
Lunch in Hancock
Lunch options will be provided upon arriving Hancock.
Dinner in Hagerstown:
- Group dinner available at the Ramada Plaza hotel. *** Click to RSVP (Required) ***
Other options for dinner if you would prefer not to join the group dinner:
- Buffalo Wild Wings (Outdoor seating available)
- BJ’s Brewhouse (Outdoor seating available)
- Mission BBQ (Outdoor seating available)
- Olive Garden
- Primanti Bros
- Outback Steakhouse
- Black Rock Bar and Grill (Outdoor seating available)
- Sardi’s (Outdoor seating available)
- Valley Mall Family Diner (Outdoor seating available)
- Chick-fil-a (Outdoor seating available)
Cuesheet:
Day 3 cuesheet available for download here
Interactive Map:
Use the map below to explore the day’s route. Click “View Full Version” below to launch the fully interactive page.
You can also send the GPX/CTX file to your GPS enabled device (e.g. Garmin, Wahoo, etc.) by clicking the “Send to Device” button below.
… and if you want to add a few extra miles to make day 3 a century
Day 4: Hagerstown to Calleva Farm
We will depart the hotel and follow the roads back to the C&O canal using the same route that was used to get from the C&O canal to the hotel.
Ride Tow Path to Brunswick, MD for lunch.
Ride from Brunswick to Dickerson and then climb the big hill to Calleva Farm
Check-in at Calleva Farm for an end of ride celebration with riders and family from 1:30 PM – 4:30 PM.
Timeline
Cuesheet:
Day 4 cuesheet available for download here
Meals:
Breakfast: Hagerstown, MD
- Valley Mall Family Diner (Opens 7am)
- McDonald’s
- Sheetz
- Waffle House
Lunch: Brunswick, MD
Post Ride at Calleva Farm:
- Lots of great choices for food and libations. Here’s the Calleva Farm Menu
Cuesheet:
Day 4 cuesheet available for download here
Interactive Map:
Use the map below to explore the day’s route. Click “View Full Version” below to launch the fully interactive page.
You can also send the GPX/CTX file to your GPS enabled device (e.g. Garmin, Wahoo, etc.) by clicking the “Send to Device” button below.