The 2026 Pedal Pittsburgh to Frederick (MD, a.k.a. PP2F) is totally supported with daily SAG support, luggage transport, rest stops, hotel reservations, post-ride happy hours, marked courses (bright white arrows), GPS and two SAG vehicles following close by for the 305 miles, over 5 days.
NOTE: For those riders from the Pittsburgh area, we start Monday Morning at 7:30am from Downtown Pitt at the Joinery Hotel. For those that are from the Mid Atlantic, we van you to Pittsburgh on Sunday morning, July 12th, from Frederick, MD.
Here is each day’s mileage, stays, etc.:
• Day 0 (Sunday, July12): Van transportation for bikes and luggage from Frederick MD to Pittsburgh, PA for those who live near Frederick.
• Day 1 (Monday, July 13): We leave from downtown Pittsburgh and take the GAP trail to McKeesport (all paved). Then we pick up the roads from there all the way to Ohiopyle Pa. 72 miles, with rolling hills and one big climb into our overnight. Ohiopyle has some neat restaurants (as do every night’s stays).
• Day 2 (Tuesday, July 14): Ohiopyle to Deep Creek, MD. 61 miles. We go over Mt. Davis (PA's highest point) early this day, before about 15 miles of terrific down hills along perfectly smooth & low traffic roads to Grantsville, MD and lunch, Then it's 25 miles to Deep Creek & our stay on the lake at the 5-star Lake Front Lodge. There is a grass beach there so bring swimming gear.
• Day 3 (Wednesday, July 15): Voted the most scenic & beautiful ride of the week! Deep Creek to Rocky Gap Resort (Near Cumberland MD). 65 miles with the majority downhill as we start at 2400 ft above sea level and wind up 25 miles later in Westernport MD at 500 ft above. Most of it is along the Savage River, which is incredible! Then, after a long but easy 14-mile climb (3% grade) to Frostburg MD, we finish with another 14-mile downhill to Cumberland and then on to Rocky Gap (If you are a golfer, bring your clubs along; some are playing the championship course that day....3:30 pm tee off time). Or just take in a swim or maybe some Blackjack at the Casino!
• Day 4 (Thursday, July 16): 52 miles over five mountains – Martin’s, Polish, Green, Town Hill, & Sideling all the way to Hancock MD for lunch, then 18 miles to our overnight at Clear Spring MD and a quaint dinner at an Italian Restaurant. A FAVORITE Day for hill climbers (5400 feet of climbs with great views and long, safe descents).
• Day 5 (Friday, July 17): Clear Spring to Frederick, MD. 63 miles along some truly picturesque Civil War battlefields and historic sites (Antietam, Harpers Ferry WV, site of the John Brown's attempt to take over the Union's armory.) Literally a masterpiece of Civil War sites! After Harpers Ferry, we lunch at Brunswick MD before our final climb over the Catoctin Mts and down into Frederick MD (The MECCA of Road Cycling with even more historic sites with great restaurants).
• Then, after a one-night stay in Frederick, we van you, your luggage, and your bike back to Pittsburgh on Saturday morning (July 18). ETA back in Pitt at 12:30pm.
Costs are $1300 for Double Occupancy & $1750 for Single Occupancy. We currently have a few spots open. 11 signed up so far; this is a small tour – we can handle 16 (five more people).
For more info call Phil Heffler at 301-693-4503 or use the website contact form.
Also:
--- We will be hosting a 3-day Pitt to Cumberland MD COMBO ride (both the roads & GAP Trail) that will be between September 13th - September 24th. Exact dates to be decided soon. Costs for all @ $950 double occupancy and $1250 single.
--- A 3-day ride at the PA Grand Canyon Pine Creek Rail-Trail with two days seeing the Little League World Series in Williamsport PA. August 2026. No fees for this one, just make your own hotel reservations.
