FRIDAY HIGHLIGHTS
ARRIVE & WARM UP
Ease into the weekend with our late afternoon, early evening registration and check-in.
“Looking to stretch your legs after checking in on Friday? Hop on our Friday route to tour the town of Shepherdstown. This short route is a great way to check out our wonderful host town and make sure the bike is working well before the weekend of riding begins.”
SATURDAY HIGHLIGHTS
HISTORY, VINES, & VALLEY ROADS
Saturday offers an incredible mix of scenic backroads and rich history, all fully supported with Ride w/ GPS and SAG routes. Highlights include:
- Exploring Shepherdstown, 2026 USA Today Nominee for Best Historic Small Towns in the U.S.
- Visiting Shepherd University’s agricultural innovation center, Tabler Farm
- Riding to Historic Boonsboro, home of author Nora Roberts, several fascinating museums, and the beautiful Antietam Creek Vineyards
- A unique architecture tour through the Sharpsburg Historic District, featuring stone and brick homes in Georgian, Federal, Greek Revival, and Colonial Revival styles
- Post ride reception at Entler Hotel in Shepherdstown with a talk on:
“Innovations in AI and Medicine and What Patients Should Know“
SUNDAY HIGHLIGHTS
HARPERS FERRY & SCENIC RIVERS
We wrap up the weekend with stunning views and iconic landmarks, including:
- Harpers Ferry National Historical Park, where you can take in the confluence views of the Potomac and Shenandoah Rivers.
- Exploring Harpers Ferry Lower Town, packed with preserved 19th-century buildings, the old armory, and the arsenal.
- Riding to Bolivar Heights Battlefield.
“A very special stop at True Treats Historic Candy with a chance to meet Susan Benjamin, the U.S. Candy Historian.”
Unfortunately, there are no camping services being offered this year at HQ. Please see below for places to stay, and places to eat.
Headquarters (HQ)
Included in every registration:
- Our signature bike routes hosted on the RIDE WITH GPS mobile app**
- Hand-picked must-see historic and regional interests
- SAG support
- Fuel up for the ride each day with Pedal Power Provisions*
- Daily Route Rap with Q&A
- Convenient car parking at Shepherd University HQ
- FREE Onsite Yoga Sessions***
- FREE Onsite Meditation Sessions***
- Onsite Massage Services (FEE BASED)***
*** pending confirmation
NEW on Saturday evening, there will be a post-ride celebration, including a catered reception at the Entler Hotel with light appetizers and an “AI and Healthcare and Medicine: What Do Patients Need to Know” talk and discussion!
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- * Breakfast, lunch, dinner not included but rest stop snacks and reception with light appetizers are! We hope you will enjoy sampling the local fare in Jefferson County. Each morning guests will have an opportunity to grab snacks and water to carry on their ride. During riding, guests will be pointed to convenient places to dine and resupply water and food.
- ** Routes hosted on the free version of the mobile app and website, which can also be downloaded onto a Garmin/Wahoo GPS device or Bike Computer. UPGRADE TO PAID BASIC OR PREMIUM ACCOUNT for turn-by-turn voice navigation. FREE 7-DAY TRIAL OF PREMIUM available. See pricing plans for more information.
