Tour Packages

A Pleasant Pedal

9 nights, 10 days

Pittsburgh:  The first evening you will lodge at the Courtyard by Marriott/Downtown, Springhill Suites/Southside or the Courtyard by Marriott at the Waterfront…your choice; your experience…dining, shopping and entertainment on your own.

Pittsburgh, PA to West Newton, PA (Pittsburgh 34 miles, Southside 30 miles, Waterfront 25 miles):  A full breakfast will be available for you at your place of lodging…your guide will meet you at a predetermined location; you will move to the Trailhead to tour the “historic pump house” which was the core of the Homestead Steel Works; your guide will pedal with you through the most industrialized portion of the trail to the town of Little Boston…a picnic lunch will be provided…arrive in West Newton to lodge at the Bright Morning B&B; dine on your own at one of the little cafes or pizza shops in town; we recommend the Trailside.

West Newton, PA to Ohiopyle, PA (42 miles):  Start your day early with a hearty breakfast at your Inn; lunch on your own in Connellsville (a brochure will be provided); arrive in Ohiopyle where you will lodge at the Yough Plaza Motel; enjoy dinner at the Falls City Pub.  

Ohiopyle, PA to Meyersdale, PA (42 miles):  Breakfast will be at the Coffee Shop at Yough Plaza;  enjoy lunch  at the Rockwood Mill Shoppes…tonight you will lodge at the exquisite Levi-Deal Mansion in Meyersdale, PA; dinner & wine will be served at the Levi Deal Mansion.

Meyersdale, PA to Cumberland, MD (32 miles):  A gourmet breakfast will be served at your B&B; today enjoy the leisurely downhill coast to our town of Cumberland, MD; today you will dine on your own for lunch…you may choose to pack from a café in Meyersdale or stop in the town of Frostburg (to get in town you need to travel up switchbacks; lock your bike and then walk up a hill).…tonight you will lodge at my B&B – the Inn on Decatur ( dining at my favorite, Ristorante Ottaviani’s.

Cumberland, MD to Little Orleans, MD (42 miles):  Breakfast  will be at my B&B, I will pack for you my “Hit the Trail” lunches; you will start today’s journey on the C&O Canal (a packed dirt trail with some pot holes and roots); tonight you lodge in Little Orleans at an amazing B&B, Town Hill Inn (circa 1916) sitting atop a mountain with a view of three states (MD, WV & PA); the Innkeepers will shuttle you up the mountain where your will enjoy a homestyle gourmet dinner followed by the serenity of this wonderful setting.

Little Orleans, MD to Williamsport, MD (40 miles):  A gourmet breakfast will be prepared by Donna; shuttle back to the towpath…22 miles of the journey can be enjoyed on the paved Western Maryland Rail Trail; stop in the town of Hancock for lunch at Weaver’s, since it’s part of your package we highly recommend the pie; tonight you will travel to Williamsport; keeping it simple and lodging at The Red Roof Inn; dinner tonight is on your own (we suggest Tony’s Pizzeria).

Williamsport, MD to Shepherdstown, WV (28 miles):  Start your day with breakfast on your own at the Waffle house, lunch on your own…we suggest packing a lunch from Sheetz (convenience store) or the Desert Rose Cafe before you go…tonight you will lodge in the town of Shepherdstown at the World Class Bavarian Inn; this evening you will dine on your own in the town of Shepherdstown, I can make plenty of suggestions – we also suggest a visit to Antietam Battlefield (pedal, walk or I can hire a guide for you).

Shepherdstown, WV to Leesburg, VA (37 miles):  Breakfast at your place of lodging; just 12 trail miles from Shepherdstown, Harper’s Ferry awaits you; the place of John Brown’s Raid; you may want to consider a visit; today’s lunch will be at Beans In The Belfry in the railroad town of Brunswick; at White’s Ferry, take the last remaining ferry across the Potomac River (at one time there where 100’s of ferries); this night you will lodge at the Best Western or Comfort Inn; dinner will be at The Blue Ridge Grill.

Leesburg to Washington (35 miles):  Breakfast at your place of lodging…on to DC; at Great Falls you can experience a Canal Boat ride pulled by mules; there is also a concession stand at Great Falls where you can grab lunch on your own.

This package includes:

9 nights lodging, 8 breakfasts, 5 lunches, 5 dinners

(Includes taxes and gratuities)
Meal plan includes entrée, beverage, appetizer and dessert (libations not included)

Transportation services priced separately

Please call for pricing


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