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GAP Trail Getaway Bike Tour

  • River views
  • waterfalls on the GAP
  • Riding on the GAP
  • Gap Trail
  • trains from GAP railroad
  • waterfalls on the GAP
  • Easter Continental Trail
  • Over brides on the GAP
  • Flowers on the GAP
  • Tunnels on GAP
  • Historic homes on GAP
DURATION
4 Day(s)
DAILY BIKING
30 miles
TRIP DIFFICULTY
1-Easier
STARTING FROM
$1495
SINGLES ADD FROM
$350

Trip Overview

The Great Allegheny Passage (GAP) Trail is on the bucket list of many cyclists for good reason. Now you can ride the full trail with us in just 4 days … and all downhill on a gentle railroad grade! Bike from Cumberland, Maryland, to Pittsburgh, Pennsylvania … enjoying spectacular views and peaceful surroundings. The wide crushed-gravel trail offers views of the Allegheny Mountains and the Casselman, Youghiogheny, and Monongahela rivers. Finish in downtown Pittsburgh at the famous “three rivers” confluence of the Monongahela, Allegheny, and Ohio Rivers.

Start with a shuttle to the Eastern Continental Divide for your initial ride (downhill & south) on the trail to Cumberland, Maryland. On Day 2, shuttle back to the Eastern Continental Divide and spend the next three days riding downhill (north) to the northern terminus of the trail in Pittsburgh. Each day there’s an option to hop in the van and skip part of the day’s ride. The first two days are deep in the Allegheny Mountains, highlighted by the beautiful Ohiopyle State Park. Your final day allows you to see the transition from rural lands through the evolving river corridors of Pittsburgh — with a triumphant finish at the revitalized downtown area … with its famous sports stadiums.

To fully experience the splendor of the entire length of this historic route, you stay in comfortable, but casual inns — some of which are a departure from Discovery’s customary sumptuous accommodations. You enjoy delicious meals, gorgeous scenery and outdoor camaraderie in these lovely locations.

Surfaces for this tour: 16% Paved and 84% Gravel.

Itinerary

From start to finish, check out the route.

DAY 1 - Arrival Day
Distance: 25 miles | Terrain: Easier | Fairfield Inn
The trip begins at 8:00 a.m. at the Hilton Garden Inn - Pittsburgh Airport. Meet your leaders and get ready to depart at 8:30 a.m. for a transfer to the start. Please arrive prepared to ride. Stop for lunch in Frostburg and then head nearby to the Eastern Continental Divide. Cycling south on the GAP Trail, pass through the Big Savage tunnel, then cross the Mason-Dixon line and enter Maryland. The next 20 miles into Cumberland is the steepest grade on the GAP trail, so enjoy the downhill ride! Your hotel for the night is just a couple of hundred feet from the southern end of the GAP Trail. Enjoy dinner nearby together!
DAY 2 - Allegheny woods and rivers
Distance: 29 or 47 miles | Terrain: Easier | Ohiopyle Suites
Today’s ride starts with a 30-minute shuttle back to the Eastern Continental Divide. (Guests choosing a shorter ride start in Rockwood.) On the main route, you cycle across several trestles, including the 1,908’ Salisbury Viaduct. The Casselman River joins the Youghiogheny in the town of Confluence, where the larger and deeper valley takes you away from small towns and into Ohiopyle State Park. This is the area where George Washington fought for the British in the French and Indian War in the 1760s. The plunging waterfalls and soaring ridges remind you of why this was America’s Northwest Frontier in the late 1700s. Take your time along this stretch of trail and enjoy the views of the river far below … before rolling into the town of Ohiopyle, where river rafting vies with bicycling as the main tourist draws. Enjoy dinner at a nearby restaurant followed by a night at the rustic Ohiopyle Suites, just steps from the trail.
DAY 3 - Rapids, rail trails, and rolling rivers.
Distance: 42 miles | Terrain: Easier | Fairfield Inn
This day includes longer miles ... which can be shortened with a lift in the van. Rolling out of Ohiopyle, continue through the State Park and pass across beautiful, historic rail-trail bridges over the Youghiogheny rapids. Enjoy lunch in the first large town since Maryland — Connellsville, PA. The trail and river run right through the historic downtown. From there, rural farm country edges closer to the river and you see occasional small towns until you cycle into historic West Newton.
DAY 4 - Departure Day
Distance: 38 miles | Terrain: Easier
Bike out of farm country by mid-morning and into the suburbs … and cycle through a recovering industrial area along the Youghiogheny River. It joins the Monongahela in McKeesport, and you get to view this majestic, ship-going section of the river. Stop at Mitchell's Fish Market for lunch and then cross the famous Hot Metal Bridge into downtown Pittsburgh — arriving at Point State Park and the end of the GAP Trail. Finish the day with a special visit to Bicycle Heaven, which houses over 4,000 bikes in its collection. Following your visit there, transfer back to the start at the Hilton Garden Inn Pittsburgh Airport by 5 p.m., to say goodbye.

Map

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $750 holds your reservation for most tours. For tours less than 6 days, the deposit is $500.

Start End Cost Availability
May 23, 2025 May 26, 2025 $1495.00 Available! Reserve Reserve
May 27, 2025 May 30, 2025 $1495.00 Available! Reserve Reserve
May 27, 2025 May 30, 2025 $1495.00 Available! Reserve Reserve
Jun 01, 2025 Jun 04, 2025 $1495.00 Available! Reserve Reserve
Jun 01, 2025 Jun 04, 2025 $1495.00 Available! Reserve Reserve
Jun 22, 2025 Jun 25, 2025 $1495.00 Available! Reserve Reserve
Jun 27, 2025 Jun 30, 2025 $1495.00 Available! Reserve Reserve
Sep 05, 2025 Sep 08, 2025 $1495.00 Available! Reserve Reserve
Sep 09, 2025 Sep 12, 2025 $1495.00 Available! Reserve Reserve
Oct 06, 2025 Oct 09, 2025 $1495.00 Available! Reserve Reserve
Oct 10, 2025 Oct 13, 2025 $1495.00 Available! Reserve Reserve

What’s Included

3 nights' lodging, 3 breakfasts, 3 lunches, 3 dinners. Free transfer from Pittsburgh at 8 a.m. on the first day of your tour and return to the starting hotel near Pittsburgh Airport by 5 p.m. on the last day of your tour. We also include detailed maps and itineraries, experienced guides, full van support — plus the use of a bike and helmet. Airfare is not included.

Dates & Pricing

Prices are per person based on double occupancy (2 people in one room). Single supplement for private room is listed at the top of this page. A deposit of $750 holds your reservation for most tours. For tours less than 6 days, the deposit is $500.

Start: May 23, 2025
End: May 26, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: May 27, 2025
End: May 30, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: May 27, 2025
End: May 30, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Jun 01, 2025
End: Jun 04, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Jun 01, 2025
End: Jun 04, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Jun 22, 2025
End: Jun 25, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Jun 27, 2025
End: Jun 30, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Sep 05, 2025
End: Sep 08, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Sep 09, 2025
End: Sep 12, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Oct 06, 2025
End: Oct 09, 2025
Cost: $1495.00
Availability: Available!
Reserve
Start: Oct 10, 2025
End: Oct 13, 2025
Cost: $1495.00
Availability: Available!
Reserve

What’s Included

3 nights' lodging, 3 breakfasts, 3 lunches, 3 dinners. Free transfer from Pittsburgh at 8 a.m. on the first day of your tour and return to the starting hotel near Pittsburgh Airport by 5 p.m. on the last day of your tour. We also include detailed maps and itineraries, experienced guides, full van support — plus the use of a bike and helmet. Airfare is not included.

Inns

Where you stay along the way.

Fairfield Inn
A gem among Cumberland hotels, Fairfield Inn & Suites is perfectly situated near I-68 and just minutes to Frostburg State University, Allegany College, C&O Canal, Downtown Cumberland, Jack Nicholas Signature Golf Course, Cumberland Country Club, CSX Terminal and the Maryland Mountains. Get a great night's rest in one of their comfortable rooms or suites and enjoy many thoughtful free amenities.
Ohiopyle Suites
Located in the heart of Ohiopyle State Park, this 10-unit, five-suite complex provides accommodations that are clean and cozy. Centrally located to other area attractions, the Ohiopyle Suites is the perfect place to escape from everyday stress and hustle and bustle.
Fairfield Inn Belle Vernon
Travel with confidence at Fairfield Inn and Suites by Marriott the NEWEST hotel in Belle Vernon with outstanding service for an easy and comfortable stay-at an exceptional value. The Fairfield Inn & Suites Belle Vernon is always ready to welcome you to their thoughtfully designed guest rooms and suites with plenty of room to work and relax. Free Wi-Fi throughout the hotel will keep you connected during your stay, and our pool and fitness center will help you stay on track. Spread out in our vibrant lobby, with spaces to gather, relax and work.

Gallery

Images from this tour. Click each to see it larger.

River views waterfalls on the GAP Riding on the GAP Gap Trail trains from GAP railroad waterfalls on the GAP Easter Continental Trail Over brides on the GAP Flowers on the GAP Tunnels on GAP Historic homes on GAP