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    Cumberland Trail Connection

    4.6 (29 reviews)
    Open 9:00 am - 6:00 pm
    Updated 1 month ago

    Services - Cumberland Trail Connection

    Bike repair and maintenance

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    Back of the shop hanging with roadies.
    Hayden O.

    This is the bike shop to go to. Being right on the C&O Canal and GAP, they do well by taking in travelers bikes and fixing them on the spot so that riders can keep on going. Ask them anything about what you're looking for in the, city and they will point you in the right direction. The parts selection is incredible and I usually go there before ordering something from a website so that I won't have to wait for shipping. They fix up bikes for trail riders, road riders, around town riders and BMX riders. Upstairs is equally as impressive as a homebrew supply store. The owner is a master brewer and most of the employees are beer connoisseurs. Bikes and Beer, what could be a better combination than that?

    Start line @ The Pointe on Pittsburgh

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    11 months ago

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    7 years ago

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    12 years ago

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    5 years ago

    We rented Trek E-Bikes and were very satisfied. Bikes were great and Cumberland Trail Connection was great too. Thanks Hutch and team!

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    8 years ago

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    9 years ago

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    15 years ago

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    16 years ago

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    7 years ago

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    6 years ago

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    11 years ago

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    14 years ago

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    9 years ago

    Rented a bike for the GAP. Got me set up with bike/helmet/panniers for a very reasonable price. Super helpful on the phone and in person.

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    10 years ago

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    15 years ago

    Great bike shop. The owner Hutch is very personable and helpful. I would highly recommend going here.

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    12 years ago

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    Review Highlights - Cumberland Trail Connection

    Hutch, the owner, was extremely knowledgeable about the area, especially bike routes and bike maintenance.

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    Wheelzup Canal Place - Bikes

    Wheelzup Canal Place

    (4 reviews)

    Wheelzup is a hub for adventure enthusiasts and does amazing things for local community engagement…read more This store has all the best gear and both the locals and the tourists go here for quality shopping. Highly recommend!

    Summary: Incredible service, friendly and knowledgeable staff, and great bikes. I am BEYOND…read moreimpressed at Wheelz Up Travel. Their above and beyond service is absolutely deserving of a 5 star rating. My mom and I decided to ride the GAP from Pittsburgh to Cumberland, parking in Cumberland and shuttling up. From the start we were welcomed into the shop, our pedals(we brought our own) were put onto our bikes for us. The store has a comfortable atmosphere with pretty much everything you could possibly need. We rented gravel bikes and panniers, both in great condition. We were supplied with a pump, flat tire kits, and some other essentials. I definitely recommend calling the location to schedule shuttling services, the website doesn't seem to list all available times. Value was good, about 500$ a person for a 5 day bike rental with paneers + shuttle to Pittsburgh. Parking was very easy to find: just park across the street under the bridge. Now comes the best part: the shuttle. My mom and I were lucky enough to be the only ones shuttling on that trip, and we got the pleasure of riding with a man who's name I believe was Will. He was extremely knowledgeable of the trail, he knew every restaurant and BnB along the way. He was a wealth of knowledge happy to share every sneaky bathroom stop and hidden gems of the trail. He shared information with us I haven't found on any of the websites or books I looked through while planning this trip. Smooth drive in the van and my mom and I were able to get a good nap in. Just a warning for anyone riding the GAP trail right now, the first couple miles are under construction. You have to ride on the busy Pittsburgh roads, plan accordingly!

    Great Allegheny Passage

    Great Allegheny Passage

    (4 reviews)

    A friend and I rode the Great Allegheny Trail from Myersdale, PA down to Cumberland, MD. It was a…read more33 mile ride overall, but we really enjoyed it. Now, neither of us are Lance Armstrong wanna-bes. We're old farts riding plain bikes. From Myersdale, the first 9 miles is uphill, but since it's an old railroad, it's a very gentle uphill slope. The highlight of this part of the trip was riding across the Keystone Viaduct. On our uphill leg, our average speed was 8.0 mph (from my GPS). At the end of the 9 miles uphill, we arrived at the Eastern Continental Divide. From there, it's ALL downhill all the way to Cumberland. We overheard someone else on the trail say that on the downhill side, "you don't need pedals, all you need are brakes." My GPS said our average speed during the downhill leg was 13 mph. There are a few spots along the way you could get on the trail and just do the downhill portion. We saw some families with kids doing the downhill portion, too. As an alternative, you can ride the Western Maryland Scenic Railroad from Cumberland up to Frostburg, then ride your bikes from Frostburg 16 miles back down the hill to Cumberland. Lesson learned: We had planned to stop and have lunch in Frostburg, MD. When we arrived in Frostburg, we found there was a nice rest area for bicyclists along the side of the trail with maps of the town, park benches, bicycle racks, and port-a-potties. Unfortunately, the path goes by at the BOTTOM of the side of the hill that Frostburg is on. In order to go into town for lunch, we would have had to either bike or hike half a mile UP a steep hill. We decided not to do that. We just ate snacks that we had packed in our backpacks and continued onward to Cumberland. The scenery was beautiful. There were three long tunnels to go through. Each tunnel was either short enough it didn't need to be lit up because you could see light from either side, or had installed lighting (the Big Savage Tunnel was really long but well-lit inside). The trail is well marked with mile markers along the way so you can tell how far you are from Cumberland, MD. The trail ends right in downtown Cumberland next to the Western Maryland Scenic Railroad train station and right where the C&O Canal Towpath begins. We had a great time and I would love to come back here and do the downhill portion with my kids sometime. I think we might try the Western Maryland Scenic Railroad 1-way trip up to Frostburg then ride our bikes down the hill. Side note: Why do I give it 4 stars instead of 5? Only because I try to reserve my 5 star ratings for restaurants that are truly spectacular, and I don't want to inflate my average grade with a rating for a bike trail. :-)

    Where to start? In a word, Awesome. In more than 1 word... This trail has something for everyone…read more(kids included); walking, running, biking, horseback riding (in most sections), to the history of the industrial revolution, trains, coke and steel. The trail is mostly compact gravel with some compact white sand areas around the Pinkerton tunnel. Urban areas are pretty much concrete or macadam. From McKeesport to Pittsburgh, the trail turns into more of an urban recreational trail with uphill and downhill sections much steeper than a normal rail trail. If you have trouble with hills and are travelling the trail from Pittsburgh to Cumberland you may want to consider starting in Boston, PA. Fellow trail users and the locals in town are all friendly. We started the 150 mile journey in beautiful and historic Cumberland, MD. The 15 mile bike ride to Frostburg is on a slight uphill grade. From Frostburg to the Continental divide seems a bit more of an incline but not impossible, even for the recreational rider, and there's enough scenery to stop and see along this 10 mile stretch to give your legs a break. Don't let your dislike of riding up hills discourage you from not riding this section of the trail. Once you pass the divide, the slight downhill goes on well past Confluence. There's multiple small towns along the way, each offering opportunities for a restroom, re-fill your water bottle, get a bite to eat, get a bike repair and stay over-night. The trail is remote in few sections between towns and you will lose cell service often. Reservations in any of bed & breakfasts along the trail is highly recommended. I've biked about a half dozen trails in the past 3 years and this one is, by far, the best one I've biked to-date. I will bike this one again.

    Cumberland Trail Connection - bikes - Updated May 2026

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