Careers

Wheelzup Adventures is a mission-driven outdoor hub dedicated to helping people have their best experience outdoors. We combine retail, rentals, shuttles, and guided experiences to support our pillars: Access, Knowledge, and Community.

Current Opportunities

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Current Opportunities

Boat Rental & Outdoor Experience Staff (Seasonal)

Location: Rocky Gap State Park – Lake HabeebSeason: Mid-May – OctoberSchedule: Seasonal, variable hours (weekends & holidays required) Wheelzup Adventures is seeking dependable, energetic Boat Rental & Outdoor Experience Staff to support our operations on Lake...

Shuttle Driver (Seasonal, On-Call)

Location: Cumberland, MDSeason: April – Early NovemberSchedule: On-call / Based on reservation demand Wheelzup Adventures is seeking reliable, flexible seasonal shuttle drivers to transport cyclists and guests along the GAP & C&O Canal Towpath. This role is...

Bike Service Manager

Service Manager – Wheelzup Adventures Bike Service Department Role Overview The Service Manager oversees all aspects of Wheelzup’s bike service operations. This includes managing repairs for GAP and C&O Canal trail riders, servicing local customers’ bikes,...

Shuttle and Rental Coordinator

Job Title: Shuttles and Rental Coordinator – Full Time (Flex) Location: Cumberland, Maryland (Hybrid flexibility available)Reports To: Owner, Wheelzup Adventures About Wheelzup Adventures Wheelzup Adventures is a fast-growing outdoor outfitter based in Cumberland,...

Inventory Specialist

Inventory Specialist – Full Time Location: Cumberland, MDReports To: Owner, Wheelzup AdventuresSchedule: Primarily in-shop, with limited remote flexibility About Wheelzup Adventures Wheelzup Adventures is a growing outdoor outfitter located in the heart of Cumberland,...

Coordinator Logistics and Events

Experiences Coordinator Wheelzup Adventures – Cumberland, MD & Rocky GapFull-Time (March–October) | Part-Time As Needed (November–February) SUMMARY The Experiences Coordinator manages and delivers Wheelzup’s group events, outdoor experiences, and...

Sales Associate-Guide

JOB DESCRIPTION Guide (Sales Associate) Wheelzup Adventures – Cumberland, MDSeasonal Full-Time (March–October) | Ideal for Winter Travelers SUMMARY At Wheelzup, we don’t have “salespeople”—we have Guides. A Guide’s mission is to help people choose the right gear,...

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5 Over 208 Reviews

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Jeff Marr 1 year ago

Wheelzup transferred 4 rental bikes to Pittsburgh for a cycling trip on the GAP trail.
They were wonderful to work with. The bikes were great and they were delivered exactly where we wanted them and were there right on time. Every dealing that we had with the employees and with Mandela, the proprietor was professional, courteous and responsive. We will definitely use their services again!

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Janice Sidun 1 year ago

We decided to rent bikes when we were at the Canal Place location. Luke was awesome! He was very helpful with getting us all set and ready to ride! The resident furbaby was an added plus, she is super cute!

Judy Webber 1 year ago

It was such a pleasure to work with Mandela and his team at Wheelzup. From the first contact they made us comfortable that the bikes we needed for our 5-day C&O adventure would be available, and they would help us with any issues that might come up. And the bikes were awesome!!!! We did get a flat tire (thanks to our path, not the bike), and we had the tools needed to change it in less than10 minutes (spare tube provided!). When we arrived in DC, their shuttle was waiting for us to take the bikes back to Cumberland. We recommend them very highly!

Sue Rudd 1 year ago

It was a fun time! My first time on an e-bike and my instructor gave great advice. They made sure I was on a bike for my size (short people) and that I knew how to use it before leaving. Can't wait to rent again! Thanks.

Dan Helfrich 1 year ago

Felt well cared for by the staff for our overnight rental.

Chas Murray 1 year ago

We chose Wheelzup based on both location and enthusiastic recommendations from a GAP/C&O trail Facebook group. We called in advance to rent an e-bike first thing in the morning. They were friendly and personable, and the bike was ready when we arrived. The e-bike worked great for my wife on a day trip, Cumberland Frostburg.

Sonny Antonelli 1 year ago

Cool store in downtown Cumberland! Check it out.

Stephanie Barnes 1 year ago

Owner, Mandela, was very friendly and quite knowledgeable about cycling and local attractions. HIs investment in the cycling community is exceptional. Highly recommend the shuttle services into Pittsburgh from Cumberland. Enjoyed visiting their shop after completing our GAP ride. Great inventory and friendly staff.

Breena Apgar-Kurtz 1 year ago

Great business. We rented some great gravel bikes for our C&O Canal ride.

Alan Matricardi 1 year ago

Got to about mile 8 and my crank arm started coming off the square tapered BB shaft on my old 1988 touring bike. Limped back down and the staff at wheelzup lent me the tool to torque it back on. While there I decided to rent a nice trek gravel bike for the next day. We had a great ride. Staff was responsive and helpful. Nice shop.