Winn Transportation is an amazing outfit. Top notch owners and drivers. Would highly recommend 👌
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Julie Snyder Avatar
Julie Snyder
Oct 2025

Petersburg Charter Bus

Located at the strategic convergence of Interstate 95, Interstate 85, and Route 460, Petersburg serves as a critical transportation hub for the Commonwealth of Virginia. Known historically as the “Cockade City,” this region is a unique blend of deep-rooted American heritage, modern military logistics, and academic excellence. Whether you are coordinating a massive troop movement from Fort Gregg-Adams, organizing a homecoming celebration for Virginia State University alumni, or planning an educational tour of the Petersburg National Battlefield, the logistics of moving large groups here require precision. Navigating the busy interchanges of the Tri-Cities or the narrow, cobblestone streets of Old Towne can be a nightmare for those relying on personal vehicles or disjointed rideshare apps. You should consider a premier charter bus rental service for your group transportation needs to guarantee cohesion, safety, and operational excellence.

Winn Transportation is able to accommodate groups both big and small with a level of professionalism that has been refined over more than six decades. We possess an extensive, meticulously maintained fleet of charter buses ready to transport your group for short local shuttles or extensive long-distance journeys. From the moment you contact us for a consultation to the final drop-off at your destination, our team is dedicated to ensuring your Petersburg motor coach rental is executed with military-grade precision and the warmth of Southern hospitality.

Why Choose Winn Transportation

We are a well-established charter bus service since 1958 In the transportation industry, longevity is the ultimate proof of reliability and trust. Winn Transportation has been serving the Commonwealth of Virginia since 1958. Founded by George Minor Winn with a commitment to service, we have spent over 65 years navigating the changing landscapes of the region. We are not a fly-by-night broker or a digital algorithm; we are a legacy carrier with deep roots in the community. Our history includes the acquisition of Virginia Tours in 1966, cementing our status as a leader in passenger transport. When you choose us, you are partnering with a company that has weathered economic shifts and industry changes, always emerging stronger and more committed to our clients.

We are locally owned and operated There is a distinct advantage to hiring a carrier that calls Virginia home. Winn Transportation is locally owned and operated, which means our management team and drivers live in the communities we serve. We possess an intimate knowledge of the Petersburg area that out-of-town providers simply cannot match. We know the best routes to avoid congestion on Crater Road, the most accessible drop-off points for the Union Train Station, and the specific security protocols for entering local military installations. Our local presence ensures that we can react quickly to any changes in your itinerary or unexpected road conditions.

We are licensed, insured & bonded Your safety and liability protection are our absolute highest priorities. Winn Transportation is fully licensed by the Department of Transportation (DOT) and strictly adheres to all Federal Motor Carrier Safety Administration (FMCSA) regulations. We carry comprehensive insurance policies that meet or exceed all federal requirements. Furthermore, we hold the distinct honor of being Department of Defense (DoD) approved. This certification is required for transporting military personnel and involves rigorous safety audits and inspections that fewer than 10% of carriers nationwide can pass. For a military-centric city like Petersburg, this credential offers you unmatched peace of mind.

Motor Coach In Petersburg

You can plan a motor coach rental in Petersburg for a wide variety of events. The city’s central location makes it a perfect launching pad for trips to Richmond, Washington D.C., or the North Carolina Research Triangle. We regularly assist with military staff rides, collegiate athletic travel, church pilgrimages, corporate site visits, and historical tours. Contact us today for a complimentary consultation regarding your next Petersburg motor coach rental and let us handle the driving while you focus on the mission.

Winn Transportation Motor Coach Fleet

Winn Transportation has different types of buses and motor coaches to meet your group’s needs specifically. We understand that a battalion of soldiers has different requirements than a bridal party, which is why we offer a versatile fleet ranging from intimate shuttles to full-sized luxury cruisers.

For groups traveling within the immediate Tri-Cities area or requiring shuttle services for special events, we suggest utilizing our Mini-Coaches or Specialty Trolleys. Our vintage-style trolleys are a favorite for weddings in Old Towne, offering a charming aesthetic that complements the historic architecture while providing reliable transport. For corporate groups or airport transfers, our mini-coaches offer climate-controlled comfort and modern amenities without the footprint of a large bus. They are perfect for navigating tighter urban streets while keeping your group together.

Our 56-passenger motor coaches are perfect for groups traveling longer distances or for those who simply desire the highest level of passenger comfort. These motor coaches are built for the long haul, featuring heavy-duty air-ride suspension systems to smooth out the bumps of the road. They are designed to be your “mobile command center,” ensuring that you arrive at your destination rested and ready.

Amenities included on all of our 56-passenger motor coaches typically include:

  • Wi-Fi Connectivity: Keep your group connected and productive.
  • A.M./F.M. Radio & PA System: Essential for tour guides and announcements.
  • Adjustable AC Vents: Individual climate control for every passenger.
  • Individual Reading Lights: Perfect for evening travel or studying.
  • Reclining Seats with Footrests: Designed for maximum relaxation.
  • Window Shades: Reduce glare and allow for napping.
  • Overhead Storage: Ample space for carry-on items.
  • Restroom: A necessity for long-distance travel efficiency.

We also have motor coaches with wheelchair lifts to accommodate groups needing ADA transportation. Other vehicles are available for specific needs. To find a vehicle that will meet your group’s needs, contact us today.

Charter Bus Maintenance & Safety Standards

Winn Transportation takes our customer’s safety and satisfaction seriously. It is the foundation of our business model. Our vehicles are meticulously cleaned inside and out before and after each charter trip, ensuring a sanitary and pleasant environment for every passenger.

Winn Transportation also adheres to all state and federal safety standards. In most cases, we exceed the minimum safety, inspection, and insurance requirements set forth by the FMCSA and DOT. We have a preventative maintenance schedule for each vehicle to ensure peak performance during your trip. Our maintenance team is comprised of skilled technicians who inspect every system, from brakes to air conditioning, to prevent issues before they arise.

All of our drivers meet or exceed minimum licensing and training requirements. We do not train novices; we hire experienced professionals. Our driver training program requires operators to undergo continuous safety education, medical screenings, and background checks. Unlike other charter bus rental companies, every Winn Transportation driver is a uniformed professional dedicated to your safety.

Charter Bus Rental for Group Transportation

Our Petersburg charter bus company works with groups of any size. We can arrange transportation for military movements, group tours, team building, shuttle services, and more.

Military and Government Transport

Given Petersburg’s proximity to Fort Gregg-Adams (formerly Fort Lee), military transport is a core competency of ours. As a DoD-approved carrier, we are authorized to enter military installations and transport service members. We understand the strict timelines and protocols associated with government movements. whether it is a staff ride to a battlefield, a unit transfer, or a shuttle for a military ball, we provide reliable, compliant, and discreet service that leadership can depend on.

Sporting Event Transportation

Petersburg is home to the Virginia State University Trojans. When your collegiate sports team is traveling for an away game, regional tournament, or out-of-town championship, rent a charter bus instead of trying to arrange a chaotic carpool. Charter bus rentals are an easy way to travel that builds team camaraderie. Teammates will have time to bond, strategize, and review game footage before their big game. We have charter rentals for large football squads requiring massive equipment bays, as well as smaller vehicles for tennis or golf teams.

Business and Logistics Outings

The Tri-Cities area is a hub for advanced manufacturing and logistics. Business travel can be difficult to arrange and expensive when reimbursing individual drivers. When you rent a motor coach, you can help your next team-building event or site visit run smoothly. Employees can interact with each other during travel time, turning a commute into a networking opportunity. Everyone reaches the destination at the same time, ensuring your agenda stays on track. You won’t lose precious time waiting for stragglers, and your employees won’t get lost driving on their own.

Wedding Shuttle Services

Winn Transportation has more than just standard buses available for rent. Our charter bus company can shuttle wedding guests from location to location if your wedding has multiple events in various locations. Venues like the Centre Hill Mansion or the Union Train Station are stunning but can be difficult for out-of-town guests to navigate. We transport your guests so they don’t get lost on their way to rehearsals, the ceremony, the reception, their lodging, and more. With prearranged transportation, your guests will be able to have more fun at your wedding, and you can relax knowing everyone has a safe ride home.

Sightseeing and History Tours

You can enjoy a sightseeing or group tour with our charter bus company in Petersburg. The city is a living museum. We facilitate group trips to the Petersburg National Battlefield, the Siege Museum, Blandford Church, and Pamplin Historical Park. Winn Transportation offers large and small group sightseeing day trips, weekend trips, and week-long adventures. Whether you are a historical society exploring the Civil War heritage or a school group on a field trip, our buses offer the perfect vantage point.

Hire Winn Transportation for Charter Bus Rental in Petersburg

Since 1958, Winn Transportation has served the Petersburg community with charter bus rental. We’re a well-established, reputable company that maintains the highest safety and maintenance standards. Customers receive a customized quote for charter bus rental that is transparent and tailored to your specific itinerary. When you travel with us you also get the assurance of working with an industry leader.

Winn Transportation is locally owned and operated. We’re licensed, bonded, and insured. Our staff is knowledgeable, friendly, and ready to help you plan the logistics of your next trip. Contact us today to secure the best transportation in Virginia.