Event Transportation Services in Pittsfield

When you choose Pittsfield Charter Bus, you’re choosing experience, expertise, and exceptional customer service. We’ve helped countless groups organize transportation for events of all sizes—from small family gatherings to large-scale festivals—and we know what it takes to get the job done right. Our fleet includes vehicles of every size and configuration, so you can easily find the perfect option for your group. Need something compact and affordable? Book a minibus that seats 18–35 passengers. Traveling with a large crowd? Upgrade to a full-size charter bus with room for up to 56 people. We even offer sprinter vans and party buses for smaller groups or special occasions.

No matter which vehicle you choose, you’ll enjoy comfortable seating, powerful A/C, onboard WiFi, and plenty of storage space for luggage or equipment. And because we operate 24/7, you can schedule pickups and drop-offs at any time that suits your itinerary. Last but not least, we back every reservation with around-the-clock support from our dedicated dispatch team. If you have questions, concerns, or last-minute changes, help is always just a phone call away.

Hosting a private event in Pittsfield? Make transportation the easiest part of your planning process by booking a shuttle service with Pittsfield Charter Bus! We provide custom bus rentals for birthday parties, anniversary dinners, engagement celebrations, baby showers, retirement send-offs, and more. Whether you’re gathering at a local restaurant, renting a hall, or throwing a backyard bash, we’ll make sure every guest has a convenient way to get there. Out-of-town relatives flying into Albany International Airport? Out-of-town guests staying at local hotels like Hotel on North or Hilton Garden Inn Lenox/Pittsfield? Out-of-town attendees arriving via Amtrak’s Lake Shore Limited? Out-of-town visitors lodging at nearby inns such as the Yankee Inn, Berkshire Plaza Hotel, or Fairfield Inn ∓ Suites by Marriott? Out-of-town friends catching the Peter Pan bus line into the Pittsfield Intermodal Transportation Center? We’ll pick them up and bring them to the venue right on time. With everyone arriving together, you won’t have to delay dinner or cut the cake twice. It’s a simple upgrade that makes your event run smoother from start to finish.

Bringing a group to the iconic Pittsfield Halloween Parade? Book an event shuttle service and turn it into a stress-free outing! This longtime tradition draws big crowds to North Street, making parking a real challenge. But when you rent a bus with Pittsfield Charter Bus, you bypass those headaches completely. We’ll drop your group off close to the parade route and handle all the traffic logistics behind the scenes. Schools, scout troops, and community organizations love using our service to keep everyone together before and after the event. There’s no better way to enjoy one of Pittsfield’s most beloved celebrations than from the comfort of a private shuttle.