Charter Bus RentalinWinslow, ME

Charter Bus Maine arranges private group transportation from Winslow and the Kennebec Valley, including Waterville, Fairfield, Oakland, Benton and Vassalboro. We run our own vehicles and add vetted partner operators when your date or group size calls for it. Every vehicle has GPS tracking and Wi-Fi, and our drivers are background-checked.

Winslow groups most often call us for Winslow High School and youth teams, school trips, employee shuttles, weddings, events at Colby and Thomas College across the river, Portland Jetport, Bangor and Boston Logan transfers, concerts, and ski days at Sugarloaf, Sunday River and Saddleback. Tell us your date, pickup point and group size and we will reply with a quote as quickly as we can. Call +1 (207) 613-1516 or request a free quote.

Popular trips from Maine: Boston, Boston Logan Airport, Gillette Stadium, New York City and Six Flags New England. Overnight and multi-day trips are available. See also our motor coach, mini coach, Sprinter van and party bus rentals.

Choose from our luxurious motor coaches, spacious mini-coaches, versatile sprinter vans, or fun party buses. 

We quote every Winslow trip individually, so you only pay for what your group needs. The price depends on:

• Vehicle size. A Sprinter van and a 55-passenger motor coach are priced very differently.
• Trip length and distance. There is a 3-hour minimum rental, and tolls on non-airport routes are included in the fare.
• Date and season. Colby and Thomas College event weekends, Winslow High School playoff weekends, concert nights and wedding season book up first.
• Overnight stays. Multi-day trips are priced by the day.

To reserve a vehicle we take a 50% deposit in advance. Cancel with one month’s notice and you receive a full refund. For peak dates, ask for your quote as soon as the date is set.

Your Winslow wedding deserves a transportation plan as easy as a walk across the Two Cent Bridge. We coordinate guest shuttles between hotels in Waterville and Winslow and ceremony and reception venues around the Kennebec Valley. Our drivers know US 201, Route 137 and the rural roads, so guests arrive on time.

From Sprinter vans for the bridal party to 55-passenger motor coaches for the full guest list, our fleet is well maintained for your special day. A dedicated shuttle eliminates the stress of limited venue parking and gives every guest a responsible ride.

Share your ceremony and reception addresses and arrival times, and we will plan the pickup loops around them. A 50% deposit holds your date.

Give your team a reliable, private commuter program designed for Winslow’s mills, manufacturers, schools and the hospitals across the river. We design custom loops from Waterville, Fairfield and Oakland that pick up staff from central hubs and deliver them to your site, easing parking at the worksite.

By consolidating staff into a single climate-controlled motor coach, you reduce the number of cars on the road and offer your team a stress-reducing benefit. Our drivers know the US 201 and Route 137 commute, and every vehicle has Wi-Fi.

Sprinter van (8, 12 or 14 passengers): executive travel, bridal parties and small teams.

Mini coach (24, 32 or 38 passengers): wedding guest shuttles, department trips and club outings.

Motor coach (55 passengers): school trips, large teams, ski clubs and full wedding parties. It is the only vehicle with an onboard restroom, which matters on longer drives.

Party bus (12, 21 or 30 passengers): celebrations and nights out.

If you are between sizes, tell us your headcount and route and we will recommend one.

Winslow to Boston: about 3 to 3.5 hours.

Winslow to Boston Logan Airport: about 2 hours 45 minutes to 3 hours; a two-way toll applies at Logan under airport rules.

Winslow to Gillette Stadium: about 4 to 4.5 hours depending on traffic and event day.

Winslow to Six Flags New England.

Winslow to New York City: about 7 to 8 hours, so plan an overnight trip.

Overnight and multi-day trips are available on every route.

Give your next corporate gathering a professional start with a transportation partner that knows Winslow and the Kennebec Valley. Whether you are hosting a board meeting or a company retreat in Winslow or Waterville, our fleet gives your group a quiet, comfortable place to prepare. We offer GPS-tracked vehicles and transfers from Portland Jetport (PWM), Bangor International Airport (BGR) or Boston Logan to your meeting.

Our motor coaches have comfortable seating, climate control and Wi-Fi, so your team can hold briefings or decompress between sessions. A local driver handles US 201 and Route 137, and we coordinate multi-vehicle movements for larger events so every attendee arrives on time.

Get your athletes and supporters to the game together. We run trips for Winslow High School teams, the Black Raiders, and for the district’s youth leagues, with room in the undercarriage bays for team equipment and bags.

Keeping the team in one climate-controlled motor coach means players and coaches arrive together, and it saves the headache of fragmented parent carpools at away venues. Tell us the venue, the departure time and your headcount and we will plan the trip around them.

Simplify your group’s airport trip with one vehicle instead of several rides. We run groups from Winslow to Portland Jetport (PWM), Bangor International Airport (BGR) and Boston Logan, with room for heavy luggage and gear, so no one needs a rental car or multiple rideshares.

We track flights in real time so a delay or early landing does not leave your group waiting. Logan is about 2 hours 45 minutes to 3 hours away, and a two-way toll applies there under airport rules; see our Boston Logan Airport page for details.

Our charter fleet is a comfortable, climate-controlled alternative to traditional school buses for Winslow Public Schools and Kennebec County schools, ideal for trips to Fort Halifax, the Two Cent Bridge (a walking-only crossing to Waterville) and the Winslow Community Trails. Sites keep seasonal hours, so ask before you book. Every driver in our network undergoes background checks to meet the highest standards for students, teachers and chaperones.

With comfortable seating and, on our 55-passenger motor coach, an onboard restroom, teachers can keep their lesson plans on track on the way to history programs and nature walks. Our vehicles have GPS tracking, and we coordinate departures around your bell schedule.

Skip the parking hunt. Fort Halifax Days brings re-enactors, music and a cannon firing to the park each year, and the Hafli fills the Winslow VFW with Lebanese food, music and dancing every fall. We also run group shuttles to concerts at the Waterville Opera House and the Maine Savings Amphitheater in Bangor, so your party arrives together and heads home together, with a driver waiting at a pre-arranged spot.

Tell us the event and your headcount and we will plan the timing.

Head for the mountains without the winter driving. We run safe, climate-controlled trips for ski clubs, school snow programs and families from Winslow to Sugarloaf, Sunday River and Saddleback.

Our drivers are experienced on the winter roads along US 201, Route 27 and Route 4, and our fleet is maintained for winter driving. Each motor coach has secure undercarriage bays for skis, snowboards and bulky winter gear, so your whole group travels together. Skip the multi-car caravan on snowy roads and the hunt for base-lodge parking.