A Group Travel Guide to Medford, Oregon's Best Destinations

Crater Lake National Park

No trip to Southern Oregon is complete without witnessing the deep, sapphire-blue waters of Crater Lake National Park. Located approximately an hour and a half northeast of Medford via Route 62, this natural wonder is the deepest lake in the United States and offers breathtaking views that must be seen to be believed. For large groups, a charter bus is the absolute best way to experience the park. The drive up to the rim can be winding and steep, which can be stressful for drivers unfamiliar with mountain roads. When you book with Charter Bus Rental Company Medford, your driver handles the switchbacks while your group enjoys the stunning scenery of the Rogue River-Siskiyou National Forest through large bay windows.

Once you arrive at the Rim Village (Rim Village, Crater Lake, OR 97604), your bus can drop your group right near the visitor center and the Sinnott Memorial Overlook. You won't have to worry about finding multiple parking spaces in the often-crowded lots during peak summer months. Your group can spend the day hiking the Garfield Peak Trail, taking a boat tour to Wizard Island, or simply marveling at the Phantom Ship rock formation. For multi-day trips, we can transport your group to and from the historic Crater Lake Lodge or nearby campgrounds. With ample undercarriage storage, our buses have plenty of room for hiking boots, trekking poles, coolers, and cameras.

Harry & David Country Village

Medford is famous for its pears, specifically the Royal Riviera Pear, and the epicenter of this agricultural heritage is the Harry & David Country Village. Located at 1314 Center Dr, Medford, OR 97501, this flagship store is a paradise for foodies and a fantastic stop for tour groups. It is more than just a grocery store; it is a destination where you can sample gourmet treats, shop for premium gift baskets, and even take a tour of the packing facility to see how their famous fruit is processed and shipped worldwide. It is an ideal stop for corporate groups looking for holiday gifts or senior tour groups interested in local commerce and history.

Parking a fleet of cars at a popular retail destination can be a nightmare, especially during the holiday season. With a charter bus rental, your driver can drop your group off right at the front entrance for a VIP shopping experience. Your passengers can shop to their hearts' content without worrying about carrying heavy bags long distances back to a car. Our buses offer spacious overhead bins and storage bays, so there is plenty of room to stow cases of Moose Munch, boxes of pears, and bottles of local wine. After shopping, your group can hop back on the climate-controlled bus to head to lunch or the next attraction without skipping a beat.

Rogue Valley Wine Country: 2Hawk Vineyard & Winery

The Rogue Valley has emerged as a premier wine destination, boasting a climate that is perfect for growing a wide variety of grapes, from Tempranillo to Viognier. Visiting the wineries in the region is a popular activity for bachelor/bachelorette parties, wedding guests, and corporate team-building retreats. One of the standout venues is 2Hawk Vineyard & Winery, located at 2335 N Phoenix Rd, Medford, OR 97504. The winery features a beautiful tasting room with views of the vineyard and Roxy Ann Peak, making it a picturesque spot for a group gathering. However, organizing a wine tour requires responsible transportation.

Charter Bus Rental Company Medford is your designated driver. Renting a minibus or charter bus for a wine tour ensures that everyone in your group can participate in tastings safely and responsibly. We can build a custom itinerary that starts at 2Hawk and continues to other renowned estates in the area, such as DANCIN Vineyards or EdenVale Winery. Our buses can be equipped with WiFi and an AUX connection, so you can play your own music and keep the party atmosphere going between stops. You won't have to worry about navigating rural roads or coordinating ride-shares; we handle the logistics so you can focus on the Pinot Noir.

Prescott Park and Roxy Ann Peak

For groups that love the outdoors but want to stay close to the city limits, Prescott Park is the perfect destination. Encompassing 1,740 acres on the slopes of Roxy Ann Peak, the park offers miles of hiking and mountain biking trails with sweeping views of the Rogue Valley, Mount Shasta, and Mount McLoughlin. The main trailhead is located at 3030 Roxy Ann Rd, Medford, OR 97504. It is a fantastic option for school field trips focused on geology and biology, as well as athletic clubs and scout troops looking for a challenge.

Accessing the upper reaches of the park can be difficult with multiple vehicles, as parking at the trailheads is limited. A charter bus rental allows you to transport your entire group to the park entrance together. If you are planning a one-way hike or a traverse of the mountain, your bus driver can drop you off at one trailhead and meet you at another, saving you the hassle of shuttling cars back and forth. With plenty of storage space, our buses can easily accommodate backpacks, trekking poles, and picnic supplies for a lunch at one of the park’s scenic overlooks. After a vigorous hike, your group will appreciate relaxing in air-conditioned comfort for the ride back to town.

The Craterian Theater at The Collier Center

If your group is interested in the performing arts, The Craterian Theater at The Collier Center for the Performing Arts is the cultural heartbeat of downtown Medford. Located at 23 S Central Ave, Medford, OR 97501, this intimate 732-seat theater hosts a wide variety of performances, including Broadway musicals, concerts, ballets, and comedy shows. It is a frequent destination for school groups, senior communities, and corporate outings looking for a sophisticated evening of entertainment.

Downtown Medford can be busy, particularly on show nights, and finding parking for multiple vehicles can be a challenge that makes attendees late for the curtain call. When you book a charter bus with Charter Bus Rental Company Medford, we provide seamless door-to-door service. Your driver can drop your group off right in front of the theater on Central Avenue, allowing guests to enter the lobby immediately without walking blocks in the rain or cold. While you enjoy the show, your driver will handle parking the bus off-site and will be waiting to pick you up the moment the performance ends. It adds a touch of class and convenience that elevates the entire theater-going experience.

U.S. Cellular Community Park

Medford is a major hub for youth and amateur sports in the Pacific Northwest, largely thanks to the massive U.S. Cellular Community Park. Located at 300 Lowry Ln, Medford, OR 97504, this state-of-the-art complex features multiple softball fields, baseball fields, and soccer/football fields, all equipped with synthetic turf and lighting. It hosts huge tournaments year-round, drawing teams from California, Washington, and beyond. If you are a coach or team manager, you know that keeping a team organized during an away tournament is half the battle.

Renting a full-size charter bus for your sports team is the most efficient way to travel. Instead of separating players into parents' cars or minivans, the whole team travels together, building camaraderie and allowing coaches to discuss strategy en route. Our 56-passenger motorcoaches have massive undercarriage luggage bays perfect for storing equipment bags, bats, balls, coolers, and uniforms, keeping the main cabin clutter-free. The reclining seats give athletes plenty of room to stretch out and rest between games, and the onboard climate control provides a welcome respite from the summer heat. We can shuttle your team from the hotel to the fields and out to team dinners, ensuring you stick to your schedule perfectly.

Historic Jacksonville

Just five miles west of Medford lies the charming, historic town of Jacksonville, a National Historic Landmark district that feels like stepping back in time to the Gold Rush era. With its preserved brick buildings, boutique shops, and fine dining, it is a wonderful day-trip destination for tour groups. Jacksonville is also home to the famous Britt Music & Arts Festival, an outdoor summer concert series that attracts big-name artists. The town center is located around 110 N Oregon St, Jacksonville, OR 97530.

Parking in historic Jacksonville is notoriously tight, with narrow streets and limited public lots. This is especially true during Britt Festival concerts or the Victorian Christmas celebrations. A charter bus rental eliminates the parking stress entirely. We can drop your group off in the center of town for shopping and sightseeing, or right at the base of the Britt Pavilion for a concert. If you are attending a festival, your group won't have to hike up the hill from overflow parking; we will get you as close as possible. A minibus is a particularly good option for navigating the quaint streets of Jacksonville while keeping your group together for a memorable day of history and culture.

The Oregon Shakespeare Festival (Ashland)

While technically in the neighboring city of Ashland, the Oregon Shakespeare Festival is a massive draw for groups staying in Medford, as Medford offers more hotel capacity and affordable lodging options. Located at 15 S Pioneer St, Ashland, OR 97520, roughly 13 miles south of Medford via I-5, this world-renowned repertory theatre runs from February through October and offers classic Shakespearean plays alongside modern premieres. It is a staple for high school English classes, university theater departments, and tour groups.

Charter Bus Rental Company Medford frequently provides shuttle service between Medford hotels and the theaters in Ashland. Traveling by charter bus is safer and more convenient than driving personal vehicles, especially for late-night returns after an evening performance. For school groups, the bus provides a controlled environment for headcounts and supervision. Your driver can drop the group near Lithia Park for a pre-show picnic before heading to the theater. With onboard WiFi, students can even finish up assignments or research the play they are about to see during the short drive down the valley.

Book Your Medford Group Trip Today

Whether you are exploring the natural majesty of Crater Lake or enjoying a night out at the theater, Charter Bus Rental Company Medford is here to ensure your journey is as enjoyable as the destination. We take the stress out of group travel by providing drivers, modern vehicles, and 24/7 customer support. Our team is dedicated to finding the perfect bus for your specific needs, whether that is a compact minibus for a wine tour or a fleet of motorcoaches for a city-wide convention.

Don't let transportation logistics overshadow your event. Let us handle the traffic, parking, and timing so you can focus on making memories with your group. We are ready to help you plan your itinerary and get you on the road. Call Charter Bus Rental Company Medford today at 541-243-7911 for a free, no-obligation quote. Our reservation specialists are standing by 24/7/365 to assist you!