The best MTB trails in Jackson County

This small street is named after Guanajuato in Central Mexico. Ashland and Guanajuato have had a Sister City & Sister University relationship for over 50 years. Each year, students from each city go on a cultural & educational exchange, as both cities are known for their artistic nature and universities. The street itself is tucked between Ashland Creek and the Downtown commercial district. Numerous restaurants offer outdoor seating by the creek.

This pond greets you shortly after entering Lithia Park, and it is always a good place to meet and have a chat on one of the benches. In the fall, it really comes in to its own as the changing leaves add beautiful colors to the serene setting.

Lithia Park is a 100-acre oasis in downtown Ashland featuring emerald lawns, a swimming reservoir, picnic areas, playgrounds, and more. With plenty of trees for shade, tranquil ponds, and water fountains, it's the perfect spot to relax after a long bike ride, which are not permitted within the Park, so you'll need to lock it up before you head in. The Ashland Creek flows through the Park, adding to its natural beauty.

This beautiful district in Ashland is rich in history and filled with exceptional galleries, restaurants, and shops. As you ride along this stretch, you may be tempted to take photos of the beautiful buildings along the way or stop at a local bakery for a fresh loaf of bread to take with you for a picnic.

Jabberwocky Trail, part of the White Rabbit Trail System, is a smooth and easy single track path that is perfect for a leisurely bike ride. The trail is surrounded by breathtaking scenery, including towering trees and vibrant wildflowers such as lupine and Mariposa lily. It is a great way to escape the hustle and bustle of everyday life and spend some quality time with nature.

Ashland Loop Road, also known as Forest Service Road 2060 is a 25 mile loop that climbs above and around the Reeder Reservoir. You will top out at 5,000 feet after 10 miles of climbing, then it's all downhill back to your vehicle. The surface is smooth and sandy, which makes for a great ride even in wet weather.

The name Oregon Shakespeare Festival can be a bit confusing as it is a repertory theatre that stages hundreds of performances between May & December, not just a handful over a week or two. While Ashland is known for its University, stunning mountain setting, and budding wine industry the Shakespeare Festival is without a doubt its most famous attraction.

This beautiful district in Ashland is rich in history and filled with exceptional galleries, restaurants and shops. As you ride along this stretch, you may be tempted to take photos of the beautiful buildings along the way or stop at a local bakery for a fresh loaf of bread to take with you for a picnic.