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Del Rio Vineyards is surrounded by gardens and views of the majestic hills surrounding Gold Hill. It is an excellent place to stop after a long ride, where you can relax in the cozy atmosphere of the tasting room, a former 1864 hotel.

The Wimer Bridge, which spans Evans Creek, has a long history. It was built in 1882, replaced in 1927, refurbished in 1962 and again in 1985. The bridge collapsed in 2003, and in 2008, the current bridge was opened, having been constructed following the original truss design. The bridge remains an important landmark listed on the National Register of Historic Places. It is a perfect spot to stop and take some memorable photos.

McKee Bridge, also known as Applegate River Covered Bridge, is a magnificent historic landmark in Oregon. This beautiful bridge was constructed in 1917 and is the second oldest and tallest covered bridge in the state. It was originally built to serve mining and logging traffic until 1956, after which it was converted into a pedestrian-only bridge. In recognition of its historical significance, it was added to the National Register of Historic Places in 1979. Located just off the main road, the bridge is easily accessible and offers stunning views of the Applegate River. There is a day use area with a refreshing swimming hole, making it the perfect spot to cool off on a hot day.

Applegate Lake is a lovely reservoir situated in the Rogue River–Siskiyou National Forest in Oregon, right next to the Californian border. It's known for its clear waters, surrounded by lush forests and scenic mountain landscapes.

When planning a loop ride, be sure to include this section of West Valley Road. The area is bounded by breathtaking natural scenery, with the picturesque Cascade and Siskiyou mountain ranges just a stone's throw away.

The Bear Creek Greenway is a multi-use paved pathway that spans 18 miles, connecting Phoenix, Medford, and Central Point. Along the way, you will find several community parks with restrooms, drinking water, playgrounds, and picnic areas. The path provides easy access to many local restaurants, coffee shops, and bike shops, making it a perfect route for a day out with friends or family.

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.

Jacksonville is a charming and picturesque town that has a rich history dating back to the Gold Rush era. Today, it is renowned for its vibrant cultural and culinary scene, making it one of the coolest small towns in the Pacific Northwest. Here, you can enjoy the summer-long Britt Music & Arts Festival, explore the town's unique and independently owned shops and restaurants, sample some of the region's finest wines, and take advantage of the many hiking and biking trails in the area.