Ashland, OR, USA

Ashland, OR, USA

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Find the best place to stay — Ashland

Where to stay around Ashland, OR?

Our 2018 property listings offer a large selection of 210 vacation rentals near Ashland. From 75 houses to 38 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Ashland for a holiday or a weekend are on HomeAway.

Nature and Shakespeare await in Ashland

Less than a 2-hour drive from Crater Lake National Park, sits the stunning city of Ashland. The area attracts bikers, hikers, and outdoor enthusiasts of all types, thanks to its diverse terrain and impeccable views. Kids can enjoy the local hands-on museum, and parents can relax in the peaceful wine country. Those looking for entertainment are in luck, as Ashland’s Shakespeare theater is one of the most celebrated in the United States. The local art galleries are also a main attraction. With a warm summer and a winter that makes for comfortable skiing, Ashland vacation rentals are great for year-round family fun.

Get in touch with nature in Ashland

The city’s geographic diversity and natural beauty inspire more than a whole vacation’s worth of Ashland outdoor activities. Ashland has a variety of bike trails that range in both difficulty and terrain. For short rides, perfect for the whole family, try out the Tom Pearce Park Trail or the Rouge River Greenway Trail. The area’s topography also lends itself to incredible hiking trails. Follow a mapped route or take a guided tour. If you’re staying at Ashland vacation rentals for a romantic getaway, be sure to schedule a tasting at 1—or a few—of the area’s vineyards.

Experience art and culture in Ashland

Among the many natural wonders of Ashland is the famous Oregon Shakespeare Festival, a renowned theater featuring both the plays of the Bard and other works from approximately February to late October. If you are planning your Ashland vacation for the summer or fall months, you will have the opportunity to watch the Green Show, an open-air, free-of-charge performance. Ashland is also home to many art galleries, including South Oregon University’s Schneider Museum of Art. Kids will love Ashland’s ScienceWorks Hands-On Museum, which helps kids learn and play at the same time.

Ashland’s Pleasant Climate

Contrary to the typical rainy climate we tend to associate with Oregon, an Ashland weather map rarely shows rain. The city’s average number of sunny days is quite comparable to the national number. Winter temperatures generally do not go far below freezing, and the actual city sees little, if any, snow. But don’t worry if you’re looking to ski—the Mt. Ashland Ski Area is high enough up that it gets plenty of snow. Weather in the summer averages in the 60s and 70s, with highs above 80 during July. If you plan to do some hiking, it’s best to book your Ashland vacation rentals for the summer.

The mountains and rivers of Ashland

Skiers and hikers come from all around to visit Mt. Ashland, which has an elevation of 7,533 feet. In general, Ashland elevation measures just below 2,000 feet. While exploring the mountain, you can find the Ashland creek and other streams. Ashland Creek’s waters flow into Bear Creek, which flows into the Rogue River. Travelers can also take a day trip to Crater Lake National Park. Crater Lake, the deepest lake in the United States, impresses with its incredibly clear, blue water.