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Best Places To Stay In Ashland, Oregon

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May 1, 2019

Best Places To Stay In Ashland, Oregon

Nestled in the Rogue Valley of Southern Oregon nearly equidistant to Portland and San Francisco lies the charming town of Ashland. Ranked in the top 10 of “The 100 Best Small Art Towns in America”, Ashland is the cultural hotspot of Southern Oregon and Northern California. Home to award winning art galleries, the world-renowned Oregon Shakespeare Festival, and a thriving culinary scene that rivals some of America’s liveliest cities.

With so much to do while you’re here, we want to make finding the best place to stay as easy as possible. Here are a few of the best places to stay in Ashland, Oregon.

Where To Stay In Ashland Oregon?

Railroad District

Ashland was once a major port of entry into Oregon and the Pacific Northwest with nearly all of that trade traveling by rail into Ashland’s Historic Railroad District. Located within Downtown Ashland just a short stroll from the Plaza and most of Ashland’s dining, shopping, and nightlife, this neighborhood offers all the conveniences to make your stay in Ashland truly memorable.

Ashland Railroad District Vacation Rentals

Downtown Ashland

Whether you’re in town for the Oregon Shakespeare Festival, business, or simply to take in the Rogue Valley’s vibrant culture, Downtown Ashland is a great place to be. The downtown corridor offers a thriving culinary scene, tons of shopping, and easy access to the Oregon Shakespeare Festival theaters and Ashland’s nightlife.

There is a wide selection of accommodation options from quaint B&B’s to luxurious suites and budget-friendly hotels. One of the most iconic landmarks in Ashland is the Ashland Springs Hotel. Built in 1925, this 9-story tower was listed on National Register of Historic Places in 1978.

The Historic Ashland Springs Hotel in Downtown Ashland, Oregon

North Mountain Park

North Mountain Park, which sits right along Bear Creek in the heart of Ashland, encompasses the meaning of nature’s playground. The park is home to a nature center, beautiful Demonstration Gardens, playing fields, a creek to explore, and several acres of wildlife-friendly open space and trails.

North Mountain Park is a short 15-minute walk to downtown making this neighborhood a great jumping off point for your stay in Ashland.

Ashland North Mountain Park Vacation Rentals

South Ashland

The South end of town has more of the small town neighborhood feel that is Ashland’s best-kept secret. Children play in the parks and bike along Ashland’s expansive bike path which zigzags all the way to the Plaza downtown. There are several hotel options to choose from as well as Airbnb’s available.

The Ashland Hills Hotel And Suites is a great option for those looking for comfort and affordability who are okay with being further away from downtown.

Book vacation rentals and furnished monthly rentals in Ashland and Medford with an easy-to-use, Airbnb-like experience.

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