Find hotels in Ashland, OR from NT$660
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Compare 743 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
Our top choices for Ashland hotels

Maple Leaf Motel
Maple Leaf Motel

Crater Lake Gateway - Highway 140
Crater Lake Gateway - Highway 140

Callahan's Mountain Lodge
Callahan's Mountain Lodge

Resort at Eagle Point
Resort at Eagle Point

Timbers INN and Suites
Timbers INN and Suites

Flagship Inn of Ashland
Flagship Inn of Ashland
Great weekend hotel deals in Ashland, OR
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Country Willows Inn and Estate
Where to stay in Ashland
- Historic Railroad District
- Skidmore Academy Historic District
- Historic Downtown District
- Siskiyou-Hargadine Historic District

Historic Railroad District
Step into Ashland's Historic Railroad District where Victorian buildings and artistic energy create a cultural haven. Tree-lined streets lead to the famous Oregon Shakespeare Festival theaters and vibrant art galleries housed in restored 19th-century structures. Cobblestone walkways connect charming plazas adorned with bronze sculptures. The district prioritizes pedestrians with limited vehicle access, making exploration a pleasure. Farm-to-table restaurants occupy converted Victorians while cozy cafes offer perfect pre-theater dining spots. Historic bed & breakfasts provide intimate accommodations with period furnishings, completing this arts-focused neighborhood's authentic appeal.

Skidmore Academy Historic District
Step back in time to Ashland's Skidmore Academy Historic District, where Victorian-era buildings stand as elegant witnesses to the past. Tree-lined streets lead to ornate homes with wraparound porches and bay windows. The historic academy anchors this charming neighborhood, offering a glimpse into 19th-century architectural heritage. This peaceful residential haven sits just steps from the renowned Oregon Shakespeare Festival venues. Theater-goers appreciate the intimate local cafes with seasonal Pacific Northwest cuisine. Visitors can easily explore the district's preserved period homes while enjoying the distinctive atmosphere created by creaking wooden porches and rustling mature trees.

Historic Downtown District
Ashland's Historic Downtown District combines 19th-century charm with world-class theater. The Oregon Shakespeare Festival anchors this walkable neighborhood where Tudor-style theaters stand alongside Victorian storefronts and cobblestone plazas. Art galleries, independent bookshops, and farm-to-table restaurants create a culturally rich atmosphere. Lithia Park borders the district with 93 acres of gardens and walking trails. During festival season, the streets buzz with theatergoers and performers. Most attractions sit within a three-block radius, making exploration easy without a car. Mountain views frame this intimate district where history and performing arts thrive together.

Siskiyou-Hargadine Historic District
The Siskiyou-Hargadine Historic District showcases Ashland's architectural heritage through well-preserved Victorian and Craftsman homes. Tree-canopied streets and manicured gardens create a peaceful residential haven just steps from downtown. Travelers will appreciate the authentic small-town Oregon atmosphere while staying close to cultural attractions. The neighborhood sits within walking distance of the renowned Oregon Shakespeare Festival and Lithia Park. Historic bed and breakfasts offer intimate accommodations in restored Victorian homes with period furnishings. Despite its quiet residential character, downtown's diverse dining scene and artisan shops are just a short stroll away.
Stay near popular Ashland attractions

Oregon Shakespeare Festival
You can make plans for a show at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Mount Ashland Ski Area
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
Learn more about Ashland
Love entertainment, theater, and opera? Get away to Ashland!

Top Ashland Hotel Reviews
More cheap stays in Ashland
More cheap stays in Ashland

Quality Inn & Suites Medford Airport
Hotels in Ashland with star-rating
Hotels in Ashland with star-rating

4 Star Hotels
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Stay near popular Ashland attractions
- Hotels near Oregon Shakespeare Festival
- Hotels near Southern Oregon University
- Hotels near Mount Ashland Ski Area
- Hotels near Lithia Park
- Hotels near Oregon Cabaret Theatre
- Hotels near Howard Prairie Lake
- Hotels near Allen Elizabethan Theatre
- Hotels near Emigrant Lake
- Hotels near Ashland Library
- Hotels near Thomas Theatre
- Hotels near Angus Bowmer Theatre
- Hotels near ScienceWorks Hands-On Museum
- Hotels near North Mountain Park
- Hotels near Tashi Choling Buddhist Center
- Hotels near Hyatt Reservoir
- Hotels near Bull Gap Lower Trailhead
- Hotels near Lithia Artisans Market
- Hotels near Schneider Museum of Art
More Hotel Options in Ashland
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- Historic Hotels in Ashland
- Hotel Wedding Venues in Ashland
- Hotel with a Concierge in Ashland
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- Hotels with a Pool in Ashland
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- Resorts & Hotels with Spas in Ashland
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- Ski Hotels in Ashland
- Winery Hotels in Ashland
Hotels near Ashland Airports
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Explore more hotels
- The Bard's Inn, BW Signature Collection by Best Western
- Lithia Springs Resort
- Timbers INN and Suites
- Cedarwood Inn of Ashland
- Relax Inn At Ashland
- Ashland Motel - Oregon
- Palm Cottages
- Country Willows Inn and Estate
- The Peerless Hotel by WanderLodges
- Ashland Commons Hostel
- Arden Forest Inn
- Abigail’s Bed & Breakfast Inn
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