
Find hotels in Ashland, OR from 1.281.049 ₫
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Our top choices for Ashland hotels




1. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland



2. Stratford Inn
Stratford Inn



3. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG



4. Ashland Springs Hotel
Ashland Springs Hotel



5. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek



6. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites



7. Best Western Windsor Inn
Best Western Windsor Inn



8. Lithia Springs Resort
Lithia Springs Resort



9. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best Western



10. McCall House Boutique Inn
McCall House Boutique Inn



11. Prospero's Flagship Inn
Prospero's Flagship Inn



12. Ashland Commons Hostel
Ashland Commons Hostel



13. Winchester Inn
Winchester Inn



14. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges



15. Timbers INN and Suites
Timbers INN and Suites



16. Palm Cottages
Palm Cottages



17. Baymont by Wyndham
Baymont by Wyndham



18. Callahan's Mountain Lodge
Callahan's Mountain Lodge



19. Country Willows Inn and Estate
Country Willows Inn and Estate



20. Cedarwood Inn of Ashland
Cedarwood Inn of AshlandHoliday Rentals in Ashland




Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodges"Great ~ memorable stay. "




Hanna's House by WanderLodges
Hanna's House by WanderLodges"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"




Grandview of Ashland
Grandview of Ashland"The Grandview house and property far exceeded our expectations. We especially enjoying making meals together in the beautiful kitchen and reminiscing on the deck while taking in the spectacular views. We were fortunate to see lots of wildlife too. We hope to come back next year."




The Mountain Ave House by WanderLodges
The Mountain Ave House by WanderLodges"Lovely space and very comfortable; walkable from downtown "




Savage Upon Siskiyou
Savage Upon Siskiyou"Had an amazing stay, thank you!"




230 4th Street
230 4th Street"Very comfortable and accommodating! Host was so helpful with anything that was needed and the back patio is really beautiful!"




232 4th Street
232 4th Street"Great location! Pet-friendly. Found cooking accessories to make brownies (one of my tools for grading properties)"
Hotels recommended for families in Ashland
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 Railway District where Victorian buildings and artistic energy create a cultural haven. Tree-lined streets lead to the famous Oregon Shakespeare Festival theatres and vibrant art galleries housed in restored 19th-century structures. Cobblestone walkways connect charming plazas adorned with bronze sculptures. The district prioritises pedestrians with limited vehicle access, making exploration a pleasure. Farm-to-table restaurants occupy converted Victorians while cosy cafes offer perfect pre-theater dining spots. Historic bed & breakfasts provide intimate accommodation 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 area, 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 City centre District combines 19th-century charm with world-class theatre. The Oregon Shakespeare Festival anchors this walkable area where Tudor-style theatres stand alongside Victorian shopfronts 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 city centre. Travellers will appreciate the authentic small-town Oregon atmosphere while staying close to cultural attractions. The area sits within walking distance of the renowned Oregon Shakespeare Festival and Lithia Park. Historic bed and breakfasts offer intimate accommodation 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

Lithia Park

Mount Ashland Ski Area
Emigrant Lake
Oregon Cabaret Theatre
Ashland Library
North Mountain Park
Howard Prairie Lake
Learn more about Ashland
World-class Shakespeare performances unfold in outdoor theatres surrounded by mountain views from June through October. Lithia Park's trails wind along Ashland Creek, perfect for morning walks before browsing the city centre galleries and craft breweries.
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Top Ashland Hotel Reviews
Prospero's Flagship Inn
"Our room and all the facilities were clean and well kept. It was in a very convenient location for our visit at a very economical price compared to other options."
The Bard's Inn, BW Signature Collection by Best Western
"A great place to stay close to downtown. We were able to walk to lithia park, different places for breakfast, a brewery downtown. A quiet and great location just walking distance from so much!"
Ashland Springs Hotel
"Location is perfect for Ashland."
Callahan's Mountain Lodge
"Room was recently renovated with vinyl flooring. Jacuzzi and fireplace are nice amenities. Large room and balcony with view of the woods. Onsite restaurant serves great food. Staff is very friendly and helpful."
Green Springs Inn
"Cozy cabin, perfect for connecting and unwinding. We celebrated my husband birthday there! Watched the sunset, cooked dinner and played games. It was perfect"
Best Western Windsor Inn
"Breakfast was nearly empty and not great- staff did not care. Older property, it was reasonably clean but out of date."
Ashland Motel - Oregon
"Rooms are clean and have window ac units. Bathroom is a decent size and shower is amply large. Free parking available. No housekeeping offered for first four days and rarely is anyone in the office. On our last day, someone knocked on the door and asked us if we needed housekeeping, but we were leaving the next day so that wasn’t helpful. Desk area is useful and there is an extension cord with multiple outlets by the desk."
Country Willows Inn and Estate
"A beautiful serene landscape compliments the beautifully decorated and very comfy rooms. Beds and pillows were divine. Breakfast was epicurean."
Timbers INN and Suites
"Our room was very clean and comfortable and our staff interaction was great. We’ll definitely stay here again when we come to Ashland."
More cheap stays in Ashland

Motel 6 Medford, OR - North

Ramada by Wyndham Medford Airport North

Quality Inn & Suites Medford Airport

Prospero's Flagship Inn

Stratford Inn

Comfort Inn & Suites Ashland
Hotels in Ashland with star rating

4 Star Hotels

3 Star Hotels

2 Star Hotels
