
Ashland hotels from RM202
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Our top choices for Ashland hotels




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



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



3. Stratford Inn
Stratford Inn



4. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland



5. Best Western Windsor Inn
Best Western Windsor Inn



6. Ashland Springs Hotel
Ashland Springs Hotel



7. Lithia Springs Resort
Lithia Springs Resort



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



9. McCall House Boutique Inn
McCall House Boutique Inn



10. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites



11. Winchester Inn
Winchester Inn



12. Prospero's Flagship Inn
Prospero's Flagship Inn



13. Callahan's Mountain Lodge
Callahan's Mountain Lodge



14. Ashland Commons Hostel
Ashland Commons Hostel



15. Timbers INN and Suites
Timbers INN and Suites



16. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges



17. Arden Forest Inn
Arden Forest Inn



18. Country Willows Inn and Estate
Country Willows Inn and Estate



19. Palm Cottages
Palm Cottages



20. Baymont by Wyndham
Baymont by WyndhamHoliday 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!"




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




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!"




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




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




The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternWhere 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
Howard Prairie Lake
Ashland Library
North Mountain Park
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.
See all hotels in Ashland
Top Ashland Hotel Reviews
Relax Inn At Ashland
"Clean environment. Tidy appearance around the facility. Staff were very friendly and helpful."
Callahan's Mountain Lodge
"Rustic lodge, comfortable, cozy room. Restaurant staff stayed open so we could eat dinner; good food and cocktails. Amazing patio and property for summer or during the winter. Were just driving through and didn't partake in the in-room hot tub or fireplace, but may try some other time."
Stratford Inn
"Very comfortable and convenient place to stay, easy walk to shops, restaurants, and theaters, Safeway right across the street. Staff was friendly and helpful. Nice to have access to local gym, 10 minute walk away. Also appreciated having microwave and mini fridge in room. Will happily stay here again the next time Iโm in Ashland."
Palm Cottages
"A wonderful place to stay when in Ashland. Both creative, unique and whimsical, the property has been turned into a real find. At the same time as you enjoy the artistic side, the details work too. I mean, the beds are super comfortable, the ac works perfectly, towels are new and in great supply, the kitchen if your room has one, has everything one needs if you want to make breakfast - you name it, itโs there and has been taken care of. We loved it and wouldnโt think of staying anywhere else. Oh, and just a one mile easy walk to town center. Highly recommended."
The Bard's Inn, BW Signature Collection by Best Western
"The property was clean and the staff was very nice and accommodating. Drawback is for the price of this stay. I wouldโve expected a little better quality material or updated fixtures such as a comfort height toilet in the bathroom or an exhaust fan. The bedding was adequate, but not very user-friendly due to the materials chosen. And pretty much everything just felt a little dated and used and in need of an upgrade."
Baymont by Wyndham
"It was quiet, clean and reasonably priced. The wi fi worked well in the room"
Ashland Springs Hotel
"The room was fine, older but updated. The only thing we would skip is the $5 breakfast voucher, would have rather gone out for breakfast."
More cheap stays in Ashland

Motel 6 Medford, OR - North

Prospero's Flagship Inn

Ramada by Wyndham Medford Airport North

Quality Inn & Suites Medford Airport

Comfort Inn & Suites Ashland

