Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Ashland on Hotels.com. These Ashland hotels consistently deliver on quality, location and traveler experience. Last updated on .
Hotels in Ashland
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Where to stay in Ashland?




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



2. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland



3. Best Western Windsor Inn
Best Western Windsor Inn



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



5. Ashland Springs Hotel
Ashland Springs Hotel



6. Stratford Inn
Stratford Inn



7. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites



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. Callahan's Mountain Lodge
Callahan's Mountain Lodge



12. Winchester Inn
Winchester Inn



13. Prospero's Flagship Inn
Prospero's Flagship Inn



14. Ashland Commons Hostel
Ashland Commons Hostel



15. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges



16. Timbers INN and Suites
Timbers INN and Suites



17. Palm Cottages
Palm Cottages



19. Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast Inn



20. Country Willows Inn and Estate
Country Willows Inn and EstateGet last-minute hotel deals in Ashland and save more
Check out pet-friendly hotels in Ashland




The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternYou may also like hotels with pools in Ashland




The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternYou can also stay at hotels with a hot tub in Ashland
Go beyond your typical stay in Ashland
Our prices for hotels in Ashland are cheapest in February
Price trends for hotels in Ashland
Top neighborhoods in Ashland
- Historic Railroad District
- Skidmore Academy Historic District
- Historic Downtown District
- Siskiyou-Hargadine Historic District



Historic Railroad District
Ashland's Historic Railroad District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theater and history share the spotlight. The Shakespeare Festival brings brick walkways alive with theatrical buzz. Art galleries in former rail buildings showcase local talent amid cobblestone plazas adorned with bronze sculptures. Farm-to-table restaurants serve Pacific Northwest cuisine in converted Victorian spaces, perfect for dining with regional wines. Boutique inns and historic bed & breakfasts offer intimate stays with period furnishings and modern comforts. The pedestrian-friendly design makes exploring a joy, with attractions within an easy stroll through this walkable cultural haven.

Skidmore Academy Historic District
Step back in time as you stroll the tree-lined streets of Skidmore Academy Historic District, where Victorian architecture meets theatrical flair. Ornate 19th-century buildings, including the original Skidmore Academy, tell the story of Ashland's rich heritage. The district sits conveniently close to Oregon Shakespeare Festival venues, where world-class performances bring creative energy to this peaceful neighborhood. Intimate cafes and bistros cater to theater-goers with pre-show dining featuring seasonal Pacific Northwest ingredients. Charming bed-and-breakfasts in converted Victorian homes offer cozy accommodations with period furnishings. The walkable streets connect easily to downtown Ashland, making exploration a breeze without the need for public transportation.

Historic Downtown District
Historic Downtown District brings Shakespeare to life in Ashland's charming center. The renowned Oregon Shakespeare Festival anchors the neighborhood with Tudor-style theaters surrounded by Victorian storefronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colorful awnings. Farm-to-table restaurants showcase local Oregon wines, though reservations are essential during festival season. Accommodation options include Victorian bed & breakfasts and boutique inns within this highly walkable neighborhood. Most attractions sit within a three-block radius, making cars unnecessary for exploring this theatrical paradise.

Siskiyou-Hargadine Historic District
Siskiyou-Hargadine Historic District offers a step back in time with pristine Victorian and Craftsman homes lining tree-canopied streets. Take a leisurely stroll through architectural history while enjoying the peaceful vibe just steps from Ashland's cultural buzz. The Oregon Shakespeare Festival and Oregon Cabaret Theatre are an easy walk away, making this neighborhood perfect for theater enthusiasts. Accommodations range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. Downtown Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded sidewalks and proximity to Lithia Park create an ideal base for exploring Ashland without a car.
Top landmarks in Ashland
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
Between Shakespeare and the sublime, this artsy enclave captivates with its cultural punch far beyond its size. The Oregon Shakespeare Festival transforms three theaters into worlds of drama nearly year-round, drawing theater lovers who linger after standing ovations. Main Street's independent boutiques and farm-to-table restaurants showcase local creativity without pretension. Lithia Park unfolds like a living painting—creek-side paths wind through 93 acres where picnickers claim spots beneath ancient trees. Southern Oregon University adds youthful energy to this intellectual haven. After hiking nearby trails, soak tired muscles in Lithia Plaza's mineral-rich fountains (warning: the water tastes terrible). For a perfect day, catch a matinee, browse gallery-quality crafts, then toast the sunset with local wines.
See all hotels in Ashland
Check out reviews of Ashland hotels guests love
Lithia Springs Resort
"We stay here on nearly every road trip. Enjoyed having warm mineral water in the large tub right in the room. The tap, tub and shower water in the room is mineral spring water. Bottled water is available for drinking. Well appointed quiet room. Fun koi pond. There are lots of dining and entertainment options in town."
Plaza Inn & Suites at Ashland Creek
"We stayed here on the recommendation of a friend. So glad we did. The room was clean and spacious. Hotel is well-kept and very quiet. Staff was friendly and helpful. Loved the breakfast. Convenient to OSF. Would recommend."
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"
Comfort Inn & Suites Ashland
"Facility and room very clean and nice, staff friendly and helpful, breakfast was very good"
Prospero's Flagship Inn
"We enjoyed our stay very much. The location was good; the staff great and our room was very nice"
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."
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