
Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices
Check prices for these dates
Where to stay in Ashland?

1. Stratford Inn
Stratford Inn
2. Ashland Springs Hotel
Ashland Springs Hotel
3. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG
4. Lithia Springs Resort
Lithia Springs Resort
5. Prospero's Flagship Inn
Prospero's Flagship Inn
6. Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
7. Comfort Inn & Suites Ashland
Comfort Inn & Suites Ashland
8. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland Creek
9. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best Western
10. Callahan's Mountain Lodge
Callahan's Mountain Lodge
11. Best Western Windsor Inn
Best Western Windsor Inn
12. Winchester Inn
Winchester Inn
13. Ashland Commons Hostel
Ashland Commons Hostel
14. Country Willows Inn and Estate
Country Willows Inn and Estate
15. Timbers INN and Suites
Timbers INN and Suites
16. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodges
17. McCall House Boutique Inn
McCall House Boutique Inn
18. Ashland Motel - Oregon
Ashland Motel - Oregon
19. Arden Forest Inn
Arden Forest Inn
20. Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast InnGet last-minute hotel deals in Ashland and save more



Check out pet-friendly hotels in Ashland

You can also stay at hotels with a spa pool in Ashland

Go beyond your typical stay in Ashland


Top neighbourhoods in Ashland
- Historic Railroad District
- Skidmore Academy Historic District
- Historic Downtown District
- Siskiyou-Hargadine Historic District

Historic Railroad District
Ashland's Historic Railway District captures Oregon's cultural heart with Victorian charm and artistic soul. Tree-lined streets connect 19th-century buildings where theatre 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 storey 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 area. 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 cosy accommodation with period furnishings. The walkable streets connect easily to city centre Ashland, making exploration a breeze without the need for public transport.

Historic Downtown District
Historic City centre District brings Shakespeare to life in Ashland's charming centre. The renowned Oregon Shakespeare Festival anchors the area with Tudor-style theatres surrounded by Victorian shopfronts. Lithia Park offers a peaceful escape with bubbling mineral springs, while art galleries and boutiques fill historic buildings beneath colourful 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 area. 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 area perfect for theatre enthusiasts. Accommodation range from charming bed & breakfasts in restored Victorians to boutique inns with period furnishings. City centre Ashland's diverse restaurants and artisan shops are just a 5-10 minute walk away. The neighborhood's uncrowded pavements and proximity to Lithia Park create an ideal base for exploring Ashland without a car.
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 theatres into worlds of drama nearly year-round, drawing theatre 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.
























































































































