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

1. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,788 reviews)
The price is AU$145
includes taxes & fees
13 Sept - 14 Sept

2. Prospero's Flagship Inn
Prospero's Flagship InnAshland
8.6 out of 10, Excellent, (1,445 reviews)
The price is AU$87
includes taxes & fees
7 Sept - 8 Sept

3. Comfort Inn & Suites Ashland
Comfort Inn & Suites AshlandAshland
9.0 out of 10, Wonderful, (1,021 reviews)
The price is AU$153
includes taxes & fees
28 Sept - 29 Sept

4. Ashland Hills Hotel & Suites
Ashland Hills Hotel & SuitesAshland
8.8 out of 10, Excellent, (1,537 reviews)
The price is AU$208
includes taxes & fees
7 Sept - 8 Sept

5. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHGAshland
9.2 out of 10, Wonderful, (1,007 reviews)
The price is AU$178
includes taxes & fees
28 Sept - 29 Sept

6. Best Western Windsor Inn
Best Western Windsor InnAshland
9.0 out of 10, Wonderful, (1,004 reviews)
The price is AU$174
includes taxes & fees
21 Sept - 22 Sept

7. Lithia Springs Resort
Lithia Springs ResortAshland
9.4 out of 10, Exceptional, (1,010 reviews)
The price is AU$232
includes taxes & fees
5 Oct - 6 Oct

8. Ashland Springs Hotel
Ashland Springs HotelHistoric Downtown District
9.2 out of 10, Wonderful, (1,011 reviews)
The price is AU$313
includes taxes & fees
5 Oct - 6 Oct

9. Timbers INN and Suites
Timbers INN and SuitesAshland
8.8 out of 10, Excellent, (1,003 reviews)
The price is AU$110
includes taxes & fees
7 Sept - 8 Sept

10. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternHistoric Downtown District
8.6 out of 10, Excellent, (1,007 reviews)
The price is AU$262
includes taxes & fees
7 Sept - 8 Sept

11. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland CreekAshland
9.0 out of 10, Wonderful, (1,009 reviews)
The price is AU$249
includes taxes & fees
7 Sept - 8 Sept

12. Callahan's Mountain Lodge
Callahan's Mountain LodgeAshland
8.8 out of 10, Excellent, (1,147 reviews)
The price is AU$214
includes taxes & fees
7 Sept - 8 Sept

13. Cedarwood Inn of Ashland
Cedarwood Inn of AshlandAshland
7.4 out of 10, Good, (1,000 reviews)
The price is AU$140
includes taxes & fees
7 Sept - 8 Sept

14. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (287 reviews)
The price is AU$268
includes taxes & fees
7 Sept - 8 Sept

15. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District
9.6 out of 10, Exceptional, (112 reviews)
The price is AU$286
includes taxes & fees
7 Sept - 8 Sept

16. Relax Inn At Ashland
Relax Inn At AshlandAshland
7.0 out of 10, Good, (553 reviews)
The price is AU$95
includes taxes & fees
23 Sept - 24 Sept

17. Ashland Motel - Oregon
Ashland Motel - OregonAshland
7.8 out of 10, Good, (239 reviews)
The price is AU$122
includes taxes & fees
7 Sept - 8 Sept

18. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.2 out of 10, Wonderful, (609 reviews)
The price is AU$426
includes taxes & fees
7 Sept - 8 Sept

19. Hanna's House by WanderLodges
Hanna's House by WanderLodgesHistoric Railroad District
10.0 out of 10, Exceptional, (4 reviews)
The price is AU$370
includes taxes & fees
10 Sept - 11 Sept

20. Palm Cottages
Palm CottagesAshland
9.4 out of 10, Exceptional, (222 reviews)
The price is AU$366
includes taxes & fees
7 Sept - 8 Sept
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Showing deals for:7 Sept - 8 Sept

9.0 out of 10, Wonderful, (1,009 reviews)
AU$28 off
The price is AU$249
for 1 room
includes taxes & fees
Check out pet-friendly hotels in Ashland

9.4 out of 10, Exceptional, (1788)
The price is AU$145
includes taxes & fees
13 Sept - 14 Sept
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.

Photo by Shannon Willitts
Open Photo by Shannon Willitts
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.

Check out reviews of Ashland hotels guests love

Ashland Springs Hotel
10/10 Excellent
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