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. Ashland Hills Hotel & Suites
Ashland Hills Hotel & SuitesAshland
8.8 out of 10, Excellent, (1,575 reviews)
$104 nightly
The price is $116
Nov 16 - Nov 17
Total with taxes and fees

2. Prospero's Flagship Inn
Prospero's Flagship InnAshland
8.4 out of 10, Very good, (1,495 reviews)
$52 nightly
The price is $58
Dec 7 - Dec 8
Total with taxes and fees

3. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,799 reviews)
$73 nightly
The price is $82
Nov 15 - Nov 16
Total with taxes and fees

4. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland CreekAshland
9.0 out of 10, Wonderful, (1,008 reviews)
$121 nightly
The price is $135
Dec 13 - Dec 14
Total with taxes and fees

5. Compass by Margaritaville in Medford
Compass by Margaritaville in MedfordMedford
9.6 out of 10, Exceptional, (1,207 reviews)
$147 nightly
The price is $164
Nov 22 - Nov 23
Total with taxes and fees

6. Lithia Springs Resort
Lithia Springs ResortAshland
9.4 out of 10, Exceptional, (1,011 reviews)
$113 nightly
The price is $115
Nov 16 - Nov 17
Total with taxes and fees

7. Timbers INN and Suites
Timbers INN and SuitesAshland
8.8 out of 10, Excellent, (1,005 reviews)
$80 nightly
The price is $89
Nov 15 - Nov 16
Total with taxes and fees

8. Ashland Springs Hotel
Ashland Springs HotelHistoric Downtown District
9.2 out of 10, Wonderful, (1,015 reviews)
$108 nightly
The price is $120
Dec 13 - Dec 14
Total with taxes and fees

9. Red Lion Hotel Rogue Regency Medford Airport
Red Lion Hotel Rogue Regency Medford AirportMedford
8.6 out of 10, Excellent, (3,285 reviews)
$97 nightly
The price is $109
Nov 13 - Nov 14
Total with taxes and fees

10. Best Western Windsor Inn
Best Western Windsor InnAshland
9.0 out of 10, Wonderful, (1,000 reviews)
$113 nightly
The price is $126
Nov 18 - Nov 19
Total with taxes and fees

11. Comfort Inn & Suites Ashland
Comfort Inn & Suites AshlandAshland
9.0 out of 10, Wonderful, (1,069 reviews)
$94 nightly
The price is $96
Dec 13 - Dec 14
Total with taxes and fees

12. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHGAshland
9.2 out of 10, Wonderful, (1,008 reviews)
$92 nightly
The price is $103
Dec 10 - Dec 11
Total with taxes and fees

13. The Bard's Inn, BW Signature Collection by Best Western
The Bard's Inn, BW Signature Collection by Best WesternHistoric Downtown District
8.4 out of 10, Very good, (1,004 reviews)
$95 nightly
The price is $106
Nov 24 - Nov 25
Total with taxes and fees

14. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (292 reviews)
$168 nightly
The price is $187
Nov 30 - Dec 1
Total with taxes and fees

15. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.6 out of 10, Exceptional, (620 reviews)
$175 nightly
The price is $195
Nov 13 - Nov 14
Total with taxes and fees

16. Palm Cottages
Palm CottagesAshland
9.2 out of 10, Wonderful, (233 reviews)
$203 nightly
The price is $226
Nov 13 - Nov 14
Total with taxes and fees

17. Arden Forest Inn
Arden Forest InnAshland
9.8 out of 10, Exceptional, (115 reviews)
$152 nightly
The price is $169
Nov 13 - Nov 14
Total with taxes and fees

18. Abigail’s Bed & Breakfast Inn
Abigail’s Bed & Breakfast InnSkidmore Academy Historic District
9.4 out of 10, Exceptional, (66 reviews)
$190 nightly
The price is $212
Nov 13 - Nov 14
Total with taxes and fees

19. Country Willows Inn and Estate
Country Willows Inn and EstateAshland
9.8 out of 10, Exceptional, (45 reviews)
$211 nightly
The price is $214
Nov 13 - Nov 14
Total with taxes and fees

20. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District
9.6 out of 10, Exceptional, (119 reviews)
$141 nightly
The price is $157
Nov 23 - Nov 24
Total with taxes and fees
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.
Check out pet-friendly hotels in Ashland

9.2 out of 10, Wonderful, (1008)
$92 nightly
The price is $103
Dec 10 - Dec 11
Total with taxes and fees
You may also like hotels with hot tubs in Ashland

9.2 out of 10, Wonderful, (1008)
$92 nightly
The price is $103
Dec 10 - Dec 11
Total with taxes and fees
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
Pet friendly
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.

Photo by Shannon Willitts
Open Photo by Shannon Willitts
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.
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.

Check out reviews of Ashland hotels guests love

Ashland Springs Hotel
10/10 Excellent
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