Ashland, Oregon is a charming town that offers a delightful mix of entertainment and natural beauty. Known for its world-class theater and opera, Ashland attracts visitors with its vibrant cultural scene. The town is also famous for its stunning flower gardens and hosts various festivals throughout the year. Explore the picturesque cafes and enjoy hiking in the nearby scenic landscapes. Ashland's dining scene is diverse and offers something for every palate. The friendly locals add to the welcoming atmosphere of this popular travel destination. A night in Ashland promises a memorable experience for tourists from all walks of life.

Ashland Hotels from ā¹6,831
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Our top choices for Ashland hotels

1. Prospero's Flagship Inn
Prospero's Flagship InnAshland
8.6 out of 10, Excellent, (1,406 reviews)
The price is ā¹8,526
ā¹9,507 total
includes taxes & fees
27 Jul - 28 Jul

2. Ashland Hills Hotel & Suites
Ashland Hills Hotel & SuitesAshland
8.8 out of 10, Excellent, (1,511 reviews)
The price is ā¹12,950
ā¹15,405 total
includes taxes & fees
26 Jul - 27 Jul

3. Stratford Inn
Stratford InnSiskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,783 reviews)
The price is ā¹11,563
ā¹12,893 total
includes taxes & fees
26 Jul - 27 Jul

4. Plaza Inn & Suites at Ashland Creek
Plaza Inn & Suites at Ashland CreekAshland
8.8 out of 10, Excellent, (1,005 reviews)
The price is ā¹15,504
ā¹17,288 total
includes taxes & fees
2 Aug - 3 Aug

5. Best Western Windsor Inn
Best Western Windsor InnAshland
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ā¹13,423
ā¹14,968 total
includes taxes & fees
26 Jul - 27 Jul

6. 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, (1,010 reviews)
The price is ā¹16,266
ā¹18,136 total
includes taxes & fees
3 Aug - 4 Aug

7. Timbers INN and Suites
Timbers INN and SuitesAshland
8.8 out of 10, Excellent, (1,010 reviews)
The price is ā¹7,709
ā¹8,595 total
includes taxes & fees
26 Jul - 27 Jul

8. Compass by Margaritaville in Medford
Compass by Margaritaville in MedfordMedford
9.6 out of 10, Exceptional, (1,035 reviews)
The price is ā¹17,296
ā¹20,617 total
includes taxes & fees
26 Jul - 27 Jul

9. Ashland Springs Hotel
Ashland Springs HotelHistoric Downtown District
9.2 out of 10, Wonderful, (1,004 reviews)
The price is ā¹17,661
ā¹21,236 total
includes taxes & fees
27 Jul - 28 Jul

10. Rogue Regency Inn Medford Airport
Rogue Regency Inn Medford AirportMedford
8.8 out of 10, Excellent, (3,172 reviews)
The price is ā¹9,300
ā¹10,945 total
includes taxes & fees
26 Jul - 27 Jul

11. Lithia Springs Resort
Lithia Springs ResortAshland
9.4 out of 10, Exceptional, (1,003 reviews)
The price is ā¹15,616
ā¹17,775 total
includes taxes & fees
26 Jul - 27 Jul

12. Comfort Inn & Suites Ashland
Comfort Inn & Suites AshlandAshland
8.8 out of 10, Excellent, (1,013 reviews)
The price is ā¹11,410
ā¹11,581 total
includes taxes & fees
23 Aug - 24 Aug

13. McCall House Boutique Inn
McCall House Boutique InnHistoric Downtown District
9.2 out of 10, Wonderful, (601 reviews)
The price is ā¹26,505
ā¹29,553 total
includes taxes & fees
28 Jul - 29 Jul

14. Winchester Inn
Winchester InnHistoric Downtown District
9.6 out of 10, Exceptional, (280 reviews)
The price is ā¹18,411
ā¹22,312 total
includes taxes & fees
16 Aug - 17 Aug

15. Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHGAshland
9.2 out of 10, Wonderful, (1,005 reviews)
The price is ā¹11,407
ā¹12,719 total
includes taxes & fees
10 Aug - 11 Aug

16. Palm Cottages
Palm CottagesAshland
9.4 out of 10, Exceptional, (218 reviews)
The price is ā¹21,498
ā¹23,971 total
includes taxes & fees
24 Jul - 25 Jul

17. Arden Forest Inn
Arden Forest InnAshland
9.8 out of 10, Exceptional, (107 reviews)
The price is ā¹15,591
ā¹17,384 total
includes taxes & fees
2 Aug - 3 Aug

18. Abigailās Bed & Breakfast Inn
Abigailās Bed & Breakfast InnSkidmore Academy Historic District
9.4 out of 10, Exceptional, (63 reviews)

19. The Peerless Hotel by WanderLodges
The Peerless Hotel by WanderLodgesHistoric Railroad District
9.6 out of 10, Exceptional, (109 reviews)
The price is ā¹15,143
ā¹22,142 total
includes taxes & fees
16 Aug - 17 Aug

20. Country Willows Inn and Estate
Country Willows Inn and EstateAshland
9.8 out of 10, Exceptional, (37 reviews)
The price is ā¹28,687
ā¹29,117 total
includes taxes & fees
26 Jul - 27 Jul
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Where to stay in Ashland
Find the best Ashland areas for the activities you enjoy most. Learn more about Ashland
Learn more about 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.

Photo by Shannon Willitts
Open Photo by Shannon Willitts
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.
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.

More cheap stays in Ashland

Ramada by Wyndham Medford Airport North
2111 Biddle Rd Medford OR
The price is ā¹7,622 per night from 16 Aug to 17 Aug
ā¹7,622
ā¹8,575 total
16 Aug - 17 Aug
includes taxes & fees
8.2/10 Very good! (1,012 reviews)
Find out more about Ashland
Charming Shakespearean escape in Ashland, Oregon's theatrical paradise
Top reasons to visit Ashland
Find your hotel in Ashland
Explore the best places to visit and stay in Ashland
Experience the top activities and must-see sights in Ashland
How to find great deals and cheap hotels in Ashland
Discover the flavours of Ashland
Best time to go to Ashland
The Ashland info point: What you need to know
Category | Details |
|---|---|
| What is Ashland known for? | Shakespeare Festival, Outdoor activities, Natural beauty |
| Most popular month? | July, August |
| Length of Stay | 3-5 days |
| Weather | Mild summers, cool winters |
| Don't miss | Oregon Shakespeare Festival, Lithia Park, Mount Ashland |
| Cuisine | Local farm-to-table, craft breweries |
| Where to go | Downtown Ashland, Lithia Park, Oregon Cabaret Theatre |
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