𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Ashland from RM317 (2026) - Fully Refundable Options

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Our top choices for Ashland hotels

Pet friendly

1. Stratford Inn

Siskiyou-Hargadine Historic District

Aubrey

RM671 total

includes taxes & fees

21 Jul - 22 Jul

2. Holiday Inn Express & Suites Ashland by IHG

Ashland

Sarah

RM494 total

includes taxes & fees

16 Aug - 17 Aug

3. Ashland Springs Hotel

Historic Downtown District

Kevin

RM904 total

includes taxes & fees

27 Jul - 28 Jul

4. Best Western Windsor Inn

Ashland

Carolyn

RM571 total

includes taxes & fees

26 Jul - 27 Jul

5. Comfort Inn & Suites Ashland

Ashland

Igor

RM509 total

includes taxes & fees

16 Aug - 17 Aug

6. Lithia Springs Resort

Ashland

Kathleen

RM721 total

includes taxes & fees

3 Aug - 4 Aug

7. Plaza Inn & Suites at Ashland Creek

Ashland

Bobbi-Rhea

RM736 total

includes taxes & fees

26 Jul - 27 Jul

8. Ashland Hills Hotel & Suites

Ashland

Lawrence

RM632 total

includes taxes & fees

26 Jul - 27 Jul

9. The Bard's Inn, BW Signature Collection by Best Western

Historic Downtown District

Joel

RM772 total

includes taxes & fees

3 Aug - 4 Aug

10. Timbers INN and Suites

Ashland

Shelley

RM370 total

includes taxes & fees

21 Jul - 22 Jul

11. Ashland Commons Hostel

Ashland

John

RM317 total

includes taxes & fees

21 Jul - 22 Jul

12. Winchester Inn

Historic Downtown District

Albert

RM891 total

includes taxes & fees

21 Jul - 22 Jul

13. McCall House Boutique Inn

Historic Downtown District

Sarah

RM1,258 total

includes taxes & fees

3 Aug - 4 Aug

14. Prospero's Flagship Inn

Ashland

Phillip

RM407 total

includes taxes & fees

21 Jul - 22 Jul

15. Palm Cottages

Ashland

Karin

RM927 total

includes taxes & fees

21 Jul - 22 Jul

16. Callahan's Mountain Lodge

Ashland

Janet

RM571 total

includes taxes & fees

22 Jul - 23 Jul

17. The Peerless Hotel by WanderLodges

Historic Railroad District

Errol

RM960 total

includes taxes & fees

21 Jul - 22 Jul

Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

18. Country Willows Inn and Estate

Ashland

Steve

RM1,053 total

includes taxes & fees

21 Jul - 22 Jul

19. Savage Upon Siskiyou

Siskiyou-Hargadine Historic District

RM1,936 total

includes taxes & fees

26 Jul - 27 Jul

20. Arden Forest Inn

Ashland

Martin

RM925 total

includes taxes & fees

27 Jul - 28 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

A rusted metal bridge in a forested area.

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.

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A town with buildings and trees in autumn colors, surrounded by mountains.

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.

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A paved pedestrian area with trees, a white building with a green awning, and a dog walking.

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.

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A tree-lined street with a mountain backdrop.

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.

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Stay near popular Ashland attractions

A statue of a person in a brown outfit with a hat and sunglasses, holding a pipe and a book, standing on a pedestal in a park with green bushes and trees.

Oregon Shakespeare Festival

9.2/10 (620 reviews)

At OSF, America's oldest repertory theatre presents Shakespearean classics and bold new works across three venues. Reserve seats for evening performances and arrive early for the free outdoor Green Show entertainment.

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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.

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A stone bridge over a calm stream with autumn leaves.

Top Ashland Hotel Reviews

Prospero's Flagship Inn

8/10 Good

"We enjoyed our time at Prospero's Flagship Inn. The location was good - right across the street from SOU, and walkable distance (~1 mile) to downtown. There were a few things that threw us off though: 1) there was virtual check-in and check-out. There was a big monitor in the front office and a woman talked to us through the screen to check us in and out. It was a little disconcerting. There was no in-person interaction in the front office. 2) The breakfast was OK. The waffle machine broke often. There was no attendant (and no one in the office), so we had to find additional yogurts in the back kitchen. There was comraderie at breakfast as we all worked together to fend for ourselves. I would stay at Prospero's again, but I think it's good for folks to know about these two parts of the experience."

Relax Inn At Ashland

10/10 Excellent

"As a solo female traveler, I felt completely safe. This is not a fancy property but it was quiet, had good AC and WIFI and the staff are all very helpful and friendly. There is a great coffee shop kiosk and a spring water fill station super close. It was about 10 mins from Oregon Shakespeare Festival. I’ll definitely be returning!"

More cheap stays in Ashland

Quality Inn & Suites Medford Airport

1950 Biddle Rd Medford OR

RM345

RM390 total

19 Aug - 20 Aug

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Ashland?

Based on our traveller data, Comfort Inn & Suites Ashland is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good options for your stay include Best Western Windsor Inn and Ashland Hills Hotel & Suites. See all available top hotels, or vacation rentals in Ashland.

If I need to cancel my hotel reservation in Ashland, will I receive a refund?

Yes, most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.

What's the best budget-friendly hotel in Ashland?

Based on reviews, Prospero's Flagship Inn is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. Other choices for your budget-friendly stay include Ashland Hills Hotel & Suites and Ashland Commons Hostel. View all budget hotels in Ashland.

What's the best family accommodation in Ashland?

Plaza Inn & Suites at Ashland Creek is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Also, children of all ages will enjoy a visit to ScienceWorks Hands-On Museum. Find more child-friendly accommodations in Ashland.

What is the top LGBTQ-friendly place to stay in Ashland?

Holiday Inn Express & Suites Ashland by IHG is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Ashland Commons Hostel and Country Willows Inn and Estate are two other good choices for your holiday. See all available hotels listed as LGBTQ-friendly in Ashland.

What's the best dog-friendly accommodation option in Ashland?

Ashland Hills Hotel & Suites is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. Two other good options for you and your pet include Best Western Windsor Inn and The Bard's Inn, BW Signature Collection by Best Western. See more pet-friendly hotel accommodations in Ashland.

What are some hotels with pools in Ashland?

Prospero's Flagship Inn is a top hotel with a seasonal outdoor pool, free breakfast and free self-parking. A couple of other options that feature an on-site pool include Stratford Inn and Country Willows Inn and Estate. View all hotels with pools in Ashland.

What is the best spa hotel in Ashland?

Ashland Springs Hotel is a top spa hotel featuring a fitness centre, a hair salon, a bar and a restaurant. Spend an afternoon at Waterstone Spa And Salon where you'll find facials, body scrubs, and Ayurvedic treatments and more. Other popular spa hotels in Ashland include Country Willows Inn and Estate and Bayberry Inn and Retreat. See all spa hotels in Ashland.

What is staying in Ashland like?

Travellers to Ashland give high marks for the entertainment choices, popular theatre scene and festivals. Tourists who journey to this welcoming city can discover its gardens, cafes and restaurants. In Ashland, there are 324 hotels and other accommodation options to choose from. Find out more about Ashland.

What should I do while I'm visiting Ashland?

Known for its theatres and opera, cultural venues include Allen Elizabethan Theatre, Angus Bowmer Theatre and Thomas Theatre. Landmarks like Oregon Cabaret Theatre, Lithia Artisans Market and Tashi Choling Buddhist Center might be worth a visit. The gardens and hiking trails highlight the natural beauty with places to discover including Lithia Park, Emigrant Lake and Hyatt Reservoir. Take a look at what more there is to see and do in Expedia's Ashland guide.

What's the seasonal weather in Ashland?

The hottest months are usually August and July, with an average temperature of 18°C, while the coldest months are December and January, with an average of 3°C. Average annual precipitation for Ashland is 850 mm.

Ashland hotels from RM317

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Our top choices for Ashland hotels

1. Stratford Inn

2. Holiday Inn Express & Suites Ashland by IHG

3. Ashland Springs Hotel

4. Best Western Windsor Inn

5. Comfort Inn & Suites Ashland

6. Lithia Springs Resort

7. Plaza Inn & Suites at Ashland Creek

8. Ashland Hills Hotel & Suites

9. The Bard's Inn, BW Signature Collection by Best Western

10. Timbers INN and Suites

11. Ashland Commons Hostel

12. Winchester Inn

13. McCall House Boutique Inn

14. Prospero's Flagship Inn

15. Palm Cottages

16. Callahan's Mountain Lodge

17. The Peerless Hotel by WanderLodges

18. Country Willows Inn and Estate

19. Savage Upon Siskiyou

20. Arden Forest Inn

Where to stay in Ashland

Historic Railroad District

Skidmore Academy Historic District

Historic Downtown District

Siskiyou-Hargadine Historic District

Stay near popular Ashland attractions

Oregon Shakespeare Festival

Learn more about Ashland

Top Ashland Hotel Reviews

Prospero's Flagship Inn

More cheap stays in Ashland

Quality Inn & Suites Medford Airport

Frequently asked questions

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