Top 10 Hotels in Ashland, OR from ₩92,414 - Competitive Prices

Our top choices for Ashland hotels

1. Callahan's Mountain Lodge

Ashland

Teresa

₩272,235 total

includes taxes & fees

Jun 29 - Jun 30

2. Green Springs Inn

Ashland

Mary

₩178,483 total

includes taxes & fees

Jun 15 - Jun 16

3. Lithia Springs Resort

Ashland

Cynthia

₩271,326 total

includes taxes & fees

Jul 5 - Jul 6

4. Ashland Commons Hostel

Ashland

John

₩117,235 total

includes taxes & fees

Jul 12 - Jul 13

5. Prospero's Flagship Inn

Ashland

Tim

₩159,869 total

includes taxes & fees

Jun 16 - Jun 17

6. Grandview of Ashland

Ashland

michael

₩637,705 total

includes taxes & fees

Jun 25 - Jun 26

7. Timbers INN and Suites

Ashland

Kristina

₩137,028 total

includes taxes & fees

Jun 15 - Jun 16

8. Comfort Inn & Suites Ashland

Ashland

Kurt

₩190,188 total

includes taxes & fees

Jun 29 - Jun 30

9. Cedarwood Inn of Ashland

Ashland

Mai

₩211,445 total

includes taxes & fees

Jun 15 - Jun 16

10. Best Western Windsor Inn

Ashland

Angela

₩188,120 total

includes taxes & fees

Jul 12 - Jul 13

Standard Room, 2 Double Beds (Newly Redone) | Down comforters, desk, laptop workspace, blackout drapes

11. Relax Inn At Ashland

Ashland

Stu

₩138,037 total

includes taxes & fees

Jun 30 - Jul 1

12. Holiday Inn Express & Suites Ashland by IHG

Ashland

Christopher

₩224,996 total

includes taxes & fees

Jul 12 - Jul 13

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

13. Country Willows Inn and Estate

Ashland

Steve

₩459,035 total

includes taxes & fees

Jun 22 - Jun 23

Luxury House, 2 Bedrooms, Bathtub, Garden Area | Bathroom | Separate tub and shower, deep soaking tub, towels, soap

14. Barclay Klum House by WanderLodges

Ashland

Melissa

₩412,267 total

includes taxes & fees

Jun 15 - Jun 16

15. Abigail’s Bed & Breakfast Inn

Skidmore Academy Historic District

Andrew

₩439,842 total

includes taxes & fees

Jul 7 - Jul 8

Room, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi

16. Ashland Street Inn

Ashland

barbarella

₩203,003 total

includes taxes & fees

Jun 15 - Jun 16

17. Hanna's House by WanderLodges

Historic Railroad District

Jerald

₩365,830 total

includes taxes & fees

Jun 15 - Jun 16

Two Queen Room - Non Smoking (No Pets Allowed) | Egyptian cotton sheets, down comforters, desk, free WiFi

18. Ashland Motel - Oregon

Ashland

Rachel

₩130,117 total

includes taxes & fees

Jun 29 - Jun 30

19. Arden Forest Inn

Ashland

Mary Lee

₩342,573 total

includes taxes & fees

Jun 29 - Jun 30

20. The Peerless Hotel by WanderLodges

Historic Railroad District

Errol

₩318,884 total

includes taxes & fees

Jun 16 - Jun 17

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Where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most.

Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States

Historic Railroad District

Step into Ashland's Historic Railroad District where Victorian buildings and artistic energy create a cultural haven. Tree-lined streets lead to the famous Oregon Shakespeare Festival theaters and vibrant art galleries housed in restored 19th-century structures. Cobblestone walkways connect charming plazas adorned with bronze sculptures. The district prioritizes pedestrians with limited vehicle access, making exploration a pleasure. Farm-to-table restaurants occupy converted Victorians while cozy cafes offer perfect pre-theater dining spots. Historic bed & breakfasts provide intimate accommodations with period furnishings, completing this arts-focused neighborhood's authentic appeal.

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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 neighborhood, 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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Historic Downtown District

Ashland's Historic Downtown District combines 19th-century charm with world-class theater. The Oregon Shakespeare Festival anchors this walkable neighborhood where Tudor-style theaters stand alongside Victorian storefronts 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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Street scene in downtown Ashland Oregon state.

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 downtown. Travelers will appreciate the authentic small-town Oregon atmosphere while staying close to cultural attractions. The neighborhood sits within walking distance of the renowned Oregon Shakespeare Festival and Lithia Park. Historic bed and breakfasts offer intimate accommodations 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

Oregon Shakespeare Festival

4.6/5 (620 reviews)

At OSF, America's oldest repertory theater 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 theaters surrounded by mountain views from June through October. Lithia Park's trails wind along Ashland Creek, perfect for morning walks before browsing the downtown galleries and craft breweries.

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Beautiful Historic Bridge of Lithia Park at Golden Fall in Ashland

Top Ashland Hotel Reviews

Callahan's Mountain Lodge

10/10 Excellent

"The location was a fantastic view. Our room was old time cabin with a Log fireplace, comfy king bed and a large indoor Jacuzzi tub. We enjoyed it so much we booked it for our return trip .👍💯"

Ashland Hills Hotel & Suites

8/10 Good

"No one at front desk for check in which was frustrating and anoying after an almost 5 hour drive from Northern California. Sign indicating they had stepped away temporarily with no ETA.. Although I was intending to use the pool and jacuzzi, I never did as it looked a bit dated and not super clean. Room was clean, bed was comfortable and towels were thick and very plush. Restaurant was amazing!!"

Best Western Windsor Inn

10/10 Excellent

"We had an outstanding stay and would highly recommend this property to anyone visiting the area. The room was exceptionally clean, well-maintained, and comfortable throughout our stay. The staff was welcoming, professional, and always willing to help with any questions or requests. The outdoor pool was a great feature and provided a relaxing place to unwind after a busy day. It was clean, well-kept, and easily accessible. Breakfast exceeded our expectations with a good variety of fresh and tasty options available each morning. What truly stood out was the attention to detail and the commitment to guest satisfaction. From check-in to check-out, everything was smooth and enjoyable. The combination of excellent service, clean accommodations, great amenities, and a quality breakfast made this a memorable experience. We would gladly stay here again and highly recommend it to other travelers looking for a comfortable and enjoyable stay. El Paraíso is around the corner and is really good!"

Ashland Springs Hotel

10/10 Excellent

"The room was clean, beds comfortable, and staff friendly. The hotel is charming, and you couldn't ask for a better location -especially since we were seeing a performance at OCT, just a block away. We did breakfast, and while it was worth the $5 price tag, don't expect to be wowed. Pick up some coffee, toast and fruit and plan on brunch somewhere later."

More cheap stays in Ashland

Motel 6 Medford, OR - North

2400 Biddle Rd Medford OR

₩82,142

₩92,414 total

Jun 28 - Jun 29

includes taxes & fees

7.4/10 Good! (1,158 reviews)

Frequently asked questions

Where is the best place for a stay in Ashland?

Based on our traveler data, Prospero's Flagship Inn is one of the top choices for your stay. This hotel offers free breakfast and a restaurant. Other good options for your trip include Ashland Hills Hotel & Suites and Stratford Inn. 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 room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ashland.

Where can I learn more about changing or cancelling my trip to Ashland?

To access more information about changing or cancelling your trip to Ashland, click here.

What's the best accommodation for a budget-friendly stay in Ashland?

Based on reviews, Prospero's Flagship Inn is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. Other good options to stay on the cheap include Ashland Hills Hotel & Suites and Stratford Inn. View all budget hotels in Ashland.

What's the best place to stay for a family vacation 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. Callahan's Mountain Lodge is another choice for your family trip. Kids of all ages will also enjoy a visit to ScienceWorks Hands-On Museum. Find more child-friendly accommodations in Ashland.

What is the favorite 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 WiFi. Ashland Commons Hostel and Country Willows Inn and Estate are other good choices for your vacation. See all available hotels listed as LGBTQ-friendly in Ashland.

What's the best pet-friendly place to stay in Ashland?

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

Where is the best hotel to stay with easy access to Lithia Park?

Ashland Springs Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a full-service spa and free breakfast. It's located just a short 0.6 mi (1 km) from Lithia Park. Other good choices within a short distance include Stratford Inn and Plaza Inn & Suites at Ashland Creek.

What about the best place to stay near Mount Ashland Ski Area?

One of the top choices for your stay is Callahan's Mountain Lodge, located 5.7 mi (9.2 km) from Mount Ashland Ski Area, and this 3-star lodge offers a restaurant and free parking. Ashland Hills Hotel & Suites and Country Willows Inn are a couple of other good options within the surrounding area.

What are some accommodations with pools in Ashland?

Prospero's Flagship Inn is a top hotel with a seasonal outdoor pool, free breakfast, and free parking. A couple of other options that offer an onsite 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 center, 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's the best hotel for staying near Rogue Valley International Airport (MFR)?

Ramada Hotel & Conference Center by Wyndham Medford is a popular 3-star hotel featuring free breakfast and a restaurant. It's located a short 1.4 mi (2.2 km) from Rogue Valley Intl. Airport. Other good choices close to the airport are Rogue Regency Inn and Suites and Quality Inn and Suites Airport.

What is staying in Ashland like?

Travelers to Ashland give high marks for the entertainment choices, popular theater scene, and festivals. Tourists who journey to this welcoming city can discover its gardens, cafes, and restaurants. In Ashland, there are 327 hotels and other accommodations to choose from. Find out more about Ashland.

What should I do while I'm visiting Ashland?

Known for its theaters and opera, cultural venues include Allen Elizabethan Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. Landmarks like 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 Howard Prairie Lake. Check out what more to see and do in Expedia's Ashland guide.

What's the weather like in Ashland?

The hottest months are usually August and July with an average temp of 65°F, while the coldest months are December and January with an average of 37°F. Average annual precipitation for Ashland is 33 inches.

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Our top choices for Ashland hotels

1. Callahan's Mountain Lodge

2. Green Springs Inn

3. Lithia Springs Resort

4. Ashland Commons Hostel

5. Prospero's Flagship Inn

6. Grandview of Ashland

7. Timbers INN and Suites

8. Comfort Inn & Suites Ashland

9. Cedarwood Inn of Ashland

10. Best Western Windsor Inn

11. Relax Inn At Ashland

12. Holiday Inn Express & Suites Ashland by IHG

13. Country Willows Inn and Estate

14. Barclay Klum House by WanderLodges

15. Abigail’s Bed & Breakfast Inn

16. Ashland Street Inn

17. Hanna's House by WanderLodges

18. Ashland Motel - Oregon

19. Arden Forest Inn

20. The Peerless Hotel by WanderLodges

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

Callahan's Mountain Lodge

More cheap stays in Ashland

Motel 6 Medford, OR - North

Frequently asked questions

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