A resident black-tail deer walks the streets of Ashland, Oregon

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Check prices for these dates

Next weekend
19 Jun - 21 Jun
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26 Jun - 28 Jun

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Our top choices for Ashland hotels

Exterior

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,148 reviews)
"Loved the actual fireplace in the room"
United States
Teresa
The price is ฿5,303
฿5,873 total
includes taxes & fees
29 Jun - 30 Jun
Callahan's Mountain Lodge
Front of property

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (55 reviews)
"Great room, amenities, and staff"
United States
John
The price is ฿1,090
฿2,529 total
includes taxes & fees
15 Jun - 16 Jun
Ashland Commons Hostel
Front of property

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,015 reviews)
"Darling little spacious individual cottage, truly enjoyed our stay. Quick 5 minute drive to downtown."
United States
Cynthia
The price is ฿5,122
฿5,854 total
includes taxes & fees
5 Jul - 6 Jul
Lithia Springs Resort
Exterior

Green Springs Inn

Green Springs Inn
2.0 star property
Ashland
9.2 out of 10, Wonderful, (128 reviews)
"Very clean, comfortable room in the lodge. Gorgeous setting."
United States
Mary
The price is ฿2,976
฿3,851 total
includes taxes & fees
15 Jun - 16 Jun
Green Springs Inn
Front of property

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.6 out of 10, Excellent, (1,362 reviews)
"great little place to stay!"
United States
Tim
The price is ฿3,093
฿3,449 total
includes taxes & fees
16 Jun - 17 Jun
Prospero's Flagship Inn
Sun deck

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (7 reviews)
"The residence was fantastic in every way. Me and my family enjoyed all the amenities and seeing the wildlife around the house outside. This place is a magical place! Thank you again! We will be back in the near future. "
United States
michael
The price is ฿8,455
฿15,194 total
includes taxes & fees
29 Jun - 30 Jun
Grandview of Ashland
Seasonal outdoor pool

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1,011 reviews)
"Room was very clean and in a great location. "
United States
Kristina
The price is ฿2,651
฿2,956 total
includes taxes & fees
15 Jun - 16 Jun
Timbers INN and Suites
Exterior

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1,018 reviews)
"Very convenient, very clean and comfortable."
United States
Kurt
The price is ฿3,830
฿3,887 total
includes taxes & fees
5 Jul - 6 Jul
Comfort Inn & Suites Ashland
Standard Room, 2 Double Beds (Newly Redone) | Down duvets, desk, laptop workspace, blackout curtains

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
Ashland
7.0 out of 10, Good, (515 reviews)
"This is a great economical alternative to chain motels. It was very clean, affordable and convenient."
United States
Stu
The price is ฿2,671
฿2,978 total
includes taxes & fees
30 Jun - 1 Jul
Relax Inn At Ashland
Business centre

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,002 reviews)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is ฿4,091
฿4,562 total
includes taxes & fees
15 Jun - 16 Jun
Cedarwood Inn of Ashland
Exterior

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,012 reviews)
"Great place"
United States
Angela
The price is ฿3,640
฿4,059 total
includes taxes & fees
12 Jul - 13 Jul
Best Western Windsor Inn
Exterior

Holiday Inn Express & Suites Ashland by IHG

Holiday Inn Express & Suites Ashland by IHG
2.5 star property
Ashland
9.2 out of 10, Wonderful, (1,011 reviews)
"Have stayed here before and will again!"
United States
Christopher
The price is ฿4,452
฿4,964 total
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express & Suites Ashland by IHG
Seasonal outdoor pool, open 7:00 AM to 8:00 PM, pool umbrellas

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (37 reviews)
"Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎"
United States
Steve
The price is ฿8,294
฿8,418 total
includes taxes & fees
16 Jun - 17 Jun
Country Willows Inn and Estate
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Bathroom | Separate bathtub and shower, deep-soaking bathtub, towels, soap

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (8 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ฿4,213
฿8,895 total
includes taxes & fees
15 Jun - 16 Jun
Barclay Klum House by WanderLodges
Interior

Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
The price is ฿7,103
฿13,358 total
includes taxes & fees
15 Jun - 16 Jun
Savage Upon Siskiyou
Indoor spa tub

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,781 reviews)
"Lovely place to stay close to downtown"
United States
Teresa
The price is ฿4,516
฿5,035 total
includes taxes & fees
22 Jun - 23 Jun
Stratford Inn
Exterior

Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (62 reviews)
"Best B and B in Ashland we have ever stayed at in thirty years . Amazing food and very comfortable."
United States
Andrew
The price is ฿8,511
฿9,490 total
includes taxes & fees
7 Jul - 8 Jul
Abigail’s Bed & Breakfast Inn
Garden view

Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (104 reviews)
"Lovely property hidden in a quiet neighborhood, walking distance to downtown and Oregon Shakespeare Theatre. Could use a quieter bathroom fan but all else good!"
United States
Mary Lee
The price is ฿6,629
฿7,391 total
includes taxes & fees
29 Jun - 30 Jun
Arden Forest Inn
Two Queen Room - Non Smoking (No Pets Allowed) | Egyptian cotton sheets, down duvets, desk, free WiFi

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
Ashland
7.8 out of 10, Good, (226 reviews)
"Always enjoy staying here. Always parking. Easy to walk to our favorite breakfast spot - Mornjng Glory. Rooms are clean. It is quiet. Not walking distance to downtown but right next to campus."
United States
Rachel
The price is ฿2,452
฿2,734 total
includes taxes & fees
29 Jun - 30 Jun
Ashland Motel - Oregon
Lobby sitting area

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,499 reviews)
"large and comfortable room and bed. very convenient location and very quick checkin."
United States
Kimberly
The price is ฿4,684
฿5,550 total
includes taxes & fees
29 Jun - 30 Jun
Ashland Hills Hotel & Suites
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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Where to stay in Ashland

Find the best Ashland areas for the activities you enjoy most. Learn more about Ashland
Learn more about Ashland
Mosby Creek Covered Bridge in Cottage Grove, Oregon, United States

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.

Aerial view of Ashland, Oregon

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.

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 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.

Stay near popular Ashland attractions

Photo by Patrick Glassford
Open Photo by Patrick Glassford

Oregon Shakespeare Festival

4.6/5 (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.
See properties

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.

See all hotels in Ashland
Beautiful Historic Bridge of Lithia Park at Golden Fall in Ashland

Top Ashland Hotel Reviews

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

8/10 Good
"some of the deeper maintenance needed attention. faucet handle loose; toilet only flushed properly if held down for a while; phone not working.... Nothing serious & everything else was great"
Randall 1-night trip
Posted 1 hour ago
Comfort Inn & Suites Ashland

More cheap stays in Ashland

Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2400 Biddle Rd Medford OR
The price is ฿1,772 per night from 28 Jun to 29 Jun
฿1,772
฿1,994 total
28 Jun - 29 Jun
includes taxes & fees
7.4/10 Good! (1,159 reviews)

Frequently asked questions

Where is the best place for a stay in Ashland?
Based on our traveller 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 stay 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 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 to stay on the cheap include Ashland Hills Hotel & Suites and Stratford Inn. 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. Callahan's Mountain Lodge is another good choice for your child-friendly holiday. 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 The Bard's Inn, BW Signature Collection by Best Western and Stratford Inn. 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 327 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, 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. 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.

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