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

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12 Jun - 14 Jun
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19 Jun - 21 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, (1,149 reviews)
"Loved the actual fireplace in the room"
United States
Teresa
The price is NZ$229
includes taxes & fees
10 June - 11 June
Callahan's Mountain Lodge
Front of property

Prospero's Flagship Inn

Prospero's Flagship Inn
2.5 star property
Ashland
8.6 out of 10, Excellent, (1,349 reviews)
"Clean room, nice location, polite and helpful staff."
United States
Michael
The price is NZ$165
includes taxes & fees
16 June - 17 June
Prospero's Flagship Inn
Seasonal outdoor pool

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1,008 reviews)
"Room was very clean and in a great location. "
United States
Kristina
The price is NZ$155
includes taxes & fees
15 June - 16 June
Timbers INN and Suites
Room, 2 Queen Beds, Non Smoking

Ashland Street Inn

Ashland Street Inn
2.5 star property
Ashland
7.8 out of 10, Good, (672 reviews)
"Very nice"
United States
barbarella
The price is NZ$224
includes taxes & fees
14 June - 15 June
Ashland Street Inn
Exterior

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1,011 reviews)
"We came in soooo late but the staff was incredible; so friendly and efficient!"
United States
Wendi
The price is NZ$221
includes taxes & fees
5 July - 6 July
Comfort Inn & Suites Ashland
Exterior

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1,006 reviews)
"Clean quiet rooms and plenty of shops nearby"
United States
Michelle
The price is NZ$213
includes taxes & fees
29 June - 30 June
Best Western Windsor Inn
Business centre

Cedarwood Inn of Ashland

Cedarwood Inn of Ashland
2.0 star property
Ashland
7.4 out of 10, Good, (1,001 reviews)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is NZ$218
includes taxes & fees
14 June - 15 June
Cedarwood Inn of Ashland
Exterior

Green Springs Inn

Green Springs Inn
2.0 star property
Ashland
9.2 out of 10, Wonderful, (127 reviews)
"Very clean, comfortable room in the lodge. Gorgeous setting."
United States
Mary
The price is NZ$201
includes taxes & fees
16 June - 17 June
Green Springs Inn
Interior

Savage Upon Siskiyou

Savage Upon Siskiyou
3.0 star property
Siskiyou-Hargadine Historic District
The price is NZ$747
includes taxes & fees
14 June - 15 June
Savage Upon Siskiyou
Standard Room, 2 Double Beds (Newly Redone)

Relax Inn At Ashland

Relax Inn At Ashland
1.5 star property
Ashland
7.0 out of 10, Good, (513 reviews)
"This is a great economical alternative to chain motels. It was very clean, affordable and convenient."
United States
Stu
The price is NZ$152
includes taxes & fees
30 June - 1 July
Relax Inn At Ashland
Two Queen Room - Non Smoking (No Pets Allowed)

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 NZ$138
includes taxes & fees
22 June - 23 June
Ashland Motel - Oregon
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, (1,008 reviews)
"Have stayed here before and will again!"
United States
Christopher
The price is NZ$274
includes taxes & fees
29 June - 30 June
Holiday Inn Express & Suites Ashland by IHG
Front of property

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1,008 reviews)
"Darling little spacious individual cottage, truly enjoyed our stay. Quick 5 minute drive to downtown."
United States
Cynthia
The price is NZ$308
includes taxes & fees
5 July - 6 July
Lithia Springs Resort
Indoor spa tub

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,769 reviews)
"Lovely place to stay close to downtown"
United States
Teresa
The price is NZ$253
includes taxes & fees
22 June - 23 June
Stratford Inn
Lobby

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

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District
8.6 out of 10, Excellent, (1,008 reviews)
"Awesome location great breakfast older hotel but well maintained would stay again"
United States
Joel
The price is NZ$260
includes taxes & fees
22 June - 23 June
The Bard's Inn, BW Signature Collection by Best Western
Terrace/patio

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (107 reviews)
"Beautiful rooms, walkable, comfortable rooms, really enjoyed. Great for couples"
United States
Errol
The price is NZ$364
includes taxes & fees
8 July - 9 July
The Peerless Hotel by WanderLodges
Front of property

McCall House Boutique Inn

McCall House Boutique Inn
4.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (596 reviews)
"McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious. "
United States
John
The price is NZ$508
includes taxes & fees
10 June - 11 June
McCall House Boutique Inn
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 NZ$443
includes taxes & fees
10 June - 11 June
Country Willows Inn and Estate
Outdoor dining

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,013 reviews)
"Great location close the theater. Would stay again"
United States
Tejinder
The price is NZ$309
includes taxes & fees
22 June - 23 June
Plaza Inn & Suites at Ashland Creek
Lobby sitting area

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,491 reviews)
"Enjoyed our stay. Great location and on site amenities. Will come back again."
United States
Jamie
The price is NZ$275
includes taxes & fees
29 June - 30 June
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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Our guide on 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

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

8/10 Good
"large and comfortable room and bed. very convenient location and very quick checkin."
Kimberly 1-night trip
Posted less than an hour ago
Ashland Hills Hotel & Suites

More cheap accommodation in Ashland

Motel 6 Medford, OR - North

Motel 6 Medford, OR - North

2400 Biddle Rd Medford OR
The price is NZ$92 per night from 23 June to 24 June
NZ$92
23 June - 24 June
includes taxes & fees
7.4/10 Good! (1,150 reviews)

Frequently asked questions

Where is the best place for a stay in Ashland?
Based on our traveller data, The Bard's Inn, BW Signature Collection by Best Western is one of the top choices for your stay. This hotel is a short 6-minute walk from Oregon Shakespeare Festival, and it offers free breakfast and free parking. Other good options for your stay include Prospero's Flagship Inn and Ashland Hills Hotel & Suites. See all available top hotels, or vacation rentals in Ashland.
What are some of the best holiday rentals that Ashland has to offer?
Beautiful bungalow downtown Ashland railroad district, rv parking, adventure!: This highly rated holiday home rental in Ashland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Some other homes for rent in Ashland include Casual luxury retreat: Siskiyou Mountain Place. 2 br, kitchenette. and Gorgeous Lakeside BarnHOUSE + SAUNA!. See all 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, Ashland Hills Hotel & Suites is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and free parking. Other choices to stay on the cheap include Prospero's Flagship Inn 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's the most popular hotel in Ashland with an on-site water park or a water park nearby?
Come relax, work & enjoy country air. Beautiful winter has arrived! is a favourite water park hotel 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 326 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 Oregon Shakespeare Festival. 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 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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