Find hotels in Ashland, OR from ₩63,948

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Our top choices for Ashland hotels

Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1168)
"Beautiful place to stay "
United States
Daniel
The price is ₩151,613
₩176,053 total
includes taxes & fees
Dec 17 - Dec 18
Callahan's Mountain Lodge
Exterior detail
Stratford Inn

Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1597)
"Clean room, attentive staff, easy walk to downtown. "
United States
Richard
The price is ₩132,994
₩148,288 total
includes taxes & fees
Dec 16 - Dec 17
Stratford Inn
Front of property
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1004)
"Lovely room with jacuzzi bath, cozy fireplace and comfy bed. Nice tea time snacks, and beautiful outdoor areas. Very dog friendly. "
United States
hannelie
The price is ₩138,594
₩170,227 total
includes taxes & fees
Dec 16 - Dec 17
Lithia Springs Resort
Free daily on-the-go breakfast
Flagship Inn of Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1191)
"Huge room Great check in Very comfortable My 5th stay here "
United States
Michael L
The price is ₩99,745
₩111,212 total
includes taxes & fees
Dec 16 - Dec 17
Flagship Inn of Ashland
Exterior
Holiday Inn Express & Suites Ashland by IHG

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, (1005)
"Very nice property with nice decor. Room much nicer than competitors I’ve stayed with . Extremely clean, super staff. Will stay here again!"
United States
Christopher
The price is ₩153,682
₩171,356 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express & Suites Ashland by IHG
Garden
Ashland Springs Hotel

Ashland Springs Hotel

Ashland Springs Hotel
3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1005)
"Small room but wonderful view and comfortable bed. "
United States
Jessica
The price is ₩128,457
₩165,385 total
includes taxes & fees
Dec 17 - Dec 18
Ashland Springs Hotel
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland
2.5 star property
Ashland
8.8 out of 10, Excellent, (1002)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is ₩123,359
₩125,209 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn & Suites Ashland
Lobby
The Bard's Inn, BW Signature Collection by Best Western

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, (1008)
"The Bards Inn is lovely with each room themed after a Shakespe Play. Location is excellent just at the top of Main St. I can highly recommend this hotel"
United States
Suzanne
The price is ₩155,174
₩173,018 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Bard's Inn, BW Signature Collection by Best Western
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

Best Western Windsor Inn
2.5 star property
Ashland
9.0 out of 10, Wonderful, (1001)
"Friendly staff and very clean"
United States
Noel
The price is ₩161,070
₩179,600 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Best Western Windsor Inn
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

Timbers INN and Suites
2.0 star property
Ashland
8.6 out of 10, Excellent, (1002)
"Room very good and vintage 70s style. "
United States
James P
The price is ₩91,766
₩102,320 total
includes taxes & fees
Dec 16 - Dec 17
Timbers INN and Suites
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites
3.0 star property
Ashland
9.0 out of 10, Wonderful, (1499)
"A very great stay with our two dogs！"
United States
Yaolin
The price is ₩132,417
₩164,211 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Ashland Hills Hotel & Suites
Free daily full breakfast
Country Willows Inn and Estate

Country Willows Inn and Estate

Country Willows Inn and Estate
4.0 star property
Ashland
9.8 out of 10, Exceptional, (33)
"Beautiful setting close to downtown. Pool is marvelous!"
United States
Carol
Country Willows Inn and Estate
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

Green Springs Inn
2.0 star property
Ashland
9.4 out of 10, Exceptional, (108)
"Beautiful surroundings and hassle free check in. "
United States
Lynnesa
The price is ₩139,644
₩179,236 total
includes taxes & fees
Dec 16 - Dec 17
Green Springs Inn
Outdoor dining
Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek

Plaza Inn & Suites at Ashland Creek
3.0 star property
Ashland
8.8 out of 10, Excellent, (1003)
"Nice stay again in Ashland amazing location for food and shopping! Love the local vibe. Comfortable bed and simple breakfast to start the day off right! "
United States
Brian
Plaza Inn & Suites at Ashland Creek
Honeymoon Suite #7, 1 Queen Bed, Jetted Tub, Mountain Views | Premium bedding, pillowtop beds, individually decorated
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (95)
"A lovely spot to stay! Our room was beautifully furnished and cozy with a historic charm. The outdoor balcony was a great way to wake up with a cup of coffee. Within walking distance of the theaters and downtown. "
United States
Matthew
The Peerless Hotel by WanderLodges
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (7)
"Great ~ memorable stay. "
United States
Melissa
The price is ₩182,201
₩399,225 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Barclay Klum House by WanderLodges
Terrace/patio
Grandview of Ashland

Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (2)
"I absolutely fell in love with this property it was so beautiful from the moment we drove up the hill to see this gorgeous house at the top. The yard and garden was a surprise. I wasn’t expecting to have such a peaceful place to stay the pictures don’t even do it justice. I would definitely Want to stay there again when I come to visit family. "
United States
Monica
The price is ₩312,536
₩317,224 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Grandview of Ashland
BBQ/picnic area
Ashland Motel - Oregon

Ashland Motel - Oregon

Ashland Motel - Oregon
2.0 star property
Ashland
7.8 out of 10, Good, (216)
"Great service "
United States
James
The price is ₩103,440
₩115,335 total
includes taxes & fees
Dec 26 - Dec 27
Ashland Motel - Oregon
Garden
Ashland Commons Hostel

Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (50)
"Nice hostel and clean rooms"
United States
EASWARAMOORTHI
The price is ₩57,187
₩123,078 total
includes taxes & fees
Dec 16 - Dec 17
Ashland Commons Hostel
Bar (on property)
Winchester Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (260)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
The price is ₩264,333
₩312,449 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Winchester Inn
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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Great weekend hotel deals in Ashland, OR

Showing deals for:Dec 26 - Dec 28

Image gallery for Winchester Inn

Bar (on property)

Winchester Inn

3.5 star property
Ashland
9.6/10Exceptional (260 reviews)
10% off
Price is ₩387,517
₩907,812 total
includes taxes & fees
Winchester Inn
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Where to stay in Ashland

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

Historic Downtown District

If you're spending some time in Historic Downtown District, Thomas Theatre and Oregon Shakespeare Festival are top sights worth seeing.

Historic Railroad District

Historic Railroad District might not have many top sights, but Thomas Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Siskiyou-Hargadine Historic District

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Lithia Park and Ashland Library.

Skidmore Academy Historic District

Skidmore Academy Historic District might not have many top sights, but Thomas Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Stay near popular Ashland attractions

Ashland is probably best known for the Tony Award-winning Oregon Shakespeare Festival, which I highly recommend checking out if you're in to Shakespeare plays. The statue in the photo is actually a guy in a Shakespearean costume collecting contributions toward a permanent statue of the Bard in Ashland. #WeekendGetaway
Photo by Patrick Glassford
Open Photo by Patrick Glassford

Oregon Shakespeare Festival

4.6/5 (351 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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USA, Oregon, Mt Ashland. Fresh snow on evergreens.

Mount Ashland Ski Area

4.2/5 (136 reviews)
Southern Oregon's premier ski destination offers 44 trails across 240 acres of varied terrain. Enjoy twilight skiing on select evenings for a magical mountain experience under the stars.
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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.

See all hotels in Ashland
APB2G7 Shops and restaurants on Lithia Plaza at junction with Main Street in Ashland Oregon

Top Ashland Hotel Reviews

Stratford Inn

Stratford Inn

10/10 Excellent
"The room was clean and spacious. The best thing about our visit was chatting with Cindy over breakfast. She is a gem!!! She gave us quite a few suggestions for places to visit, and we really enjoyed chatting with her. She’s an excellent asset to your hotel and a keeper! We shall return!"
Kathy 1-night trip
Posted 5 days ago
Stratford Inn

More cheap stays in Ashland

Motel 6 Medford, OR

Motel 6 Medford, OR

950 Alba Dr Medford OR
The price is ₩56,842 per night from Dec 30 to Dec 31
₩56,842
₩63,948 total
Dec 30 - Dec 31
includes taxes & fees
7/10 Good! (1,001 reviews)

Frequently asked questions

Where is the best place for a stay in Ashland?
Winchester Inn is a favorite with Expedia customers. This inn offers free breakfast and a restaurant. Traveler reviews also recommend Country Willows Inn and Estate and McCall House Boutique Inn as top options for your visit. See all available top hotels, or vacation rentals in Ashland.
What are some of the best vacation rentals in Ashland?
Grandview of Ashland: This Ashland vacation home rental is located near the airport and has a garden, a hot tub, and a barbecue grill to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. See all 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, Stratford Inn is a popular hotel for our travelers who want a more economical choice, and features free WiFi and free parking. Other good options to stay on the cheap include Ashland Hills Hotel & Suites and Flagship Inn of Ashland. View all budget hotels in Ashland.
What's the best place to stay for a family vacation in Ashland?
Lithia Springs Resort is a B&B with an outdoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your family trip include Plaza Inn & Suites at Ashland Creek and Callahan's Mountain Lodge. 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?
Green Springs Inn is a top dog-friendly resort, and offers free WiFi for its human guests. Two other good options for you and your pet's trip include Stratford Inn and Ashland Hills Hotel & Suites. 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?
Stratford Inn is a top hotel with a children's pool, an indoor pool, and free WiFi. A couple of other options that offer an onsite pool include Flagship Inn of Ashland 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 321 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 Thomas Theatre, Oregon Shakespeare Festival, and Oregon Cabaret Theatre. Landmarks like Tashi Choling Buddhist Center and Lithia Artisans Market might be worth a visit. The gardens and hiking trails highlight the natural beauty with places to discover including Lithia Park, Howard Prairie Lake, and Rogue River-Siskiyou National Forest. 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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