Find hotels in Ashland, OR from ฿1,365

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15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

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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 ฿3,237
฿3,759 total
includes taxes & fees
17 Dec - 18 Dec
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, (1599)
"Clean room, attentive staff, easy walk to downtown. "
United States
Richard
The price is ฿2,839
฿3,166 total
includes taxes & fees
16 Dec - 17 Dec
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 ฿2,959
฿3,634 total
includes taxes & fees
16 Dec - 17 Dec
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, (1192)
"Huge room Great check in Very comfortable My 5th stay here "
United States
Michael L
The price is ฿2,129
฿2,374 total
includes taxes & fees
16 Dec - 17 Dec
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 ฿3,281
฿3,658 total
includes taxes & fees
2 Jan - 3 Jan 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 ฿2,742
฿3,531 total
includes taxes & fees
17 Dec - 18 Dec
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, (1004)
"Staff was excellent and very nice and room was clean and location is good Town is very cool 👍"
United States
Thomas
The price is ฿2,634
฿2,673 total
includes taxes & fees
4 Jan - 5 Jan 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 ฿3,313
฿3,694 total
includes taxes & fees
2 Jan - 3 Jan 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, (1002)
"Friendly staff and very clean"
United States
Noel
The price is ฿3,439
฿3,834 total
includes taxes & fees
2 Jan - 3 Jan 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 ฿1,959
฿2,184 total
includes taxes & fees
16 Dec - 17 Dec
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 ฿2,827
฿3,506 total
includes taxes & fees
1 Jan - 2 Jan 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 ฿2,981
฿3,827 total
includes taxes & fees
16 Dec - 17 Dec
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, pillow-top 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-sized 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 ฿3,890
฿8,523 total
includes taxes & fees
2 Jan - 3 Jan 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 ฿6,672
฿12,344 total
includes taxes & fees
5 Jan - 6 Jan 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 ฿2,208
฿2,462 total
includes taxes & fees
26 Dec - 27 Dec
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 ฿1,221
฿2,628 total
includes taxes & fees
16 Dec - 17 Dec
Ashland Commons Hostel
Bar (on property)
Winchester Inn

Winchester Inn

Winchester Inn
3.5 star property
Historic Downtown District
9.8 out of 10, Exceptional, (261)
"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 ฿5,643
฿6,671 total
includes taxes & fees
4 Jan - 5 Jan 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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Holiday Rentals in Ashland

Holiday Home
Luxury House, 2 Bedrooms, Bathtub, Garden Area | Private kitchen | Full-sized 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. "
Barclay Klum House by WanderLodges
See all holiday rentals
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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

Historic Downtown District

While visiting Historic Downtown District, you might make a stop by sights like Thomas Theatre and Oregon Shakespeare Festival.

Historic Railroad District

While Historic Railroad District isn't home to many top sights, Thomas Theatre and Oregon Shakespeare Festival are some notable places to visit nearby.

Siskiyou-Hargadine Historic District

If you're spending some time in Siskiyou-Hargadine Historic District, Lithia Park and Ashland Library are top sights worth seeing.

Skidmore Academy Historic District

While Skidmore Academy Historic District may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Thomas Theatre and Oregon Shakespeare Festival.

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)
You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
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USA, Oregon, Mt Ashland. Fresh snow on evergreens.

Mount Ashland Ski Area

4.2/5 (136 reviews)
Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and entertainment choices in this walkable area.
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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.

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

Top Ashland Hotel Reviews

Ashland Commons Hostel

Ashland Commons Hostel

10/10 Excellent
"Everything I needed was provided. I was more than happy!!!"
corey 7-night trip
Posted 1 month ago
Ashland Commons Hostel

More cheap stays in Ashland

Motel 6 Medford, OR

Motel 6 Medford, OR

950 Alba Dr Medford OR
The price is ฿1,214 per night from 30 Dec to 31 Dec
฿1,214
฿1,365 total
30 Dec - 31 Dec
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 favourite with Expedia customers. This inn offers free breakfast and a restaurant. Traveller reviews also recommend Country Willows Inn and Estate and McCall House Boutique Inn as top options for your trip. See all available top hotels, or vacation rentals in Ashland.
What are some of the best holiday rentals that Ashland has to offer?
Grandview of Ashland: This highly rated holiday home rental in Ashland is located near the airport, and has a garden, 1 hot tub and a BBQ to put you at ease in your new surroundings. This holiday 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 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, Stratford Inn is a popular hotel for our travellers who want a more economical choice, and features free Wi-Fi and free parking. Other choices for your budget-friendly stay include Ashland Hills Hotel & Suites and Flagship Inn of Ashland. View all budget hotels in Ashland.
What's the best family accommodation 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 options for your family trip include Plaza Inn & Suites at Ashland Creek and Callahan's Mountain Lodge. 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?
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 include Stratford Inn and Ashland Hills Hotel & Suites. See more pet-friendly hotel accommodations in Ashland.
What are some hotels 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 feature an on-site 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 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 321 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 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. 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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