Find hotels in Ashland, OR from 1.593.237 ₫

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1 Dec - 2 Dec
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2 Dec - 3 Dec
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5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 Ashland hotels and places to stay

Exterior detail
Stratford Inn

Stratford Inn

2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1605)
"Friendly staff, nice hot tub.clean room."
United States
Ann
The price is 2.372.850 ₫
2.645.728 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Stratford Inn
Lobby sitting area
Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3.0 star property
Ashland
9.0 out of 10, Wonderful, (1518)
"I love staying here because the decoration is so great and the food and service is phenomenal."
United States
Roxane
The price is 2.196.538 ₫
2.712.843 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Ashland Hills Hotel & Suites
Free daily on-the-go breakfast
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 star property
Ashland
8.8 out of 10, Excellent, (1186)
"The room was clean and the staff was very friendly. Would definitely stay again."
Canada
Susan
The price is 1.977.375 ₫
2.204.905 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Flagship Inn of Ashland
Exterior
Comfort Inn & Suites Ashland

Comfort Inn & Suites Ashland

2.5 star property
Ashland
8.6 out of 10, Excellent, (1026)
"Clean, great pool, super friendly staff. "
United States
Scott
The price is 2.231.345 ₫
2.264.815 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Comfort Inn & Suites Ashland
Garden
Ashland Springs Hotel

Ashland Springs Hotel

3.0 star property
Historic Downtown District
9.2 out of 10, Wonderful, (1016)
"Always a great place to stay in downtown. This historic hotel has lots of charm and rooms with downtown view are fun."
United States
aurora
The price is 2.803.654 ₫
3.521.549 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Ashland Springs Hotel
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, (1010)
"Desk staff was very nice room clean and quiet"
United States
Richard
Plaza Inn & Suites at Ashland Creek
Front of property
Lithia Springs Resort

Lithia Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (1012)
"Our stay was magical!"
United States
Maryah
Lithia Springs Resort
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, (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 2.768.589 ₫
3.086.977 ₫ total
includes taxes & fees
3 Dec - 4 Dec
The Bard's Inn, BW Signature Collection by Best Western
Panoramic Room, 1 King Bed, Jetted Tub, Mountain View | Terrace/patio
Callahan's Mountain Lodge

Callahan's Mountain Lodge

3.0 star property
Ashland
8.8 out of 10, Excellent, (1175)
"Loved our visit there, staff was top notch"
United States
Michael
The price is 2.705.049 ₫
3.141.099 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Callahan's Mountain Lodge
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, (1013)
"Clean and friendly staff"
United States
Liza Rene
The price is 2.235.752 ₫
2.492.863 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Ashland by IHG
Seasonal outdoor pool
Timbers INN and Suites

Timbers INN and Suites

2.0 star property
Ashland
8.6 out of 10, Excellent, (1009)
"It was a great overall experience and we liked the accessibility to main Ashland. Comfy bed, nice shower. "
United States
Sequoyah
The price is 1.660.995 ₫
1.852.010 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Timbers INN and Suites
Exterior
Best Western Windsor Inn

Best Western Windsor Inn

2.5 star property
Ashland
9.0 out of 10, Wonderful, (1009)
"Location was convenient for traveling thru Ashland, but not so convenient if you wish to attend the Festival as you have to drive into town. "
United States
Janet
The price is 2.873.785 ₫
3.204.402 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Best Western Windsor Inn
Bar (on property)
Winchester Inn

Winchester Inn

3.5 star property
Historic Downtown District
9.6 out of 10, Exceptional, (258)
"Super comfortable room, great location to Main Street, excellent check in with friendly staff, would definitely stay here again!"
United States
Laura
Winchester Inn
Standard Room, 2 Queen Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi
Cedarwood Inn of Ashland

Cedarwood Inn of Ashland

2.0 star property
Ashland
7.4 out of 10, Good, (1002)
"We’ve stayed here twice. Nice place for reasonable price."
United States
Mai
The price is 2.636.236 ₫
2.939.434 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Cedarwood Inn of Ashland
Standard Room, 1 King Bed (Newly Redone) | Down duvets, desk, laptop workspace, blackout curtains
Relax Inn At Ashland

Relax Inn At Ashland

1.5 star property
Ashland
6.8 out of 10, (495)
"The rooms are clean,everything worked, the price was right, very inexpensive. "
United States
Fred
The price is 2.301.664 ₫
2.566.355 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Relax Inn At Ashland
Hobart Peak | Terrace/patio
Green Springs Inn

Green Springs Inn

2.0 star property
Ashland
9.4 out of 10, Exceptional, (108)
"Definitely not what we expected drove 4 miles up the road and stayed at a way nicer place Hyatt Lake Resort"
United States
Joseph
The price is 2.491.492 ₫
3.197.876 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Green Springs Inn
Garden
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 479.843 ₫
1.593.237 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Ashland Commons Hostel
BBQ/picnic Area
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 1.965.809 ₫
2.191.877 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Ashland Motel - Oregon
Room, 2 Queen Beds, Non Smoking | Desk, blackout curtains, iron/ironing board, free WiFi
Scottish Inn

Scottish Inn

2.5 star property
Ashland
7.8 out of 10, Good, (666)
"Easy parking. Convenient to downtown and shopping"
United States
Michael
The price is 1.898.280 ₫
2.116.582 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Scottish Inn
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

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
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:12 Dec - 14 Dec

Image gallery for Country Willows Inn and Estate

Free daily full breakfast

Country Willows Inn and Estate

4.0 star property
Ashland
9.8/10Exceptional (33 reviews)
10% off
Price is 5.895.054 ₫
11.966.780 ₫ total
includes taxes & fees
Country Willows Inn and Estate
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Where to stay in Ashland

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

Historic Downtown District

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

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.

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.

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)
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.
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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 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

More cheap stays in Ashland

Flagship Inn of Ashland

Flagship Inn of Ashland

1193 Siskiyou Blvd Ashland OR
The price is 1.977.375 ₫ per night from 3 Dec to 4 Dec
1.977.375 ₫
2.204.905 ₫ total
3 Dec - 4 Dec
includes taxes & fees
8.6/10 Excellent! (1,176 reviews)

Hotels in Ashland with star rating

Frequently asked questions

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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