Hotels in Ashland

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Where to stay in Ashland?

Exterior
Holiday Inn Express & Suites Ashland by IHG
Holiday Inn Express & Suites Ashland by IHG
2.5 star property
9.2 out of 10, Wonderful, (1000)
  • cleanliness
    Modern hotel near Weisinger Family Winery with indoor pool and 24-hour fitness.
The price is CNY729
CNY812 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Holiday Inn Express & Suites Ashland by IHG
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.
See more propertiesforward arrow

Great weekend hotel deals in Ashland, OR

Showing deals for:Jan 9 - Jan 11

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 CNY1,279
CNY2,596 total
includes taxes & fees
Country Willows Inn and Estate

Check out pet-friendly hotels in Ashland

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, (1173)
The price is CNY725
CNY841 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Callahan's Mountain Lodge
View all properties

You may also like hotels with hot tubs in Ashland

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, (1173)
The price is CNY725
CNY841 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Callahan's Mountain Lodge
View all properties

You can also stay at family-friendly hotels in Ashland

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, (1173)
The price is CNY725
CNY841 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Callahan's Mountain Lodge
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.
View all properties

When is the best time to visit Ashland?

Our prices for hotels in Ashland are cheapest in February
Price trends for hotels in Ashland
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Ashland
December
Low crowds
High 7°C / low -2°C. Snow likely.
View properties in December
7°
ac_unit
December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
8°
ac_unit
January, Low crowds, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
-2°
9°
ac_unit
February, Low crowds, average high temperature 9 degrees Celsius, average low temperature -1 degrees Celsius. Snow likely.
-1°
11°
ac_unit
March, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature -1 degrees Celsius. Snow likely.
-1°
14°
weather_partly_sunny
April, Low crowds, average high temperature 14 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
19°
weather_sun
May, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
24°
weather_sun
June, High crowds, average high temperature 24 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
30°
weather_sun
July, High crowds, average high temperature 30 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
30°
weather_sun
August, High crowds, average high temperature 30 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
26°
weather_sun
September, High crowds, average high temperature 26 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
19°
weather_sun
October, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
5°
11°
weather_partly_sunny
November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
0°
Monthly weather averages (˚C)

Top neighborhoods in Ashland

Historic Downtown District

The Historic Downtown District neighborhood offers attractions such as Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Siskiyou-Hargadine Historic District

The Siskiyou-Hargadine Historic District neighborhood has lots to see including Lithia Park and Ashland Library.

Top landmarks in Ashland

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)
If you want to see a show while you're in town, try and grab some tickets at Oregon Shakespeare Festival in Historic Downtown District. If you enjoy the show and want to see another, Allen Elizabethan Theatre, Oregon Cabaret Theatre, and Thomas Theatre are all a short walk away.
See properties
USA, Oregon, Mt Ashland. Fresh snow on evergreens.

Mount Ashland Ski Area

4.2/5 (136 reviews)
Skiers and snowboarders might want to test out the slopes at Mount Ashland Ski Area, a skiing spot located 7.8 mi (12.5 km) from central Ashland.
See properties

Learn more about Ashland

Ashland is applauded for its entertainment and theater with such cultural attractions as Allen Elizabethan Theatre and Oregon Shakespeare Festival. This welcoming city has something for everyone including its opera, cafes, and sights like Oregon Cabaret Theatre and Lithia Park.

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

Check out reviews of Ashland hotels guests love

Ashland Springs Hotel

Ashland Springs Hotel

10/10 Excellent
"Excellent view."
Patricia 2-night trip
Posted 2 days ago
Ashland Springs Hotel

Frequently asked questions

How much does a hotel room cost in Ashland?
You can choose a great hotel in Ashland from CNY485 with properties to suit all budgets and needs. Ashland Commons Hostel and Stratford Inn are a couple of low-cost options that are popular with our travelers. If you're after an affordable hotel in Ashland that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Ashland hotels?
Discover great deals on Ashland hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Ashland hotels.
Can I book Ashland hotels with free cancellation?
To book a refundable Ashland hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Ashland?
Our travelers' top pet-friendly hotels in Ashland include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Ashland.
What are some of the best hotels in Ashland for couples?
Stay at a top-rated Ashland romantic hotel and make the most of your couple's vacation. Our travelers love Country Willows Inn and Estate, a bed & breakfast with in-room champagne service and in-room massages. Another romantic hotel with top reviews is McCall House Boutique Inn. This bed & breakfast can be found in Historic Downtown District with proposal/romance packages as well as in-room champagne service for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Ashland for couples on Hotels.com.
What are some of the best kid-friendly hotels in Ashland?
Some of the best Ashland hotels for kids include Lithia Springs Resort, Callahan's Mountain Lodge, and Plaza Inn & Suites at Ashland Creek. Lithia Springs Resort is a kid-friendly bed & breakfast with a guest score of 9.4 out of 10 plus family-friendly amenities like an outdoor pool, a hot tub, and free parking. Check out Callahan's Mountain Lodge with a guest score of 8.8. This popular lodge has children's meals and an arcade/game room as well as high chairs in the guestrooms. Plaza Inn & Suites at Ashland Creek is another good option with free parking and a free continental breakfast, plus free cribs in the guestrooms. Discover more kid-friendly hotels in Ashland by using the Hotels.com "Family friendly" filter in your search.
What are the top Ashland hotels with a pool?
For some added luxury, discover the best Ashland hotels with a pool. Arden Forest Inn is a great bed & breakfast with a seasonal outdoor pool and a guest rating of 9.8 out of 10. Plus, you can make the most of its proposal/romance packages and free parking. Country Willows Inn and Estate is a popular bed & breakfast that features a seasonal outdoor pool along with spa services and a free full breakfast. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Ashland with a pool.
What are some of the best Ashland hotels with free parking?
If you're driving, a great Ashland hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Ashland?
For hotels in central Ashland, check out Ashland Springs Hotel and Ashland Hills Hotel & Suites. Travelers love Ashland Springs Hotel for its location, as well as the full-service spa, hot tub and restaurant this hotel offers. Ashland Hills Hotel & Suites is another popular central hotel with an outdoor pool, a hot tub and a restaurant. Historic Downtown District and Siskiyou-Hargadine Historic District are some of the most central neighborhoods for your Ashland vacation.
Where can I find free parking at my hotel in Ashland?
Park your car for free at McCall House Boutique Inn.
Can I book refundable accommodations in Ashland?
If you need the flexibility to change your plans to Ashland, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where should I stay in Ashland if I want a cheap accommodation?
An inexpensive option worth considering is Stratford Inn.