Hotels & Accommodation in Ashland

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Check prices for these dates

Tonight
23 Dec - 24 Dec
Tomorrow
24 Dec - 25 Dec
This weekend
26 Dec - 28 Dec
Next weekend
02 Jan - 04 Jan

Where to stay in Ashland?

Exterior
Callahan's Mountain Lodge
Callahan's Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (1168)
The price is R1 730
R2 006 total
includes taxes & fees
08 Jan - 09 January 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.
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Showing deals for:02 Jan - 04 Jan

Image gallery for Barclay Klum House by WanderLodges

Living area

Barclay Klum House by WanderLodges

4.0 star property
Ashland
10/10Exceptional (7 reviews)
10% off
Price is R2 147
R7 003 total
includes taxes & fees
Barclay Klum House by WanderLodges

Check out pet-friendly hotels in Ashland

Exterior
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1168)
The price is R1 712
R1 988 total
includes taxes & fees
19 Jan - 20 January 2026
Callahan's Mountain Lodge
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You may also like hotels with pools in Ashland

Front of property
Lithia Springs Resort

Lithia Springs Resort

Lithia Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (1006)
The price is R1 746
R2 106 total
includes taxes & fees
30 Dec - 31 Dec
Lithia Springs Resort
View all properties

You can also stay at hotels with a hot tub in Ashland

Exterior
Callahan's Mountain Lodge

Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1168)
The price is R1 712
R1 988 total
includes taxes & fees
19 Jan - 20 January 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 October
Price trends for hotels in Ashland
Pricing is based on two traveller 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
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December, Low crowds, average high temperature 7 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
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January, Low crowds, average high temperature 8 degrees Celsius, average low temperature -2 degrees Celsius. Snow likely.
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February, Low crowds, average high temperature 9 degrees Celsius, average low temperature -1 degrees Celsius. Snow likely.
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March, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature -1 degrees Celsius. Snow likely.
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April, Low crowds, average high temperature 14 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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May, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 24 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 30 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 30 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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September, High crowds, average high temperature 26 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
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October, Moderate crowds, average high temperature 19 degrees Celsius, average low temperature 5 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 11 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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Monthly weather averages (˚C)

Top neighbourhoods in Ashland

Historic Downtown District

The Historic Downtown District neighbourhood offers attractions, such as Thomas Theatre and Oregon Shakespeare Festival.

Siskiyou-Hargadine Historic District

The Siskiyou-Hargadine Historic District neighbourhood 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, Thomas Theatre, Oregon Cabaret Theatre, and Angus Bowmer Theatre are all a short walk away.
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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.
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Learn more about Ashland

Between Shakespeare and the sublime, this artsy enclave captivates with its cultural punch far beyond its size. The Oregon Shakespeare Festival transforms three theatres into worlds of drama nearly year-round, drawing theatre lovers who linger after standing ovations. Main Street's independent boutiques and farm-to-table restaurants showcase local creativity without pretension. Lithia Park unfolds like a living painting—creek-side paths wind through 93 acres where picnickers claim spots beneath ancient trees. Southern Oregon University adds youthful energy to this intellectual haven. After hiking nearby trails, soak tired muscles in Lithia Plaza's mineral-rich fountains (warning: the water tastes terrible). For a perfect day, catch a matinee, browse gallery-quality crafts, then toast the sunset with local wines.

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

Winchester Inn

Winchester Inn

10/10 Excellent
"Beautiful B&B. This will now be our favorite stop in Ashland. "
Willy 1-night trip
Posted 16 hours ago
Winchester Inn

Frequently asked questions

How much does a hotel room cost in Ashland?
You can choose a great hotel in Ashland from R1 155 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 travellers. 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 much does a hotel room cost in Ashland?
You can choose a great hotel in Ashland from R1 155 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 travellers. 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". If you're a member, don't forget to sign in to your account to unlock more savings.
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.
How can I find deals and earn rewards at Ashland hotels?
Members can save up to 20% on select hotels in Ashland. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Ashland hotels with free cancellation?
In order to book a refundable Ashland hotel, simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of 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?
Consider one of our travellers' favourite pet-friendly hotels in Ashland:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Ashland.
What are some of the best hotels in Ashland for couples?
Choose a top-rated Ashland romantic hotel and enjoy your couple's getaway. Our travellers love Country Willows Inn and Estate, a bed & breakfast with couples/private dining as well as champagne service. 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 champagne service for a perfect stay. Use the "Traveller 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 the top Ashland hotels with a pool?
For a little extra luxury, discover some of 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. 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. To find more stays in Ashland with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Ashland hotels with free parking?
If you're arriving by car, choosing a great Ashland hotel with free parking is a plus. Our travellers' favourites include:
What are some popular hotels in central Ashland?
If you're looking for hotels in central Ashland, check out Ashland Springs Hotel and Ashland Hills Hotel & Suites. Travellers 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 areas for your Ashland holiday.
Can I book a refundable accommodation option in Ashland?
If you want the flexibility to change your plans to Ashland, most hotels offer refundable* rates that you can book. You can see this accommodation by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Ashland if I want a holiday rental instead of a hotel?
If you want a good alternative to a hotel, look over our selection of 103 holiday homes. You can also consider one of the 58 apartments or 64 cottages.