Hotels in Ashland

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Tonight
Nov 25 - Nov 26
Tomorrow
Nov 26 - Nov 27
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

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, (1005)
The price is $87
$97 total
includes taxes & fees
Dec 13 - Dec 14
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.
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Great weekend hotel deals in Ashland, OR

Showing deals for:Dec 5 - Dec 7

Image gallery for Winchester Inn

Bar (on property)

Winchester Inn

3.5 star property
Ashland
9.6/10Exceptional (258 reviews)
39% off
$229 nightly
Price is $538
Total with taxes and fees
Winchester Inn

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

3.0 star property
Ashland
8.8 out of 10, Excellent, (1174)
The price is $103
$119 total
includes taxes & fees
Dec 8 - Dec 9
Callahan's Mountain Lodge
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You may also like hotels with pools in Ashland

Desk, blackout drapes, iron/ironing board, WiFi
Flagship Inn of Ashland

Flagship Inn of Ashland

2.5 star property
Ashland
8.8 out of 10, Excellent, (1170)
The price is $53
$59 total
includes taxes & fees
Dec 5 - Dec 6
Flagship Inn of Ashland
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You can also stay at hotels with a hot tub in Ashland

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, (1174)
The price is $103
$119 total
includes taxes & fees
Dec 8 - Dec 9
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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When is the best time to visit Ashland?

Our prices for hotels in Ashland are cheapest in January
Price trends for hotels in Ashland
Pricing is based on two traveler single night rates
View properties in November
Currently viewing crowd sizes and weather for November.
Typical weather for Ashland
November
Moderate crowds
High 11°C / low 0°C. Partly sunny.
View properties in November
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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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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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14°
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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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19°
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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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19°
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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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Monthly weather averages (˚C)

Top neighborhoods in Ashland

Historic Downtown District

The Historic Downtown District neighborhood offers attractions such as Oregon Shakespeare Festival and Lithia Park.

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, Thomas Theatre, Allen Elizabethan Theatre, and Oregon Cabaret 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

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

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 Hills Hotel & Suites

Ashland Hills Hotel & Suites

10/10 Excellent
"Clean and roomy room. I also like the place is quiet."
Winnie 1-night trip
Posted 1 day ago
Ashland Hills Hotel & Suites

Frequently asked questions

What accommodations do travelers like in Ashland?
Winchester Inn, Country Willows Inn and Estate and McCall House Boutique Inn are all properties that our guests really like.
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.
Where can I stay in Ashland if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, look over our selection of 101 vacation homes. You can also consider one of the 58 apartments or 64 cottages.
What will the weather in Ashland be like during my trip?
The warmest months in Ashland are usually August and July with an average temp of 65°F. December and January are the chilliest months when the average temp is 37°F. The rainiest months are December and March.
Why should I book my Ashland hotel with Hotels.com?
There are plenty of reasons to book your Ashland travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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