Ashland Hotels

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

Where to stay in Ashland?

Terrace/patio
Callahan's Mountain Lodge
Callahan's Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (1182)
The price is S$180
includes taxes & fees
16 Nov - 17 Nov
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.
See more propertiesforward arrow
Showing deals for:31 Oct - 2 Nov

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 (32 reviews)
10% off
Price is S$588
for 2 nights, 1 room
S$294 per night
includes taxes & fees
Country Willows Inn and Estate

Check out pet-friendly hotels in Ashland

Seasonal outdoor pool
Timbers INN and Suites
Timbers INN and Suites
2.0 star property
8.6 out of 10, Excellent, (1012)
The price is S$91
includes taxes & fees
21 Oct - 22 Oct
Timbers INN and Suites
View all properties

You may also like hotels with hot tubs in Ashland

Terrace/patio
Callahan's Mountain Lodge
Callahan's Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (1182)
The price is S$180
includes taxes & fees
16 Nov - 17 Nov
Callahan's Mountain Lodge
View all properties

You can also stay at hotels with a pool in Ashland

Free daily full breakfast
Country Willows Inn and Estate
Country Willows Inn and Estate
4.0 star property
9.8 out of 10, Exceptional, (32)
Country Willows Inn and Estate
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

Our prices for Ashland are cheapest in January

See average prices and weather for all months
Price trends for hotels in Ashland
Pricing is based on two traveller single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Weather forecast for Ashland
October
Moderate crowds
High 19°C / low 5°C. Sunny most days.
View properties in October
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°
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°
Monthly weather averages (˚C)

Top neighbourhoods in Ashland

Historic Downtown District

The Historic Downtown District neighbourhood offers attractions, such as Allen Elizabethan 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, 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 theatre 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 Ashland Library.

See all hotels in Ashland

Check out reviews of Ashland hotels guests love

Callahan's Mountain Lodge

Callahan's Mountain Lodge

10/10 Excellent
"We loved Callahan’s Mountain Lodge. Staff was friendly and welcoming, made us and our two labrador retrievers feel very much at home. We look forward to staying again."
Kathleen 1-night trip
Posted 13 hours ago
Callahan's Mountain Lodge

Frequently asked questions

How much does a hotel room cost in Ashland?
You can choose a great hotel in Ashland from S$91 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 S$91 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?
It's easy to book a refundable Ashland hotel on Hotels.com. 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?
Our travellers' favourite 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 holiday. 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. Discover more hotels in Ashland on Hotels.com for couples by using the "Traveller experience" filter in your search and selecting "Adults only" or "Romantic".
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 exploring by car, finding a great Ashland hotel with free parking is a win. 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 Historic Railroad 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 102 holiday homes. You can also consider one of the 52 apartments or 63 cottages.

Keep exploring