Ashland Holidays

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Your Ashland Holiday

Plan your own exciting adventure with a tailored holiday package to Ashland. Its cultural experiences, progressive thinking and spectacular views are just a sample of what you can expect in this interesting city. Southern Oregon University, Oregon Shakespeare Festival and Lithia Park are just some of the many sights worth checking out during your trip to Ashland. Stop dreaming and start doing. Check out the many options on Expedia today and put your Ashland holiday plans into action!

Our guide on where to stay in Ashland

Find the best Ashland areas and neighborhoods for the activities you enjoy most. Learn more about Ashland
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Historic Downtown District

3 out of top 10 points of interest in this area

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

Find hotel + flight trips in Historic Downtown District

Ashland Holiday

Ashland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rogue Valley Intl. Airport (MFR)
Population
20,900
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Oregon Shakespeare Festival, Mount Ashland Ski Area and Oregon Cabaret Theatre

Our pick of the best Ashland Hotel Deals

Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 6 Jan to 7 Jan
AU$144
includes taxes & fees
6 Jan - 7 Jan
9.2/10 Wonderful! (1,475 reviews)
"Great location, good value. The breakfast room had one of these issues on multiple days: coffee ran out, no half and half, no cream cheese, etc. The guy with the mullet at the front desk is very friendly and helpful."

Reviewed on 31 Dec. 2024

Stratford Inn
Ashland Hills Hotel & Suites
Ashland Hills Hotel & Suites
3 out of 5
2525 Ashland St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AU$176 per night from 5 Jan to 6 Jan
AU$176
includes taxes & fees
5 Jan - 6 Jan
9/10 Wonderful! (1,478 reviews)
"We were looking for a no muss, no fuss hotel to bring our dog and the service was hassle-free and courteous"

Reviewed on 31 Dec. 2024

Ashland Hills Hotel & Suites
Callahan's Mountain Lodge
Callahan's Mountain Lodge
3 out of 5
7100 Old Highway 99 South, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 6 Jan to 7 Jan
AU$193
includes taxes & fees
6 Jan - 7 Jan
8.6/10 Excellent! (1,077 reviews)
Beautiful lodge in the mountains
"This is wonderul place to stay. Fireplace and jacuzzi tubs are a very nice touch after skiing all day. Restaurant has very good food. All around great expirence for the price."

Reviewed on 31 Dec. 2024

Callahan's Mountain Lodge
See all 711 properties in Ashland
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does an Ashland holiday package cost?
Offering excellent value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Ashland costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Ashland?
If you’re looking to score a cheap Ashland holiday package, consider visiting in December, January and February. You’ll generally find better prices on accommodation and flights during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Ashland?
To fully enjoy an Ashland holiday, we suggest booking for 2 days. Divide your time between discovering Thomas Theatre, Schneider Museum of Art and other major sights, on top of exploring neighbourhoods like Siskiyou-Hargadine Historic District and Historic Railroad District. If you’ve got some spare time, add a tour or day trip to your Ashland holiday itinerary.
Is it worth booking a holiday package to Ashland?
Whether you want to explore top sights like Oregon Shakespeare Festival and Lithia Park on your Ashland holiday, or coming for its great cafes, cycling and hiking, there’s something for everyone here. With so much to see and do, you’ll quickly learn why so many travellers think Ashland is a good holiday destination.
How to find the best Ashland package deals?
Bagging a cheap Ashland package deal is easy with Expedia. Once you’ve entered your destination and travel dates under our “Packages” tab, set your budget range, apply a couple of filters and see what’s available. You can personalise your search by “Amenities,” “Property type,” “Traveller experience” and more. Order the results by “Price: low to high” to view the most pocket-friendly Ashland package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Ashland holiday as a package?
You can enjoy significant savings on your Ashland break by booking a tailored holiday package. Click on the “Package” heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Ashland?
Score amazing discounts by reserving your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Ashland trip.
How to plan a trip to Ashland?

  1. Choose your travel dates: The things you plan to do in Ashland and your favourite season will help you decide when to get away.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to flights and experiences. Your hotel will likely be the biggest expense during your trip to Ashland.
  3. Decide your trip length: Consider how much time you’d like to spend exploring Ashland. Plan your days so you can get to all the attractions and experiences you’re interested in at a leisurely pace.
  4. Combine your airfare and accommodation: After you’ve settled on your dates and duration, lock in the right Ashland holiday package for you.

Discover the most popular places to visit in Ashland

Mount Ashland Ski Area

Mount Ashland Ski Area

Hit the slopes in Ashland with a visit to Mount Ashland Ski Area. Discover the top-notch restaurants and lively festivals in this walkable area.

Mount Ashland Ski Area

ScienceWorks Hands-On Museum

You can spend time browsing the exhibits at ScienceWorks Hands-On Museum in Ashland. Wander around the area's picturesque gardens or experience its lively festivals.

ScienceWorks Hands-On Museum

What to do in Ashland

Salem Puzzling Adventure

Ashland Puzzling Adventure

AU$56
per traveller
Ashland Puzzling Adventure
See all activities in Ashland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.