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 Allen Elizabethan Theatre and Oregon Shakespeare Festival.

Find hotels 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

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$172 per night from 18 Feb to 19 Feb
AU$172
includes taxes & fees
18 Feb - 19 Feb
8.8/10 Excellent! (1,471 reviews)
"Great service"

Reviewed on 1 Feb. 2025

Ashland Hills Hotel & Suites
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$149 per night from 17 Feb to 18 Feb
AU$149
includes taxes & fees
17 Feb - 18 Feb
9.2/10 Wonderful! (1,526 reviews)
"Friendly staff great location"

Reviewed on 14 Feb. 2025

Stratford Inn
Ashland Springs Hotel
Ashland Springs Hotel
3 out of 5
212 E Main St, Ashland, OR
Fully refundableReserve now, pay when you stay
The price is AU$263 per night from 16 Feb to 17 Feb
AU$263
includes taxes & fees
16 Feb - 17 Feb
9.2/10 Wonderful! (1,004 reviews)
"It’s the only place I stay when I’m in southern Oregon."

Reviewed on 12 Feb. 2025

Ashland Springs Hotel
See all 713 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

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 entertainment choices 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 acclaimed theatre scene.

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.