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
Landmark building in Ashland Oregon.

Historic Downtown District

5 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

The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western

2.5 out of 5
132 N Main Street Ashland OR
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 22 June to 23 June
AU$262
22 June - 23 June
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Cute theme. Nearby the theatres and shopping so walkable! Breakfast included- liked the pancake machine."

Reviewed on 1 June 2026

The Bard's Inn, BW Signature Collection by Best Western
Prospero's Flagship Inn

Prospero's Flagship Inn

2.5 out of 5
1193 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
The price is AU$124 per night from 8 June to 9 June
AU$124
8 June - 9 June
includes taxes & fees
8.6/10 Excellent! (1,325 reviews)
"No issues"

Reviewed on 31 May 2026

Prospero's Flagship 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$236 per night from 8 June to 9 June
AU$236
8 June - 9 June
includes taxes & fees
8.8/10 Excellent! (1,480 reviews)
"It was okay"

Reviewed on 30 May 2026

Ashland Hills Hotel & Suites
See all 801 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

Discover the most popular places to visit in Ashland

Oregon Shakespeare Festival

Oregon Shakespeare Festival

You can get tickets for a performance at Oregon Shakespeare Festival during your trip to Ashland. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

Oregon Shakespeare Festival
USA, Oregon, Mt Ashland. Fresh snow on evergreens.

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

What to do in Ashland

Rogue River

Rogue River Family Float & Discovery Park-Rafting and Kayaking

AU$154
per adult
Rogue River Family Float & Discovery Park-Rafting and Kayaking
Rogue River Gold Nugget Section

Rogue River Whitewater Rafting- Mid Day

AU$161
per adult
100% of travellers recommend
Rogue River Whitewater Rafting- Mid Day
Rogue River Whitewater- Half Day Rafting

Rogue River Whitewater- Morning Rafting Adventure

AU$146
per adult
Rogue River Whitewater- Morning Rafting Adventure
See all activities in Ashland

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.