Ashland Vacations

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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

4 out of top 10 points of interest in this area

If you're spending some time in Historic Downtown District, Allen Elizabethan Theatre and Oregon Shakespeare Festival are top sights worth seeing.

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Ashland Hotel Deals

Stratford Inn

Stratford Inn

2.5 out of 5
555 Siskiyou Blvd Ashland OR
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,627 reviews)
Breakfast and breakfast staff, pool saved the days. Front desk day staff were disappointing. Room 326 shower had been dyed with henna so it looked like a murder scene. My girls were afraid of it and wouldn’t use it even though it was just gross but not really blood. When I asked if it could be remedied ...

Reviewed on 29 December 2025

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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 SAR 343 per night from Jan 4 to Jan 5
SAR 343
SAR 424 total
4 Jan - 5 January 2026
includes taxes & fees
8.8/10 Excellent! (1,495 reviews)
The potential of wanting to come back for a long stay in different seasons.

Reviewed on 25 December 2025

Ashland Hills Hotel & Suites
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 SAR 326 per night from Jan 4 to Jan 5
SAR 326
SAR 420 total
4 Jan - 5 January 2026
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Excellent view.

Reviewed on 26 December 2025

Ashland Springs Hotel
See all 774 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.

Discover the most popular places to visit 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

Oregon Shakespeare Festival

4.5/5(265 reviews)

You can make plans for a show 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
Being the tallest peak in the Siskiyou Mountains, Mt. Ashland offers excellent panoramic views, year round. The ski resort is relatively small, but the runs are steep and a few have cornice drops and chutes. It's a half hour drive from the town of Ashland in good weather. This photo was taken pre-season near the peak after a short yet strenuous ascent. #WeekendGetaway

Mount Ashland Ski Area

4/5(70 reviews)

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

Southern Oregon University

4.5/5(146 reviews)

Enjoy the collegiate vibe at Southern Oregon University as part of your travels around Ashland. Experience the area's lively festivals and entertainment choices.

Southern Oregon University

Frequently asked questions

How do I find cheap flights to Ashland that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to provide you with the most flexible fares around town. Simply check the "No change fee" box directly under the "Flexible change policies" filter to find your ideal flight to Ashland.
Which airlines fly to Ashland?
Lock in a seat with one of these airlines and exciting Ashland will be yours to discover:

  • Alaska Airlines - 173 flights to or near Ashland each month, including 173 flights to Rogue Valley Intl. Airport (MFR) per month.
  • Delta Air Lines - 147 flights to or near Ashland each month, including 147 flights to Rogue Valley Intl. Airport (MFR) per month.
  • United Airlines - 121 flights to or near Ashland each month, including 121 flights to Rogue Valley Intl. Airport (MFR) per month.

How can I find cheap tickets to Ashland?
An effective strategy for walking away with cheap fares is to be flexible with your travel dates. Begin with searching for your flight to Ashland, then click on the "flexible dates" box for a list of prices for nearby days. Another handy tip? Book well ahead. For an idea of costs, was the best price for a flight to Ashland in the last seven days.
How much is a flight to Ashland?
If you were jetting one way from (), you could've nabbed a low-cost fare for in the last seven days. Round-trip flights to Ashland ranged from only to over the same period.
What are the most popular airports to fly into in Ashland?
Get ready to pack your bags and jet into Rogue Valley Intl. Airport (MFR), Ashland's primary flight hub. Book a ticket on one of the 529 flights that touch down at this popular destination every month.
When is the cheapest time to fly to Ashland?
Flying on a Tuesday, followed by a Monday, is generally the best way to get the cheapest airfare. Stay away from the weekends if possible, because Saturday is typically the most expensive day. Spend the funds you saved having an awesome time in Ashland instead!
How much is a plane ticket to Ashland?
Plane tickets ranged from just to in the last seven days. When you're ready to book, we're here to help you secure an amazing deal to Ashland.
What months are the cheapest to book a flight to Ashland?
An excellent month to purchase affordable fares to Ashland is February. It's worth remembering that in the U.S, the most expensive time to secure a seat is the festive month of December.
How long is a flight to Ashland?
Whether or not you'll have time for a long snooze or just a quick nap depends on where you're flying from in the U.S. To make planning your trip a little easier, here are the average flight times for three sought-after domestic routes to Ashland:

  • Seattle, WA (SEA-Seattle - Tacoma Intl.) to Rogue Valley Intl. Airport (MFR) - 1 hour and 22 minutes
  • Denver, CO (DEN-Denver Intl.) to Rogue Valley Intl. Airport (MFR) - 2 hours and 44 minutes
  • Salt Lake City, UT (SLC-Salt Lake City Intl.) to Rogue Valley Intl. Airport (MFR) - 1 hour and 57 minutes