Southern Oregon Holidays

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Where to stay in Southern Oregon

Find the best Southern Oregon areas and neighborhoods for the activities you enjoy most. Learn more about Southern Oregon
Landmark building in Ashland Oregon.

Historic Downtown District

1 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

Top hotels in Southern Oregon

Rogue Regency Inn and Suites

Rogue Regency Inn and Suites

3 out of 5
2300 Biddle Rd Medford OR
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (2,810 reviews)
Clean, friendly staff, airport shuttle and great, fun pub with good food. Highly recommend.

Reviewed on 30 Jan, 2026

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Rogue Regency Inn and Suites
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! (1,669 reviews)
The staff was amazing very

Reviewed on 3 Feb, 2026

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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 S$117 per night from 10 Feb to 11 Feb
S$117
10 Feb - 11 Feb
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
We upgraded and that was not wise. The rooms are extremely small. The upgrade was not worth the $ as we viewed 3 rooms before choosing one. The Hotel is a classic, historical center of quaint Ashland. Good staffstaff

Reviewed on 27 Jan, 2026

Ashland Springs Hotel
See all 1,415 properties in Southern Oregon
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.

What to do in Southern Oregon

Craft Brewery Tour and Tastings in Oregon

Craft Brewery Tours with Complimentary Tasting Flights

S$128
per adult
100% of travellers recommend
Craft Brewery Tours with Complimentary Tasting Flights
Food Truck and Brewery Tour with Complimentary Tastings

Food Truck and Brewery Tour with Complimentary Tastings

S$128
per adult
Food Truck and Brewery Tour with Complimentary Tastings
The Ultimate Scavenger Bend!

The Ultimate Scavenger Bend! (Citywide)

S$31
per traveller
100% of travellers recommend
The Ultimate Scavenger Bend! (Citywide)
See all activities in Southern Oregon

Frequently asked questions

Can I cancel my flight booking to Southern Oregon due to COVID-19?
In these challenging times, many air carriers are offering more flexibility. Visit our Customer Service Portal for important information about cancelling or amending your booking due to COVID-19.
What's the best way to find cheap flights to Southern Oregon that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you locate flexible, affordable tickets to Southern Oregon. It's at the top left of your screen underneath the "Flexible change policies" heading.
What are some of the general tips for travellers to Southern Oregon during the COVID-19 outbreak?
The COVID-19 pandemic has ushered in significant changes to how we travel. If you plan to visit Southern Oregon, these tips will help you navigate the "new normal:"
  • Find out what, if any, rules or restrictions apply to both your origin and destination. You may not be able to travel depending on local circumstances, so check before you lock in your flight.
  • When you pass through airport checkpoints, keep your face mask on. You will be asked to lower it briefly to confirm your identity. Those who refuse to wear a face mask may face civil penalties and may also be escorted from the building.
  • You're no longer required to hand your boarding pass (paper or electronic) directly to a TSA officer. Instead, you should position the pass on the reader and then hold it up so the agent can inspect it.
  • One container of liquid hand sanitizer is now permitted in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • Empty everything from your pockets, like your wallet, phone and small change, and put them in your carry-on instead of into bins. This will minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to handle and inspect your belongings.

Which airlines fly to Southern Oregon?
Let Alaska Airlines get you there. This renowned carrier operates 243 flights a month to Rogue Valley Intl. Airport (MFR), a Southern Oregon gateway.
How can I find cheap tickets to Southern Oregon?
Book well ahead, travel on a cheaper day, use miles or points — you're not short of ways! Another one is to make the most of Expedia's "flexible dates" function. Search for your Southern Oregon flight, then check out the cheapest prices for nearby dates. In the last seven days, the lowest price for a flight to Southern Oregon was .
How much is a flight to Southern Oregon?
If you were flying one way from (), you could've locked in an affordable ticket for just in the last seven days. Round-trip flights to Southern Oregon ranged from to over the same period.
What are the most popular airports to fly into in Southern Oregon?
Get ready to pack your bags and fly into Rogue Valley Intl. Airport (MFR), Southern Oregon's main flight hub. Book a fare on one of the 785 flights that land at this well-known destination each month.
When is the cheapest time to fly to Southern Oregon?
Fly out on a Tuesday to better your chances of nabbing the cheapest flight to Southern Oregon. Mondays are usually the second most affordable day to take off. Saturday is typically the most expensive day to fly anywhere.
How much is a plane ticket to Southern Oregon?
In the last seven days, plane fares ranged between and . Have a look at our sensational deals to Southern Oregon, make a booking and get ready for your next fun holiday!
Which airlines with flights to Southern Oregon employ COVID-19 cleanliness policies?
While travelling during the COVID-19 pandemic can be daunting, airlines have worked around the clock to protect the well-being of their passengers and staff. These are some carriers that have implemented changes:
  • Alaska Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.