Southern Oregon, OR

Travel Guide

Medford which includes mountains and a small town or village
Medford featuring a small town or village and landscape views
Medford showing forests
Medford which includes a garden
Crater Lake National Park featuring a lake or waterhole

Where to stay in Southern Oregon

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Historic Downtown District

5/5(133 area reviews)

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

Historic Downtown District
#LKsAwayDays

Downtown Klamath Falls

4/5(138 area reviews)

Waterfalls, breweries, and lake views are some highlights of Downtown Klamath Falls. Make a stop by Upper Klamath Lake or Baldwin Hotel Museum while you're exploring.

Downtown Klamath Falls
Medford which includes a garden

City Center Medford

Travelers come to City Center Medford for its abundant dining options, and you can see top attractions like Medford City Hall and Medford Central Library while you're in town.

City Center Medford
Road trip food!! I loved the burrito bowl

Historic Railroad District

4.5/5(7 area reviews)

Historic Railroad District might not have many top sights, but Ashland Library and Oregon Cabaret Theatre are two attractions nearby that you can check out.

Historic Railroad District
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Siskiyou-Hargadine Historic District

4.5/5(12 area reviews)

While visiting Siskiyou-Hargadine Historic District, you might make a stop by sights like Ashland Library and Lithia Park.

Siskiyou-Hargadine Historic District
Walked across the street from the ER and imagine this was the view from a physician parking lot

Skidmore Academy Historic District

5/5(1 area review)

Skidmore Academy Historic District might not have many top sights, but Allen Elizabethan Theatre and Oregon Shakespeare Festival are two attractions nearby that you can check out.

Skidmore Academy Historic District
Rogue Regency Inn and Suites
Rogue Regency Inn and Suites
3 out of 5
2300 Biddle Rd, Medford, OR
The price is SAR 383 per night from Mar 12 to Mar 13
SAR 383
SAR 430 total
includes taxes & fees
12 Mar - 13 Mar
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,796 reviews)
"Great place to stay with a great price for a weekend get away."

Reviewed on 9 March 2025

Rogue Regency Inn and Suites
Stratford Inn
Stratford Inn
2.5 out of 5
555 Siskiyou Blvd, Ashland, OR
The price is SAR 375 per night from Mar 12 to Mar 13
SAR 375
SAR 418 total
includes taxes & fees
12 Mar - 13 Mar
Book a stay at this business-friendly hotel in Ashland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
9.2/10 Wonderful! (1,525 reviews)
"The staff were exceptionally kind, friendly and helpful! They were the biggest contributor to our experience. Started and ended our stay with smiles. Excellent security."

Reviewed on 9 March 2025

Stratford Inn
Crater Lake Resort
Crater Lake Resort
3 out of 5
50711 OR-62, Chiloquin, OR
The price is SAR 552 per night from Mar 24 to Mar 25
SAR 552
SAR 608 total
includes taxes & fees
24 Mar - 25 Mar
Stay at this 3-star cabin in Chiloquin. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. ...
8.4/10 Very Good! (398 reviews)
"Cozy simple cabin in a wonderful property with a general store and friendly staff."

Reviewed on 17 February 2025

Crater Lake Resort
See all 1,319 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.
Crater Lake Resort
Crater Lake Resort
3 out of 5
50711 OR-62, Chiloquin, OR
Stay at this 3-star cabin in Chiloquin. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. ...
8.4/10 Very Good! (398 reviews)
"Cozy simple cabin in a wonderful property with a general store and friendly staff."

Reviewed on 17 February 2025

Crater Lake Resort
Rocky Point Resort
Rocky Point Resort
2.5 out of 5
28121 Rocky Point Rd, Klamath Falls, OR
Stay at this cabin in Klamath Falls. Enjoy free parking, a marina, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (345 reviews)
"This was a wonderful property. Clean quiet and sun rises amazing. No dining as stated in check in informaion made difficult. Communication was difficult but we got help from 140 store. Overall this place exceeded expectations. Thx to all who helped."

Reviewed on 7 December 2024

Rocky Point Resort
Harriman Springs Resort Cabin 3 - Cabins with a View
Harriman Springs Resort Cabin 3 - Cabins with a View
Klamath Falls
Book a stay at this ski cabin in Klamath Falls. Enjoy ski-in/ski-out access, patios, and in-room jetted tubs. Our guests praise the bathrooms in our reviews. ...
9.2/10 Wonderful! (149 reviews)
Cozy Christmas Cabin
"My wife and I had a great stay here. The cabin was very clean and looks to have been recently updated as everything was new looking and upscale for a cabin on a lake. Bathroom was super nice with a large shower and jacuzzi tub. The towels made me realize we need new ones at home! The wifi didn't ..."

Reviewed on 1 January 2025

Harriman Springs Resort Cabin 3 - Cabins with a View
See all 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.

Popular places to visit

Crater Lake National Park featuring a lake or waterhole, landscape views and mountains

Crater Lake National Park

5/5(100 reviews)

Explore the great outdoors with a trip to Crater Lake National Park, a popular green space in Roseburg. Discover the area's volcano viewpoints and waterfalls.

Crater Lake National Park
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
Crater Lake

Crater Lake

5/5(60 reviews)

Commune with nature and explore the great outdoors at Crater Lake during your travels in Crater Lake. Stroll along the lakeside or discover the area's volcano viewpoints.

Crater Lake
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
Great hiking trails #caves #oregon #pretty #forest

Oregon Caves National Monument

4.5/5(37 reviews)

Explore the great outdoors at Oregon Caves National Monument, a lovely green space in Cave Junction. Stroll along the riverfront or discover the area's waterfalls.

Oregon Caves National Monument

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 acclaimed theater scene and entertainment choices.

Southern Oregon University