Southern Oregon Vacation Packages 2026/2027 from $759

Top Southern Oregon vacation package deals

Price found within the past 48 hours. Click for updated prices.

3.0-star property

My Place Hotel-Medford OR

9.2/10 Wonderful! (1,576 reviews)

Aug 5 - Aug 9

4 night stay

Detroit (DTW) to Medford (MFR)

Delta • Non-stop • Coach

Medford (MFR) to Detroit (DTW)

Alaska Airlines • Non-stop • Coach

$759

per person

found 1 day ago

Wonderful

Reviewed on Jul 5, 2026

2.0-star property

Sovana Inn

8.2/10 Very Good! (1,000 reviews)

Aug 5 - Aug 9

4 night stay

Detroit (DTW) to Medford (MFR)

Delta • Non-stop • Coach

Medford (MFR) to Detroit (DTW)

Alaska Airlines • Non-stop • Coach

$1,465

per person

found 1 day ago

Grimy walls, doors and switches. Hadn’t seen fresh paint in years. Cigarette burns in the bedding. Left early. Very run down. Staff was kind and helpful. Didn’t bother with the breakfast or pool so can’t say.

Reviewed on Jul 5, 2026

3.5-star property

Winchester Inn

Historic Downtown District

9.6/10 Exceptional! (276 reviews)

Aug 5 - Aug 9

4 night stay

Detroit (DTW) to Medford (MFR)

Delta • Non-stop • Coach

Medford (MFR) to Detroit (DTW)

Alaska Airlines • Non-stop • Coach

$1,341

per person

found 1 day ago

Our stay, as always, was wonderful! Our room was comfortable and clean, and we love the afternoon treats delivered to our room. The staff is always helpful and friendly, and you can’t beat the daily breakfasts. We also enjoy at least one delicious dinner at Alchemy, which always impresses. It’s an easy walk to shows during OSF and downtown shops and restaurants. We look forward to our return.

Reviewed on Jul 5, 2026