Southern Oregon Beach Vacations 2026

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Top Beach vacation packages in Southern Oregon

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

Paschal Winery

$680

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.8/10 Exceptional! (19 reviews)

The property is at a winery with beautiful views of swans and a new baby swan, and the surrounding vineyards. The grounds are in good condition and the areas next to winery are lush and green with lots of things to look at. The winery itself has good food and even better wine. The Glamp Cottage trailer we stayed in was full of amenities including an electric fireplace, outdoor fire pit, outdoor dining and a hot tub. When you walk inside it is decorated very nice. The view out the full size back window is especially beautiful at night with the view of the hills and and the towns city lights coming to life. The bed was extremely comfortable. There is a full kitchen inside fully equipped...I would recommend adding an ice cream scoop. The TV which we did not use hardly at all had every option including music options. We enjoyed walking around the pond watching the swans. This venue hosts party's, weddings and local food/wine events with live music. Plenty of places to relax and unwind while enjoying good food, charcuterie boards, music and wine. Special mention to Rory and his wife Agga who made our stay very comfortable and unforgettable; just an adorable couple who works hard and always greets you with a smile. We would highly recommend if you are wanting something unique to get away from the hotel vibe. Thank Paschal for a wonderful experience.

Reviewed on Jun 12, 2026

McCall House Boutique Inn

Historic Downtown District

$901

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.2/10 Wonderful! (603 reviews)

Very nice stay and nice people:). Breakfast tasty with good amenities. Only issue was the bed was a bit uncomfy.

Reviewed on Aug 5, 2026

Hanna's House by WanderLodges

Historic Railroad District

$945

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

10/10 Exceptional! (4 reviews)

Next visit to the OSF no question we’ll stay here if available. Short walking distance to everything in downtown Ashland, yet quiet and private.

Reviewed on Aug 2, 2026

Hummingbird Estate Wine & Suites

$1,131

per person

Sep 16 - Sep 23

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.6/10 Exceptional! (176 reviews)

Beautiful grounds and adorable, clean room. The bed was very comfortable. We'll stay here again next time!

Reviewed on Aug 11, 2026

Compass by Margaritaville in Medford

$967

per person

Sep 16 - Sep 23

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.6/10 Exceptional! (1,047 reviews)

Very clean room. Check in was easy and property was cute. Lots of options at breakfast.

Reviewed on Aug 14, 2026

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3 Night Beach vacations in Southern Oregon

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

Hummingbird Estate Wine & Suites

$605

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.6/10 Exceptional! (176 reviews)

Beautiful grounds and adorable, clean room. The bed was very comfortable. We'll stay here again next time!

Reviewed on Aug 11, 2026

McCall House Boutique Inn

Historic Downtown District

$851

per person

Sep 17 - Sep 20

found 10 hours ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.2/10 Wonderful! (603 reviews)

Very nice stay and nice people:). Breakfast tasty with good amenities. Only issue was the bed was a bit uncomfy.

Reviewed on Aug 5, 2026

Compass by Margaritaville in Medford

$614

per person

Sep 17 - Sep 20

found 1 day ago

Roundtrip flight included

Denver (DEN) to Medford (MFR)

9.6/10 Exceptional! (1,047 reviews)

Very clean room. Check in was easy and property was cute. Lots of options at breakfast.

Reviewed on Aug 14, 2026

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See all available trips from Columbus to Southern Oregon

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How do I book the best Southern Oregon beach vacation packages?

Life’s a beach when you dive into our brilliant Southern Oregon beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Southern Oregon?

A rental steps from the shore creates an amazingly affordable Southern Oregon beach vacation. Seaside sojourns during low season start from $605. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Southern Oregon?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Southern Oregon beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Southern Oregon vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Southern Oregon beach vacation deals?

Sort your search results by deals to delight in amazing Southern Oregon beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Southern Oregon beach trip with free cancellation and/or flexible dates?

Just like the Southern Oregon tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Southern Oregon beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southern Oregon. (OK, maybe not that last part.)