Southern Oregon All inclusive Vacations

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Flight and All inclusive hotel deals in Southern Oregon

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

Arden Forest Inn

CA $1,088
per person
Dec 9 - Dec 14
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
9.8/10 Exceptional! (112 reviews)
This inn had a lot of character. Lots of outside seating in the gardens. The proprietor was very friendly and helpful. Some of features were showing some age, like the shower, but we really enjoyed the ambience and location. It was only about a 15 minute walk to downtown and the theaters.

Reviewed on Sep 22, 2026

McCall House Boutique Inn

McCall House Boutique Inn

Historic Downtown District
CA $1,260
per person
Dec 9 - Dec 14
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
9.2/10 Wonderful! (608 reviews)
Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

CA $1,201
per person
Dec 9 - Dec 14
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
9.6/10 Exceptional! (1,134 reviews)
Nice greeting, good front staff. Broken elevators. Room was very dusty where the AC vents blow onto the furniture, but everywhere else was good (honestly wouldn't have noticed it as quickly if it weren't over the coffee pot)

Reviewed on Sep 28, 2026

Paschal Winery

Paschal Winery

CA $1,322
per person
Dec 9 - Dec 14
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) 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

The Mountain Ave House by WanderLodges

The Mountain Ave House by WanderLodges

CA $1,656
per person
Dec 9 - Dec 14
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Medford (MFR)
10/10 Exceptional! (7 reviews)
This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!

Reviewed on Sep 27, 2025

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Embark on an unforgettable all-inclusive trip to Southern Oregon including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Southern Oregon, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Southern Oregon, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 3.

Why should I book Southern Oregon vacations that are all inclusive and adults only?

Adults-only stays in Southern Oregon are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Southern Oregon. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Southern Oregon?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $1,088. By booking your accommodations and flight together, you may be able to enjoy savings of up to 3. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Southern Oregon?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Southern Oregon, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Southern Oregon vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Southern Oregon is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Southern Oregon's nightlife.

How can I find the best deals on all-inclusive vacations in Southern Oregon?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

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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.