O'Brien Vacations from $338

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Your OBrien Vacation

Memorable adventures await when you reserve a OBrien vacation package. Whether you're a foodie, art buff or just a traveler who loves to discover new places, there's something for everyone in this awesome city. If your trip to OBrien includes some sightseeing, drop by well-known attractions like Illinois River, Great Cats World Park and Bridgeview Vineyard and Winery. Browse Expedia's extensive range of travel options and begin planning your perfect vacation to OBrien now.

The Latest O'Brien vacation packages

Price found within the past 48 hours. Click for updated prices.
Travelodge by Wyndham Grants Pass

Travelodge by Wyndham Grants Pass

2 out of 5
Price was $491, price is now $338 per person
$338
per person
Jan 28 - Feb 4
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
5.8/10 (959 reviews)
The parking was good but the lot itself had garbage debris around. It took us a bit to realize that the heater was also the air conditioner unit, which wasn't until like 2 am and I had already gotten a blanket from the truck for the older gentleman with me. I guess for the price it was okay. Other tenants, who I think live there, were very nice and helpful. It was right off the highway and very convient though.

Reviewed on Nov 10, 2025

Hummingbird Estate Wine & Suites

Hummingbird Estate Wine & Suites

4.5 out of 5
Price was $624, price is now $480 per person
$480
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
9.6/10 Exceptional! (145 reviews)
We had an amazing stay at the Hummingbird Estate. The staff was so welcoming and our room was so cozy. Definitely will be back!

Reviewed on Dec 9, 2025

Green Springs Inn

Green Springs Inn

2 out of 5
Price was $635, price is now $492 per person
$492
per person
Jan 28 - Feb 4
found 8 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
9.4/10 Exceptional! (104 reviews)
Beautiful surroundings and hassle free check in.

Reviewed on Nov 21, 2025

The Orth House Inn by Remotion

The Orth House Inn by Remotion

3.5 out of 5
Price was $590, price is now $477 per person
$477
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
9.4/10 Exceptional! (22 reviews)
Orth house has no on-site staff, but they're text messaging worked just fine.

Reviewed on Sep 5, 2025

Riverside Inn

Riverside Inn

2.5 out of 5
Price was $500, price is now $413 per person
$413
per person
Feb 13 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Medford (MFR)
9.4/10 Exceptional! (1,835 reviews)
Excellent friendly staff. Great view of river

Reviewed on Dec 20, 2025

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Discover the most popular places to visit in O'Brien

Great hiking trails #caves #oregon #pretty #forest

Oregon Caves National Monument

Commune with nature and explore the great outdoors at Oregon Caves National Monument during your travels in Cave Junction. Wander the forest or discover the area's waterfalls.

Oregon Caves National Monument

Rough and Ready Flat Botanical Area

Explore the great outdoors at Rough and Ready Flat Botanical Area, a lovely green space in Cave Junction. Stroll along the lakeside or discover the area's waterfalls.

Rough and Ready Flat Botanical Area

Foris Vineyards

You can enjoy a tasting or tour at Foris Vineyards during your travels to Cave Junction. Wander the forest or discover the area's waterfalls.

Foris Vineyards

O'Brien Hotel Deals

Augustino Vineyard Winery Cabin Cave Junction

Augustino Vineyard Winery Cabin Cave Junction

O'Brien OR
$197 nightly
The price is $199 total per night from Dec 30 to Dec 31
$199 total
Dec 30 - Dec 31
Total with taxes and fees
Beautiful stay

Reviewed on Nov 7, 2025

Augustino Vineyard Winery Cabin Cave Junction
Applegate Cabin 2 - Restrooms and Showers are only a short walk away.

Applegate Cabin 2 - Restrooms and Showers are only a short walk away.

O'Brien OR
$114 nightly
The price is $116 total per night from Dec 28 to Dec 29
$116 total
Dec 28 - Dec 29
Total with taxes and fees
9/10 Wonderful! (4 reviews)
Exceeded expectations
The whole RV resort was well-maintained and quiet. The bathrooms were cleaner than I could have ever expected. Communication was very easy and straight forward. I look forward to staying here again!

Reviewed on Jun 27, 2025

Applegate Cabin 2 - Restrooms and Showers are only a short walk away.
RV11 XLR - 27' Family Toy Hauler - Sleeps 6

RV11 XLR - 27' Family Toy Hauler - Sleeps 6

O'Brien OR
$139 nightly
The price is $141 total per night from Dec 30 to Dec 31
$141 total
Dec 30 - Dec 31
Total with taxes and fees
RV11 XLR - 27' Family Toy Hauler - Sleeps 6
See all 45 properties in O'Brien
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.

Find the Best O'Brien Vacation Packages

OBrien Essential Information

Language
English
Currency
U.S dollars
Population
500
Top Sights
Great Cats World Park, Foris Vineyards and Tiger Preservation Center

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Frequently asked questions

How much does an O'Brien vacation package cost?
You'll find cheap prices from $338 on Expedia for your O'Brien getaway. However, factors like the hotel choice, length of stay and season will influence how much your vacation to O'Brien costs.
What are the cheapest months to go to O'Brien?
February, October and December are the best times to look for cheap O'Brien vacation packages. Traveling in less busy months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for O'Brien?
Usually, a handful of days is enough to explore the main attractions during your O'Brien vacation. But if you prefer to have time to rest or take day tours, think about extending your itinerary.
How to find the best O'Brien package deals?
Use Expedia's filters to help you find some of the best O'Brien package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for O'Brien package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book an O'Brien vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can customize your O'Brien trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to O'Brien?
If you have your O'Brien vacation dates confirmed, book as early as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later O'Brien vacation packages?
Your O'Brien break is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.