O'Brien Vacations from $307

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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.
Clarion Pointe Medford

Clarion Pointe Medford

2.5 out of 5
Price was $404, price is now $307 per person
$307
per person
Dec 12 - Dec 17
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
8/10 Very Good! (1,062 reviews)
Convenient location but if there is an event at the armory next door people use the hotel parking spots leaving guests unable to find a spot to park for the night. This isn't the fault of the property but I'll definitely be mindful of any events for future stays.

Reviewed on Nov 9, 2025

McCall House Boutique Inn

McCall House Boutique Inn

4 out of 5
Historic Downtown District
Save 100% on your flight
Price was $896, price is now $579 per person
$579
per person
Dec 12 - Dec 17
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (572 reviews)
Location was very convenient to walking everywhere. Breakfast was fresh and delicious.

Reviewed on Oct 12, 2025

Compass by Margaritaville in Medford

Compass by Margaritaville in Medford

4 out of 5
Save 100% on your flight
Price was $653, price is now $475 per person
$475
per person
Dec 12 - Dec 17
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.6/10 Exceptional! (1,013 reviews)
Great place exceptional staff and amenities.

Reviewed on Nov 10, 2025

Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
Save 100% on your flight
Price was $741, price is now $556 per person
$556
per person
Dec 12 - Dec 17
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9.2/10 Wonderful! (1,004 reviews)
Love this hotel - super comfy bed. Only downside was elevator was glitching so we had to carry luggage up three flights. Other than that, top notch.

Reviewed on Nov 8, 2025

Ashland Hills Hotel & Suites

Ashland Hills Hotel & Suites

3 out of 5
Price was $477, price is now $366 per person
$366
per person
Dec 12 - Dec 17
found 15 hours ago
Roundtrip flight included
Los Angeles (LAX) to Medford (MFR)
9/10 Wonderful! (1,487 reviews)
Staff was friendly, property and room was clean. Restaurant staff was great, food was so so.

Reviewed on Nov 2, 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

4.5/5(37 reviews)

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

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

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

O'Brien Hotel Deals

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

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

O'Brien
$119 nightly
The price is $120 total per night from Nov 13 to Nov 14
$120 total
Nov 13 - Nov 14
Total with taxes and fees
9.6/10 Exceptional! (4 reviews)
The resort layout provided great privacy and quiet surroundings. I greatly appreciated the self-check-in/out to the cabin. The cabins and Tee-Pee area shared one shower/restroom area that required an unlock code to use and a $3 deposit for shower use much like a State Park facility. The benefit is ...

Reviewed on May 14, 2025

Diggins Cabin 2 - Restrooms and Showers are only a short walk away.
Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.

Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.

O'Brien
$142 nightly
The price is $144 total per night from Nov 14 to Nov 15
$144 total
Nov 14 - Nov 15
Total with taxes and fees
10/10 Exceptional! (3 reviews)
Very cool experience.

Reviewed on Sep 16, 2025

Sky Spirit -Luxury Glamping 18' Tipi - Restrooms and Showers are only a short walk away.
Buck and Does - 20' - Sleeps up to 4 - Restrooms and Showers are only a short walk away.

Buck and Does - 20' - Sleeps up to 4 - Restrooms and Showers are only a short walk away.

O'Brien
$141 nightly
The price is $143 total per night from Nov 17 to Nov 18
$143 total
Nov 17 - Nov 18
Total with taxes and fees
10/10 Exceptional! (2 reviews)
This place is amazing and I'd recommend it to everyone. Great experience, wonderful accommodations. Well thought out and appointed. Very clean and super affordable. No options in this area without an RV or a tent and lots to see and do here from the Redwoods to the Oregon and California coast and ...

Reviewed on Aug 17, 2025

Buck and Does - 20' - Sleeps up to 4 - Restrooms and Showers are only a short walk away.
See all 42 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 $307 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.