Deals on vacations and trips to O'Brien

Save when you book O'Brien package deals

Choose two or more items and save on your trip:

O'Brien flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hanna's House by WanderLodges

Hanna's House by WanderLodges

4 out of 5
Historic Railroad District
Price was $766, price is now $655 per person
$655
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Medford (MFR)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. A garden, laundry facilities, and a virtual front desk are also on offer.
Winchester Inn

Winchester Inn

3.5 out of 5
Historic Downtown District
Price was $986, price is now $716 per person
$716
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Medford (MFR)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and dry cleaning are also on offer.
A Cowslip's Belle Inn

A Cowslip's Belle Inn

3 out of 5
Price was $882, price is now $721 per person
$721
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Medford (MFR)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out.
Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges

4 out of 5
Price was $951, price is now $797 per person
$797
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Medford (MFR)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Ashland Springs Hotel

Ashland Springs Hotel

3 out of 5
Historic Downtown District
Price was $983, price is now $836 per person
$836
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Milwaukee (MKE) to Medford (MFR)
A full-service spa, a gym, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the sauna and perks like free self parking.

Top O'Brien hotels deals

The Lodge - 3 bedroom, 2 bath large resort cabin

The Lodge - 3 bedroom, 2 bath large resort cabin

O'Brien OR
$298 nightly
The price is $303 total per night
$303 total
Nov 30 - Dec 1
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
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 OR
Get rates
This apartment featured laundry facilities and barbecue grills.
Washer
Dryer
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 OR
Get rates
This apartment featured laundry facilities and barbecue grills.
Washer
Dryer
Reconnect with nature at this unforgettable escape

Reconnect with nature at this unforgettable escape

O'Brien OR
$145 nightly
The price is $147 total per night
$147 total
Nov 30 - Dec 1
Total with taxes and fees
Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Rough and Ready Trailhead and Rough and Ready Flat Botanical Area are located nearby.
Kitchen
Pet friendly
Augustino Vineyard Winery Cabin Cave Junction

Augustino Vineyard Winery Cabin Cave Junction

O'Brien OR
$198 nightly
The price is $200 total per night
$200 total
Dec 2 - Dec 3
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Air conditioning
Outdoor Space
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 OR
$114 nightly
The price is $116 total per night
$116 total
Nov 28 - Nov 29
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Washer
Dryer
Don't see what you're looking for?
See all available properties in O'Brien
View all properties
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.

Popular places to visit

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

Illinois River Forks State Park

Commune with nature and explore the great outdoors at Illinois River Forks State Park during your travels in Cave Junction. Wander the forest and lakeside while you're in the area.

Illinois River Forks State Park

Frequently asked questions

How much are vacation packages to O'Brien?
$655 is all you need to spend for an amazing escape in O'Brien. Bundle your hotel and flights into a Travelocity package and watch all the savings pile up. With such good prices, it's never been easier to travel!
Where can I get the best vacation package deals for O'Brien?
No matter your style, Travelocity can help you snap up the perfect O'Brien package deal. All you need to do is mix and match from our 400 partner airlines and 1,000,000 worldwide properties.
Why should I book my O'Brien vacation bundle via Travelocity?
By booking your hotel, flights, activities and car rental altogether, you'll save big bucks as well as precious time. All our bookings come with a dedicated team of experts available 24/7, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the vacation of your dreams today and get packing!
Can I save money on my O'Brien car rental if I book it with my hotel or flight?
You sure can. And our O'Brien vacation packages are the best way to do it. With only a few clicks you can save cash as well as time by combining your bookings. Collect the keys to your rental car then chart your own course. Searching for things to do? Add some activities or experiences to your package and make savings on those too.
Which airport is best for O'Brien?
Jetting into O'Brien means landing at Rogue Valley Intl. Airport (MFR). It's situated 45 mi northeast of the downtown area.

Photos of local treasures

Browse O'Brien vacation photos for more inspiration

Explore More Ways to Travel with Travelocity