The Oaks Vacations from $709

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Your The Oaks Vacation

Our The Oaks vacation packages let you create your own adventure. Tailor your journey to your needs and interests and make the most of your time in this interesting city. There's plenty to include on your must-do list during a trip to The Oaks, starting with popular sights such as Yorkville Cellars and Albertina Wine Cellar. Stop daydreaming and start doing. Browse the range of options on Expedia today and finally put your The Oaks vacation plans into action!

The Latest The Oaks vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Schoolhouse Creek

The Inn at Schoolhouse Creek

3.5 out of 5
Price was $864, price is now $709 per person
$709
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Santa Rosa (STS)
8.8/10 Excellent! (219 reviews)
Thank you

Reviewed on Jul 27, 2026

Inns of Mendocino

Inns of Mendocino

3 out of 5
Save 100% on your flight
Price was $1,432, price is now $1,074 per person
$1,074
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Santa Rosa (STS)
9.2/10 Wonderful! (282 reviews)
I love our water tower room, very cute, clean very private. It’s close to everything but no problem with parking . We had a great time walking on the trail overlooking the coast and specially on sunset! Our breakfast delivered to our room was delicious . I highly recommend this place❤️

Reviewed on Jul 26, 2026

Cottages at Little River Cove

Cottages at Little River Cove

3 out of 5
Price was $1,002, price is now $813 per person
$813
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Santa Rosa (STS)
9.2/10 Wonderful! (83 reviews)
Amazing view, nice clean accommodations, quiet, really enjoyed my stay there.

Reviewed on Jul 23, 2026

SCP Mendocino Coast Lodge

SCP Mendocino Coast Lodge

3 out of 5
Price was $957, price is now $785 per person
$785
per person
Oct 14 - Oct 18
found 17 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Santa Rosa (STS)
9.2/10 Wonderful! (369 reviews)
staff was so nice

Reviewed on Jul 24, 2026

SCP Mendocino Inn and Farm

SCP Mendocino Inn and Farm

2 out of 5
Price was $1,199, price is now $989 per person
$989
per person
Oct 14 - Oct 18
found 17 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Santa Rosa (STS)
9.6/10 Exceptional! (437 reviews)
We had an amazing time and we’ll definitely be back!

Reviewed on Jul 28, 2026

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Stay near popular The Oaks attractions

Yorkville Cellars

You can enjoy a tasting or tour at Yorkville Cellars during your travels to The Oaks. Discover the area's festivals and casinos.
See properties

The Oaks Hotel Deals

The Orchard Hotel Ukiah Mendocino County

The Orchard Hotel Ukiah Mendocino County

2.5 out of 5
693 S Orchard Ave Ukiah CA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Aug 2 to Aug 3
$90 total
Aug 2 - Aug 3
Total with taxes and fees
The Orchard Hotel Ukiah Mendocino County
Gualala Country Inn

Gualala Country Inn

2.5 out of 5
47975 Center St Gualala CA
$156 nightly
The price is $174 total per night from Aug 9 to Aug 10
$174 total
Aug 9 - Aug 10
Total with taxes and fees
Gualala Country Inn
Holiday Inn Express and Suites Ukiah by IHG

Holiday Inn Express and Suites Ukiah by IHG

3 out of 5
1270 Airport Park Blvd Ukiah CA
Fully refundable
$111 nightly
The price is $124 total per night from Aug 23 to Aug 24
$124 total
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express and Suites Ukiah by IHG
See all 384 properties in The Oaks
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 The Oaks Vacation Packages

The Oaks Essential Information

Language
English
Currency
U.S dollars
Top Sights
Milano Family Winery, Fetzer Vineyards and Terra Savia Winery

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Frequently asked questions

How much does a The Oaks vacation package cost?
You can grab a vacation package to this top destination from $709 on Expedia. But how much your vacation to The Oaks costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to The Oaks?
October, November and December are the best times to look for cheap The Oaks vacation packages. Opting to travel in quieter months means you can generally find reduced prices on flights and hotels.
How many days is enough for The Oaks?
With a well-organized schedule, you can easily hit the most popular The Oaks sights in a few days. But if you want to discover lesser-known spots or go on day tours, consider booking your The Oaks vacation for longer.
How to find the best The Oaks package deals?
Use Expedia's filters to find some terrific The Oaks package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for The Oaks package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a The Oaks vacation as a package?
You can enjoy significant savings on your The Oaks retreat by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to The Oaks?
If you have your The Oaks vacation dates locked in, book as soon as you can to bag some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later The Oaks vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your The Oaks trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.