The Oaks Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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!

Ready to book your vacation to The Oaks?

 

Choose your dates

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
The price is CA $111 per night from Nov 8 to Nov 9
CA $111
CA $123 total
Nov 8 - Nov 9
includes taxes & fees
The Orchard Hotel Ukiah Mendocino County
Gualala Country Inn

Gualala Country Inn

2.5 out of 5
47975 Center St Gualala CA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Nov 9 to Nov 10
CA $197
CA $218 total
Nov 9 - Nov 10
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Greeted at check-in by a very friendly clerk who I surmise was part of the motel's ownership. This was a contrast to our Fort Bragg motel check-in the previous night when the youngish staffer didn't seem to care whether we stayed or not. The Gualala host saw we were staying two nights and moved us ..."

Reviewed on Nov 4, 2026

Gualala Country Inn
Cloverdale Wine Country Inn & Suites

Cloverdale Wine Country Inn & Suites

2.5 out of 5
324 S Cloverdale Blvd Cloverdale CA
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Nov 18 to Nov 19
CA $129
CA $144 total
Nov 18 - Nov 19
includes taxes & fees
Cloverdale Wine Country Inn & Suites
See all 400 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

Frequently asked questions

How much does a The Oaks vacation package cost?
You can grab a vacation package to this destination on Expedia. However, how much your vacation to The Oaks costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to The Oaks?
January, February and March are the best times to look for cheap The Oaks vacation packages. Choosing to travel in quieter periods means you'll typically find reduced prices on flights and accommodations.
How many days is enough for The Oaks?
With a well-planned itinerary, you can easily visit the top The Oaks attractions in a handful of days. But if you want to venture off the beaten track or go on day tours, consider booking your The Oaks vacation for longer.
How to find the best The Oaks package deals?
Start your search for a The Oaks package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal The Oaks package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your The Oaks adventure off to a flying start.
Is it cheaper to book a The Oaks vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customize your The Oaks escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to The Oaks?
If you have your The Oaks vacation dates locked in, book early to bag some awesome 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 perfect for impromptu escapes.
How to plan a trip to The Oaks?

  1. Choose when to get away: Check your calendar and get packing. Your favourite season and the type of activities on offer will also help you decide when to escape to The Oaks.
  2. Set your budget: Consider costs like flights, meals and transportation when working out how much to save for your trip to The Oaks. Then, pick a property that suits your budget, whether that's an economical option or a high-end getaway.
  3. Decide how long to go for: Now that you know more about The Oaks, you can work out the right length of your vacation. Put together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: Once you've settled on your trip dates and duration, lock in the right The Oaks vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.