Oakville Vacations from ￥111,706

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

The Latest Oakville Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Discovery Inn

Discovery Inn

2 out of 5
Jackson Triangle
per person
Sep 17 - Sep 22
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
7.8/10 Good! (382 reviews)
What can i say? I a sucker for peace and quiet! quiet

Reviewed on Jul 10, 2025

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
per person
Aug 18 - Aug 24
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Oakland (OAK)
8.2/10 Very Good! (3,035 reviews)
We liked the overall setup.

Reviewed on Jul 12, 2025

Courtyard by Marriott Oakland Airport

Courtyard by Marriott Oakland Airport

3 out of 5
per person
Sep 17 - Sep 22
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (1,344 reviews)
Parking was tight. A lot of cars parked along the curb which made it very difficult for those of us who were parked in spot to back out of said spot. Luckily, I had a small car. Some of those large trucks made it impossible for someone to leave property without notifying the front desk.

Reviewed on Jul 11, 2025

Vagabond Inn Executive Hayward

Vagabond Inn Executive Hayward

2.5 out of 5
per person
Sep 17 - Sep 22
found 7 hours ago
Roundtrip flight included
Tokyo (TYO) to Oakland (OAK)
7.8/10 Good! (867 reviews)
Professional and pleasant staff. Decent motel. The only complaint would be the carpet in my room. I was walking on grit and debris in an area that obviously had not been vacuumed. Hopefully just a one time mistake. The motel is well lit. It is quiet and there are many amenities in the area.

Reviewed on Jun 29, 2025

HYATT house Emeryville/San Francisco Bay Area

HYATT house Emeryville/San Francisco Bay Area

3 out of 5
per person
Aug 18 - Aug 24
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Oakland (OAK)
9/10 Wonderful! (1,045 reviews)
Right next to Amtrak where we disembarked. Plenty of food options nearby. Easy bus to downtown San Francisco.

Reviewed on Jul 10, 2025

Find the Best Oakville Vacation Packages

Oakville Hotel Deals

Silverado Resort
Silverado Resort
4 out of 5
1600 Atlas Peak Road, Napa, CA
Fully refundable
The price is ￥27,823 per night from Jul 14 to Jul 15
￥27,823
￥41,301 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"The room was nice and clean"

Reviewed on Jul 11, 2025

Silverado Resort
Oxford Suites Sonoma County
Oxford Suites Sonoma County
3 out of 5
67 Golf Course Drive W., Rohnert Park, CA
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (2,209 reviews)
"I love breakfast and rooms very comfortable"

Reviewed on Jul 11, 2025

Get rates
Oxford Suites Sonoma County
Archer Hotel Napa
Archer Hotel Napa
4.5 out of 5
1230 First Street, Napa, CA
Fully refundableReserve now, pay when you stay
The price is ￥35,976 per night from Jul 13 to Jul 14
￥35,976
￥41,443 total
Jul 13 - Jul 14
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
Birthday celebration
"The room was very clean and the staff acknowledged the celebration of my husband’s birthday with complementary treats. The staff at Sky and Vine were also very attentive and friendly."

Reviewed on Jul 11, 2025

Archer Hotel Napa
See all 1,971 properties in Oakville
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.

Discover the most popular places to visit in Oakville

Napa Valley Wine Train showing dining out and interior views as well as a small group of people

Napa Valley Wine Train

4.5/5(254 reviews)

Travel through the beautiful vineyards of Napa Valley in old-world style and enjoy gourmet dining and unbeatable scenery from your vintage railcar.

Napa Valley Wine Train
The poppies are springing forth.. there will be covered hillsides in a day or two. Just outside of Winters Ca. On my way to Berryessa

Lake Berryessa

4/5(79 reviews)

Commune with nature and explore the great outdoors at Lake Berryessa during your travels in Napa. Stroll along the area's riverfront or experience its entertainment choices.

Lake Berryessa
The wine fountain, an essential part of the wine-making process at Robert Mondavi. In 1996, Mondavi opened his winery in the hopes of producing wine that would be some of the best in the world. Previously, he had worked with his brother and father at another winery in California, but split off to form his own after disagreements on vision. #culture

Robert Mondavi Winery

4.5/5(277 reviews)

You can enjoy a tasting or tour at Robert Mondavi Winery during your travels to Oakville. Make time for the spas and local tours in this family-friendly area.

Robert Mondavi Winery

What to do in Oakville

Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

￥19,528
per traveler
94% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
Napa Private Tour

Napa Private Tour

￥5,063
per traveler
Napa Private Tour
Napa Valley Daily Join In Group Wineries Tour Including Lunch

Napa Valley Daily Join In Group Wineries Tour Including Lunch

￥18,080
per adult
84% of travellers recommend
Napa Valley Daily Join In Group Wineries Tour Including Lunch
See all activities in Oakville

Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from ￥111,706 on Expedia for your Oakville break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oakville costs.
What are the cheapest months to go to Oakville?
If you're hoping to snag a cheap Oakville vacation package, consider planning a trip in January, February and November. You'll typically find better prices on flights and accommodations during these quieter months --- perfect for a budget-friendly break.
How many days is enough for Oakville?
The ideal duration for your Oakville vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to tick off all the major attractions and explore some hidden treasures along the way.
How to find the best Oakville package deals?
Begin your search for an Oakville package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Oakville package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakville adventure underway.
Is it cheaper to book an Oakville vacation as a package?
You can enjoy significant savings on your Oakville retreat by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oakville?
If you're considering a spur-of-the-moment Oakville trip, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Oakville?

  1. Choose when to go: Check your diary and get packing. Your preferred season and the type of activities available will also help you decide when to vacation in Oakville.
  2. Work out your budget: Make sure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Oakville.
  3. Set the duration of your trip: Start by compiling a list of the sights and activities you want to experience in Oakville. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose an Oakville vacation package that brings all your bookings together.

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