Oakville Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 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

Oakville Holiday

Our pick of the best Oakville Hotel Deals

Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road, Napa, CA
Fully refundable
The price is NZ$474 per night from 29 July to 30 July
NZ$474
29 July - 30 July
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"Lovely resort and beautiful property. Great location and spacious cottages with great views of the golf course. Would recommend"

Reviewed on 17 Jul. 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! (2,221 reviews)
"Very nice hotel!"

Reviewed on 19 Jul. 2025

Get rates
Oxford Suites Sonoma County
Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street, Napa, CA
9.4/10 Exceptional! (1,004 reviews)
Beautiful property
"We stayed for 3 days and loved the hotel and location.Very close to all wineries and it was nice to stroll downtown for cocktails and dinner.There was a great cigar bar across the street to catch the Giants game."

Reviewed on 16 Jul. 2025

Get rates
Archer Hotel Napa
See all 1,983 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

Robert Mondavi Winery

Robert Mondavi Winery

3.5/5(3 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
Opus One Winery

Opus One Winery

You can enjoy a tasting or tour at Opus One Winery during your travels to Oakville. Visit the spas and wineries in this walkable area.

Opus One Winery

Silverado Resort - North and South Courses

Play a round of golf at Silverado Resort - North and South Courses and enjoy other activities in Napa such as hiking. Visit the top-notch restaurants or wineries in this walkable area.

Silverado Resort - North and South Courses

What to do in Oakville

Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

NZ$225
per traveller
94% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
Napa Valley Daily Join In Group Wineries Tour Including Lunch

Napa Valley Daily Join In Group Wineries Tour Including Lunch

NZ$207
per adult
84% of travellers recommend
Napa Valley Daily Join In Group Wineries Tour Including Lunch
Napa Valley Wine Train: Gourmet Express Lunch or Dinner

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

NZ$532
per adult
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
See all activities in Oakville

Frequently asked questions

How much does an Oakville holiday package cost?
You'll find cheap prices 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 holiday to Oakville costs.
What are the cheapest months to go to Oakville?
If you're hoping to snag a cheap Oakville holiday package, consider planning a trip in January, February and November. You'll typically find better prices on flights and accommodation during these quieter months — perfect for a budget-friendly break.
How many days is enough for Oakville?
The ideal duration for your Oakville holiday 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 holiday as a package?
You can enjoy significant savings on your Oakville retreat by booking a customised holiday 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 holiday 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 holiday 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 holiday 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.