Oakville Vacations from $644

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Your Oakville Vacation

When a fun city break is calling, answer it with a Oakville vacation package. The neighborhood of Downtown Napa, which is great for hiking, distilleries and craft breweries and cafes, makes an awesome base for your adventures. A trip to Oakville is a great opportunity to sightsee. Be sure to look around renowned attractions like Robert Mondavi Winery, V. Sattui Winery and Opus One Winery. Your ultimate Oakville vacation is a couple of clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored to suit your travel style.

The Latest Oakville vacation packages

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

Geyserville Inn

3.5 out of 5
Save 100% on your flight
Price was $886, price is now $644 per person
$644
per person
Jun 27 - Jul 3
found 17 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
9.2/10 Wonderful! (1,001 reviews)
This Inn was most enjoyable. Very helpful staff, extremely clean and comfortable. The surrounding were well maintained and just beautiful. We had a 2nd floor room with a gas fireplace overlooking the pool and hot tub. Would highly recommend.

Reviewed on Apr 15, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,361, price is now $883 per person
$883
per person
Aug 1 - Aug 5
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
9/10 Wonderful! (1,006 reviews)
We were very pleased with our room and the customer service. The Bell man provided exceptional service. The staff was very attentive to our needs. It's a great place to stay. This will be our spot in Berkeley from now on.

Reviewed on May 11, 2026

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Save 100% on your flight
Price was $1,743, price is now $1,236 per person
$1,236
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.4/10 Very Good! (1,000 reviews)
not exposed or told of spa. room = no utensils. surprised by sales pitch upon checking in.

Reviewed on Mar 22, 2026

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Price was $1,114, price is now $794 per person
$794
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
9.6/10 Exceptional! (1,002 reviews)
Great place to stay while in Napa. Would definitely come again.

Reviewed on May 9, 2026

Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was $3,549, price is now $2,573 per person
$2,573
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
9.2/10 Wonderful! (366 reviews)
Excellent service and amenities! We were there to celebrate my husband’s birthday and the entire staff helped to make it extra special!

Reviewed on May 9, 2026

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Discover the most popular places to visit in Oakville

Napa Valley Wine Train

Napa Valley Wine Train

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
Lake Berryessa

Lake Berryessa

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
Oxbow Public Market

Oxbow Public Market

During your visit to Napa, you can find the perfect gifts to bring home at Oxbow Public Market. Check out the top-notch restaurants or wineries in this family-friendly area.

Oxbow Public Market

What to do in Oakville

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

$278
per adult
100% of travellers recommend
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

$145
per traveler
94% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
The Original Napa Valley Wine Trolley "Up Valley" Castle Tour

Napa Valley Wine Trolley: "Up Valley" Castle Tour

$145
per traveler
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
See all activities in Oakville

Oakville Hotel Deals

Archer Hotel Napa

Archer Hotel Napa

4.5 out of 5
1230 First Street Napa CA
$263 nightly
The price is $303 total per night from May 25 to May 26
$303 total
May 25 - May 26
Total with taxes and fees
9.6/10 Exceptional! (1,186 reviews)
Our room was great and the staff was wonderful, but we were disappointed with the lobby restaurant. Upon checkin, I’m pretty sure we were told breakfast was included. When we went down for breakfast, the waitstaff had never heard of any such amenity. Ok, maybe we misheard. No big deal. It’s Mother’s ...

Reviewed on May 11, 2026

Archer Hotel Napa
Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road Napa CA
$302 nightly
The price is $348 total per night from May 13 to May 14
$348 total
May 13 - May 14
Total with taxes and fees
9/10 Wonderful! (1,148 reviews)
We had a great room with a balcony, full kitchen. Views of the golf course. Quiet and beautiful We will definitely be staying again

Reviewed on May 11, 2026

Silverado Resort
The Meritage Resort and Spa

The Meritage Resort and Spa

4 out of 5
875 Bordeaux Way Napa CA
$310 nightly
The price is $357 total per night from May 25 to May 26
$357 total
May 25 - May 26
Total with taxes and fees
8.2/10 Very Good! (1,016 reviews)
Great spot to meet my kids and grandchildren. Something for everyone to do.

Reviewed on May 11, 2026

The Meritage Resort and Spa
See all 2,025 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.

Find the Best Oakville Vacation Packages

Oakville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Sonoma County Airport (STS)
Population
70
Max Temp Winter
55ºF
Max Temp Summer
85ºF
Top Sights
Opus One Winery, Robert Mondavi Winery and Stags Leap Winery

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Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from $644 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 score a cheap Oakville vacation package, consider visiting in September, October and December. You'll generally find better rates on hotels and flights during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Oakville?
With a well-organized itinerary, you can easily tick off the most popular Oakville sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your Oakville vacation for longer.
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 your travel dates: The things you want to do in Oakville and your favorite season can help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from food and transportation to flights and activities. Your hotel will likely be the largest expense during your trip to Oakville.
  3. Organize your Oakville getaway with our trip planning tool: Search for and book hotels and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Oakville together.
  4. Decide how long to go for: Now that you're more familiar with Oakville, you can figure out the perfect length of your break. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find an Oakville vacation package that brings all your bookings together.
  6. Book any day trips or activities: Now to the fun part — organizing everything you want to see and do. Browse some of the incredible things to do in Oakville and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Oakville vacation packages?
Your Oakville getaway is meant to be an escape from your busy life, not a reason for money worries. So to give you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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