Oakville Vacations from $284

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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.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

Airport District
Save 100% on your flight
$284
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
5.8/10 (2,182 reviews)
Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
Save 100% on your flight
$517
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
9/10 Wonderful! (1,102 reviews)
Vintage elegant beauty

Reviewed on Sep 25, 2026

Mount View Hotel & Spa

Mount View Hotel & Spa

Save 100% on your flight
$560
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Orange County (SNA) to Oakland (OAK)
9.2/10 Wonderful! (1,006 reviews)
Geyser fed spa and pool. Continental breakfast and coffee to your room Great staff and spa onsite with nice amenities and services Walkable to all of downtown Calistoga. Property has kept its art deco charm and rooms are tastefully done to match theme of property.

Reviewed on Sep 23, 2026

Marina Village Inn

Marina Village Inn

Save 100% on your flight
$457
per person
Oct 28 - Nov 4
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
7.6/10 Good! (1,001 reviews)
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

Boyes Hot Springs
Save 100% on your flight
$629
per person
Oct 28 - Oct 31
found 15 hours ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
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Stay near popular Oakville attractions

Large wooden fermentation tanks in a brewery.
Photo by There & Back Again

Robert Mondavi Winery

8.8/10 (687 reviews)
This pioneering winery established Napa Valley as a world-class wine region with its exceptional vintages. Enjoy immersive tastings led by expert staff while exploring curated art collections in an elegant setting.
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A building with a circular top, arched doors, and a stone facade.

Opus One Winery

8.8/10 (168 reviews)
Born from the legendary partnership of Robert Mondavi and Baron de Rothschild, Opus One crafts Napa's most celebrated Bordeaux-style blends. Reserve an intimate tasting for panoramic valley views and exceptional wines.
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A tree-lined street with yellow leaves.

Far Niente Winery

This historic 1885 estate showcases Napa Valley's finest Chardonnay and Cabernet Sauvignon in a stunning setting. Explore the atmospheric wine caves before enjoying a seated tasting with artisanal cheese pairings.
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Folie a Deux

Famed for its Menage à Trois collection, Folie à Deux Winery offers tastings in a tranquil Napa Valley setting. Bring a picnic to enjoy among the vineyards while sampling their renowned red, white, and rosé blends.
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Welcome to Napa Valley Sign

You can learn about the history of Oakville with a trip to Welcome to Napa Valley Sign. Discover the area's mountain views and monuments.
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Nickel & Nickel Winery

This historic Napa winery specializes in single-vineyard wines that showcase the valley's diverse terroirs. Tour the restored 1884 Sullenger House before enjoying a seated tasting paired with artisanal cheeses.
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Cardinale Estate Winery

Cardinale Estate crafts a single, exceptional Cabernet Sauvignon blend showcasing Napa Valley's diverse terroirs. Enjoy an intimate tasting with culinary pairings and panoramic valley views.
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Turnbull Winery

This Napa Valley estate showcases exceptional Cabernet Sauvignon amid a gallery of fine black and white photography. Reserve a private tasting to sample their premium wines while overlooking picturesque vineyards.
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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

Oxford Suites Sonoma County

Oxford Suites Sonoma County

67 Golf Course Drive W. Rohnert Park CA
Fully refundableReserve now, pay when you stay
$149 nightly
$170 total
Sep 27 - Sep 28
Total with taxes and fees
Oxford Suites Sonoma County
Archer Hotel Napa

Archer Hotel Napa

1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
$294 nightly
$339 total
Oct 26 - Oct 27
Total with taxes and fees
Archer Hotel Napa
Casa Mani Resort Napa Valley, Curio Collection by Hilton

Casa Mani Resort Napa Valley, Curio Collection by Hilton

1075 California Blvd Napa CA
Fully refundableReserve now, pay when you stay
$359 nightly
$414 total
Sep 27 - Sep 28
Total with taxes and fees
Casa Mani Resort Napa Valley, Curio Collection by Hilton
See all 2,010 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 $284 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.