Oakville Vacations from $640
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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.
Bel Abri Napa Valley Inn
Central Napa
$640
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
9.6/10 Exceptional! (1,007 reviews)
This inn is very quaint. Its small, cute, very clean and quiet. The breakfast is perfect to start your day, and the evening reception is great to mingle, eat small bites and drink wine.
I would definitely cone back!
Noah, was the best!!!
Reviewed on Aug 11, 2026
Solage, Auberge Collection
$2,691
per person
Oct 18 - Oct 23
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
9.6/10 Exceptional! (747 reviews)
We have been staying at Solage since it opened and it never disappoints! The food is fabulous, the staff attentive and the vibe is straight out of a Nancy Meyers movie.
Reviewed on Aug 8, 2026
Brannan Cottage Inn
$790
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Oakland (OAK)
9.6/10 Exceptional! (171 reviews)
Charming hotel with excellent access to Calistoga's main strip. Loved the free bicycles. Comfortable bed. Fyi, they don't provide personal microwaves in the rooms, nor eating utensils. The adjacent cafe is convenient, but pricey coffee ($4.) Our room attendant Lola was great! Our bathroom door would not close all the way, and did not have a fan. The toilet paper was in an awkward position. Other than those small inconveniences, we enjoyed our stay.
Reviewed on Aug 8, 2026
Stay near popular Oakville attractions
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.
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.
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.
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.
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.
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.
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.
Rudd Winery & Vineyards
This boutique Oakville estate crafts wines showcasing Napa Valley's distinctive terroir. Enjoy an intimate tasting amid picturesque vineyards, but remember appointments are required for this exclusive visit.
What to do in Oakville
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
$319
per adult
100% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
$145
per traveler
94% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
$145
per traveler
92% of travellers recommend
Oakville Hotel Deals
Archer Hotel Napa
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
$258 nightly
$297 total
Aug 23 - Aug 24
Total with taxes and fees
9.6/10 Exceptional! (1,315 reviews)
"Terrific hotel Ina great location."
Reviewed on Aug 11, 2026
Casa Mani Resort Napa Valley, Curio Collection by Hilton
1075 California Blvd Napa CA
Fully refundableReserve now, pay when you stay
$309 nightly
$356 total
Aug 17 - Aug 18
Total with taxes and fees
9.4/10 Exceptional! (97 reviews)
"We went for one night and everything was wonderful, I have to say that Oscar made our checkin and first night very pleasant. He had a smile the entire night and was very professional. The only problem we had was that the pool opens at 8am and when we got to the pool, there was no towels. They took ..."
Reviewed on Aug 9, 2026
Silverado Resort
1600 Atlas Peak Road Napa CA
Fully refundableReserve now, pay when you stay
$308 nightly
$355 total
Aug 20 - Aug 21
Total with taxes and fees
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 $640 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?
- Choose your travel dates: The things you want to do in Oakville and your favorite season can help you decide when to get away.
- 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.
- 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.
- 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.
- 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.
- 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.
