Oakville Vacations from $516

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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.
Calistoga Motor Lodge and Spa

Calistoga Motor Lodge and Spa

4 out of 5
Save 100% on your flight
Price was $816, price is now $516 per person
$516
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.6/10 Excellent! (305 reviews)
Staff was super friendly

Reviewed on Dec 12, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,000, price is now $575 per person
$575
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.8/10 Excellent! (1,003 reviews)
Should include free breakfast! It will add more value for the price ( from customer point of view!)

Reviewed on Dec 23, 2025

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Save 100% on your flight
Price was $944, price is now $586 per person
$586
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.6/10 Excellent! (1,001 reviews)
Lovely hotel. Very clean. The spa is fabulous!

Reviewed on Dec 21, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
Price was $832, price is now $528 per person
$528
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
8.8/10 Excellent! (1,053 reviews)
The grounds were beautiful. We did find mice poop In the sofa bed. The shuttle driver had the interior lights turned off when we boarded, making extremely hard for my children to get on&off bus. The food was OK.

Reviewed on Dec 24, 2025

Stanly Ranch, Auberge Collection

Stanly Ranch, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $2,054, price is now $1,306 per person
$1,306
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Burbank (BUR) to Oakland (OAK)
9.4/10 Exceptional! (165 reviews)
The design, the activities, the outstanding effort of the staff to make everyone happy and feel special. Everything amazing except passive agressive baristas at the cafe part, sorry but I had to tell that. But even the bad vibes there weren’t enought to take off any points. Definitely will visit again! Super lovely place

Reviewed on Nov 27, 2025

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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
Ritual Coffee in the Oxbow Public Market. More on http://www.ajauntwithjoy.com

Oxbow Public Market

4.5/5(483 reviews)

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
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

What to do in Oakville

Classic Open Air Napa Valley Wine Trolley Tour

The Original Napa Valley Wine Trolley Classic Tour

$135
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

$135
per traveler
92% of travellers recommend
Napa Valley Wine Trolley: "Up Valley" Castle Tour
aa68cb52eef34befb13eb73e776a788f

Muir Woods with Napa and Sonoma Wine Country Tour

$199
per adult
98% of travellers recommend
Muir Woods with Napa and Sonoma Wine Country 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
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $252 total per night from Jan 5 to Jan 6
$252 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
9.4/10 Exceptional! (1,020 reviews)
Everything was fantastic!

Reviewed on Dec 23, 2025

Archer Hotel Napa
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
100 Boyes Boulevard Sonoma CA
Fully refundable
$283 nightly
The price is $323 total per night from Jan 4 to Jan 5
$323 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Everything was great and the staff was very friendly. Enjoyed our stay immensely. Thank you!!

Reviewed on Dec 9, 2025

Fairmont Sonoma Mission Inn & Spa
Napa Valley Marriott Hotel & Spa

Napa Valley Marriott Hotel & Spa

4 out of 5
3425 Solano Ave Napa CA
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $227 total per night from Dec 29 to Dec 30
$227 total
Dec 29 - Dec 30
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
Great drinks

Reviewed on Dec 19, 2025

Napa Valley Marriott Hotel & Spa
See all 1,961 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 $516 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.