Oakville Vacations from $637

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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.
Premier Inn & Suites

Premier Inn & Suites

2.5 out of 5
Foothill Square
Price was $869, price is now $637 per person
$637
per person
Aug 14 - Aug 21
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
2.8/10 (13 reviews)
The Setting Inn Napa Valley

The Setting Inn Napa Valley

3.5 out of 5
Save 100% on your flight
Price was $3,020, price is now $1,982 per person
$1,982
per person
Sep 17 - Sep 21
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
10/10 Exceptional! (323 reviews)
Loved everything about our stay. We can’t wait to go back. Charming and quaint yet modern amenities. Really appreciated the goodies from the bakery left outside our door every morning. Location was perfect. A quick drive in either direction and we were either in yountville, st Helena, Calistoga,etc. or the other direction, in downtown Napa in minutes. The staff was super friendly. We did a private tasting on the property which we decided to do last minute and they got us booked immediately. If I could give our stay 10 stars I would.

Reviewed on Jun 23, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $1,070, price is now $732 per person
$732
per person
Aug 27 - Aug 30
found 17 hours ago
Roundtrip flight included
Chicago (CHI) to Oakland (OAK)
9/10 Wonderful! (1,037 reviews)
We liked everything and it was a very enjoyable experience.

Reviewed on Jun 26, 2026

Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

4 out of 5
Save 100% on your flight
Price was $1,166, price is now $811 per person
$811
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Oakland (OAK)
9.4/10 Exceptional! (331 reviews)
We can’t wait to return! Amazing, relaxing resort and the property was so clean. In the morning everyone was out wiping everything down and was very reassuring to see . Room was well thought out and lots of amenities were available. Highly recommend ( and I’m critical, especially when it comes to cleanliness). Staff very friendly and helpful

Reviewed on Jun 20, 2026

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Central Napa
Save 100% on your flight
Price was $1,567, price is now $1,093 per person
$1,093
per person
Aug 15 - Aug 22
found 13 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Oakland (OAK)
9.6/10 Exceptional! (1,014 reviews)
This place was wonderful! Clean, comfortable, big room. Front desk staff was super friendly. Breakfast was the perfect amount, delivered to our room. I recommend this hotel.

Reviewed on Jun 22, 2026

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Stay near popular Oakville attractions

Opus one,napa valley, Napa County,tourism of usa, Shutterstock ID 339220700, Purchase Order: SP-1891 Wave 0, Client/Licensee: Hotels.com

Opus One Winery

8.8/5 (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.
See properties

What to do in Oakville

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

$292
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
Fully refundableReserve now, pay when you stay
$279 nightly
The price is $321 total per night from Jul 5 to Jul 6
$321 total
Jul 5 - Jul 6
Total with taxes and fees
9.6/10 Exceptional! (1,232 reviews)
"Beautiful place to stay! In the middle of downtown Napa. Please remember they only have valet parking...."

Reviewed on Jun 23, 2026

Archer Hotel Napa
Silverado Resort

Silverado Resort

4 out of 5
1600 Atlas Peak Road Napa CA
Fully refundableReserve now, pay when you stay
$252 nightly
The price is $291 total per night from Jul 19 to Jul 20
$291 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (1,156 reviews)
"Our “premium suite” was just essentially an airbnb in a neighborhood with residents who own/live in the gated community. We didn’t get to enjoy any resort amenities. No room service. They offer a shuttle but it’s a 10 minute drive to get to the main resort area via the main road/highway. The house ..."

Reviewed on Jun 26, 2026

Silverado Resort
The Meritage Resort and Spa

The Meritage Resort and Spa

4 out of 5
875 Bordeaux Way Napa CA
$312 nightly
The price is $359 total per night from Jul 5 to Jul 6
$359 total
Jul 5 - Jul 6
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Bathroom had small bugs crawling around, elevator didn’t work near me so had to go across building, was told I’d have a vineyard view but put me in a room with no vineyard view. Honestly wouldn’t stay here again"

Reviewed on Jun 25, 2026

The Meritage Resort and Spa
See all 2,056 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 $637 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.