Oakville Vacations from $397

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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.
Marina Village Inn

Marina Village Inn

2 out of 5
Save 100% on your flight
per person
Oct 20 - Oct 25
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
7.2/10 Good! (1,001 reviews)
The hotel is no comment every thing is excellent the view the hotel is super clean but the lobby guys is the inyy

Reviewed on Aug 11, 2025

Silverado Resort

Silverado Resort

4 out of 5
Save 100% on your flight
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,020 reviews)
Large resort. Very clean room, nice bed. Staff were friendly.

Reviewed on Aug 15, 2025

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
per person
Oct 19 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,008 reviews)
Super comfortable bed and quiet.

Reviewed on Aug 14, 2025

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
per person
Sep 15 - Sep 20
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
8.8/10 Excellent! (1,286 reviews)
This was a great place to stay while visiting Napa. It's close to downtown and right next to a nice walking path along the river. It has all of the amenities of a hotel and the kitchen is a big plus. The furnishings are a bit dated but it was very clean and comfortable and I would definitely stay there again.

Reviewed on Aug 13, 2025

Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
8.6/10 Excellent! (1,147 reviews)
If you add breakfast, it's not all you can eat you will have to choose 4 items only. The bay view is no better than without. One of the beds in my room was lopsided. Stayed on the 7th floor and non smoking but definitely has an old weird smell right off the elevator and in our room.

Reviewed on Aug 15, 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

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
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

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

Oxbow Public Market

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

Oxbow Public Market

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
Napa Valley Wine Train: Gourmet Express Lunch or Dinner

Napa Valley Wine Train: Gourmet Express Lunch or Dinner

$278
per adult
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
Wine Experience Day Trip to Napa & Sonoma

Wine Experience Day Trip to Napa & Sonoma

$155
per adult
86% of travellers recommend
Wine Experience Day Trip to Napa & Sonoma
See all activities in Oakville

Oakville Hotel Deals

Hotel Indigo Napa Valley by IHG

Hotel Indigo Napa Valley by IHG

3.5 out of 5
4195 Solano Avenue, Napa, CA
Fully refundable
$168 nightly
The price is $194 total per night from Sep 1 to Sep 2
$194 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (1,001 reviews)
"I love it"

Reviewed on Aug 5, 2025

Hotel Indigo Napa Valley by IHG
Hyatt Regency Sonoma Wine Country

Hyatt Regency Sonoma Wine Country

4 out of 5
170 Railroad Street, Santa Rosa, CA
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $188 total per night from Sep 1 to Sep 2
$188 total
Sep 1 - Sep 2
Total includes taxes and fees
8/10 Very Good! (1,011 reviews)
"Solid hotel with the quintessential/classic Hyatt Regency feel you’d expect. Friendly staff, clean facilities and rooms, and a great location. The only demerit I have is the noise. Its proximity to the freeway means you hear traffic when lounging around the pool or if your windows are open (but rooms ..."

Reviewed on Aug 13, 2025

Hyatt Regency Sonoma Wine Country
Oxford Suites Sonoma County

Oxford Suites Sonoma County

3 out of 5
67 Golf Course Drive W., Rohnert Park, CA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $170 total per night from Sep 1 to Sep 2
$170 total
Sep 1 - Sep 2
Total includes taxes and fees
9.4/10 Exceptional! (2,250 reviews)
"Everything was great nice hotel!"

Reviewed on Aug 11, 2025

Oxford Suites Sonoma County
See all 1,973 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.

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Frequently asked questions

How much does an Oakville vacation package cost?
You'll find cheap prices from $397 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.