Title: Oakville Vacation Packages & Trips 2026 from CA $705 | Expedia.ca

[Oakville Travel Guide](https://expedia.ca/Oakville.dx177702)[Hotels in Oakville](https://expedia.ca/Oakville-Hotels.d177702.Travel-Guide-Hotels)[Vacation Rentals in Oakville](https://expedia.ca/Oakville-Vacation-Rentals.d177702.Travel-Guide-VacationRentals)[Flights to Oakville](https://expedia.ca/Cheap-Flights-To-Oakville.d177702.Travel-Guide-Flights)[Things to do in Oakville](https://expedia.ca/Things-To-Do-In-Oakville.d177702.Travel-Guide-Activities)[Oakville Car Rentals](https://expedia.ca/Car-Rentals-In-Oakville.d177702.Car-Rental-Guide)

![](https://images.trvl-media.com/place/177702/8248ceb9-427d-4567-b966-c32f078f0b58.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oakville Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### 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](https://www.expedia.ca/Robert-Mondavi-Winery-Napa.d6065847.Vacation-Attraction), [V. Sattui Winery](https://www.expedia.ca/V-Sattui-St-Helena.d6065833.Vacation-Attraction) and [Opus One Winery](https://www.expedia.ca/Opus-One-Winery-Napa.d553248621532640729.Vacation-Attraction). 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.

## Top Oakville Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Marina Village Inn](https://images.trvl-media.com/lodging/1000000/900000/892800/892715/e3da7c6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marina Village Inn

CA $705

per person

Apr 2 - Apr 7

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Oakland (OAK)

7.2/10 Good! (1,000 reviews)

Omgy & quiet by the marina

Reviewed on Jan 20, 2026

![Stanly Ranch, Auberge Collection](https://images.trvl-media.com/lodging/69000000/68900000/68892600/68892567/bdf1f896_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Stanly Ranch, Auberge Collection

CA $2,092

per person

Mar 6 - Mar 9

found 13 hours ago

Roundtrip flight included

Toronto (YTO) to Oakland (OAK)

9.4/10 Exceptional! (165 reviews)

Great food and amenities

Reviewed on Jan 19, 2026

![Claremont Resort & Club](https://images.trvl-media.com/lodging/1000000/10000/6700/6609/d997dca7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Claremont Resort & Club

Claremont Hills

CA $797

per person

Mar 26 - Mar 29

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

8.8/10 Excellent! (1,003 reviews)

Room is good size. Bed is nice and firm. Ground is beautiful. We enjoy the beautiful grounds that the hotel offers.

Reviewed on Jan 21, 2026

![RiverPointe Napa Valley Resort](https://images.trvl-media.com/lodging/2000000/1410000/1400600/1400504/0519f20f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### RiverPointe Napa Valley Resort

Stonehouse

CA $1,046

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

8.8/10 Excellent! (1,344 reviews)

Great staff and very clean

Reviewed on Jan 12, 2026

![Silverado Resort](https://images.trvl-media.com/lodging/1000000/20000/16500/16466/0fe817c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Silverado Resort

CA $1,174

per person

Apr 3 - Apr 8

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

8.8/10 Excellent! (1,053 reviews)

The staff was very good. The room could have been bigger for what we paid per night . The fitness center was under construction we would’ve appreciated a “heads up”. The tented fitness center was adequate , but not what we had visited 2yrs ago; disappointing .

Reviewed on Jan 26, 2026

## Ready to book your vacation to Oakville?

Choose your dates

## Oakville Hotel Deals

![Archer Hotel Napa](https://images.trvl-media.com/lodging/15000000/14740000/14736700/14736604/91d2d59c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Archer Hotel Napa

1230 First Street Napa CA

Fully refundableReserve now, pay when you stay

9.4/10 Exceptional! (1,070 reviews)

.

Reviewed on Jan 26, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F02%2F2026&endDate=14%2F02%2F2026&selected=14736604&PinnedHotelID=14736604&HadPinnedHotel=true&regionId=177702)

[](https://expedia.ca/Hotel-Search?startDate=13%2F02%2F2026&endDate=14%2F02%2F2026&selected=14736604&PinnedHotelID=14736604&HadPinnedHotel=true&regionId=177702)

![Fairmont Sonoma Mission Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/500/465/06f25dd5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Fairmont Sonoma Mission Inn & Spa

100 Boyes Boulevard Sonoma CA

Fully refundable

CA $303

CA $436 total

Feb 18 - Feb 19

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

All was great!

Reviewed on Jan 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&selected=465&PinnedHotelID=465&HadPinnedHotel=true&regionId=177702)

![Silverado Resort](https://images.trvl-media.com/lodging/1000000/20000/16500/16466/0fe817c8_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Silverado Resort

1600 Atlas Peak Road Napa CA

Fully refundableReserve now, pay when you stay

CA $272

CA $407 total

Mar 1 - Mar 2

includes taxes & fees

8.8/10 Excellent! (1,088 reviews)

Excellent updated accommodations. We had a suite with a kitchen and separate bedroom. Rooms are updated, clean, and comfortable. Loved cocktails in the mansion sunroom with golf course views. Service and staff were impeccable.

Reviewed on Jan 25, 2026

[](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=16466&PinnedHotelID=16466&HadPinnedHotel=true&regionId=177702)

[See all 1,986 properties in Oakville](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=31%2F01%2F2026&endDate=01%2F02%2F2026&regionId=177702)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Oakville

![Napa Valley Wine Train showing interior views and dining out as well as a small group of people](https://images.trvl-media.com/place/6160130/70461972-d8e0-4532-bdea-12eb77349e49.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Napa-Valley-Wine-Train-Downtown-Napa.d6160130.Vacation-Attraction)

![Ritual Coffee in the Oxbow Public Market.
More on http://www.ajauntwithjoy.com](https://images.trvl-media.com/place/6141/91cd1f19-bf01-4e29-8619-8dab4cc8aa60.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Oxbow-Public-Market-Downtown-Napa.d6128175.Vacation-Attraction)

![Opus one,napa valley, Napa County,tourism of usa, Shutterstock ID 339220700, Purchase Order: SP-1891 Wave 0, Client/Licensee: Hotels.com](https://images.trvl-media.com/place/553248621532640729/f71844e5-7475-48e7-a9e2-09a1d958865f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Opus One Winery

You can enjoy a tasting or tour at Opus One Winery during your travels to Oakville. Check out the spas and top-notch restaurants in this walkable area. 

[](https://expedia.ca/Opus-One-Winery-Napa.d553248621532640729.Vacation-Attraction)

### What to do in Oakville

![Classic Open Air Napa Valley Wine Trolley Tour](https://mediaim.expedia.com/localexpert/337638/98ae8b51-471d-40aa-bbf8-44e3d20ec145.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Original Napa Valley Wine Trolley Classic Tour

CA $187

per traveller

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/the-original-napa-valley-wine-trolley-classic-tour.a337638.activity-details)

![Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch](https://mediaim.expedia.com/localexpert/249494/9049c15d-37f8-4c19-948c-47513edcb550.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch

CA $249

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/redwoods-wine-country-escape-to-sonoma-napa-with-optional-gourmet-lunch.a249494.activity-details)

![The Original Napa Valley Wine Trolley "Up Valley" Castle Tour](https://mediaim.expedia.com/localexpert/337642/47381aed-d54e-4326-8ade-a55c9f9e7051.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Napa Valley Wine Trolley: "Up Valley" Castle Tour

CA $187

per traveller

**92%** of travellers recommend

[](https://expedia.ca/things-to-do/napa-valley-wine-trolley-up-valley-castle-tour.a337642.activity-details)

[See all activities in Oakville](https://expedia.ca/things-to-do/search?rid=177702)

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- [Napa Valley Wine Train ](https://www.expedia.ca/Napa-Valley-Wine-Train-Downtown-Napa.d6160130.Vacation-Attraction)
- [Napa Valley Vacations ](https://www.expedia.ca/Napa-Valley.d180046.Destination-Travel-Guides)
- [Visit Napa Valley ](https://www.expedia.ca/Napa-Valley.dx180046)
- [Napa Vacations ](https://www.expedia.ca/Napa.d6141.Destination-Travel-Guides)
- [Opus One Winery ](https://www.expedia.ca/Opus-One-Winery-Napa.d553248621532640729.Vacation-Attraction)
- [Oxbow Public Market ](https://www.expedia.ca/Oxbow-Public-Market-Downtown-Napa.d6128175.Vacation-Attraction)
- [Robert Louis Stevenson Museum ](https://www.expedia.ca/Robert-Louis-Stevenson-Museum-St-Helena.d6065831.Vacation-Attraction)
- [Robert Mondavi Winery ](https://www.expedia.ca/Robert-Mondavi-Winery-Napa.d6065847.Vacation-Attraction)
- [Sonoma Barracks ](https://www.expedia.ca/Sonoma-Barracks-Sonoma.d6326976.Vacation-Attraction)
- [Sonoma Golf Club ](https://www.expedia.ca/Sonoma-Golf-Club-Sonoma.d6128108.Vacation-Attraction)
- [Sonoma Plaza ](https://www.expedia.ca/Sonoma-Plaza-Sonoma.d6068451.Vacation-Attraction)
- [Sonoma Valley Vacations ](https://www.expedia.ca/Sonoma-Valley.d180052.Destination-Travel-Guides)
- [Sonoma Vacations ](https://www.expedia.ca/Sonoma.d6946.Destination-Travel-Guides)
- [St. Helena Vacations ](https://www.expedia.ca/St-Helena.d7069.Destination-Travel-Guides)
- [V Marketplace ](https://www.expedia.ca/V-Marketplace-Yountville.d6327028.Vacation-Attraction)
- [V. Sattui Winery ](https://www.expedia.ca/V-Sattui-Winery-St-Helena.d6065833.Vacation-Attraction)
- [Yountville Vacations ](https://www.expedia.ca/Yountville.d10527.Destination-Travel-Guides)
- [Romantic Vacation Packages Napa Valley ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180046/Napa-Valley)

- [Car rentals near Mumm Napa ](https://www.expedia.ca/Car-Rentals-In-Mumm-Napa.d6327091.Car-Rental-Guide)
- [Car rentals near Napa Valley ](https://www.expedia.ca/Car-Rentals-In-Napa-Valley.d180046.Car-Rental-Guide)
- [Car rental Yountville ](https://www.expedia.ca/Car-Rentals-In-Yountville.d10527.Car-Rental-Guide)
- [Hertz Rental Cars in Yountville ](https://www.expedia.ca/Hertz-Car-Rentals-In-Yountville.d10527-c40.Car-Rental-Guide-Suppliers)

- [Napa Valley Vacation Rentals ](https://www.expedia.ca/Napa-Valley-Vacation-Rentals.d180046.Travel-Guide-VacationRentals)
- [Yountville Vacation Rentals ](https://www.expedia.ca/Yountville-Vacation-Rentals.d10527.Travel-Guide-VacationRentals)

- [Things to do in Napa Valley ](https://www.expedia.ca/Things-To-Do-In-Napa-Valley.d180046.Travel-Guide-Activities)
- [Things to do in Yountville ](https://www.expedia.ca/Things-To-Do-In-Yountville.d10527.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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