Title: Oakville Vacation Packages & Trips 2026 from CA $843 | 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.

![Claremont Resort & Club](https://images.trvl-media.com/lodging/1000000/10000/6700/6609/ba76b95f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Claremont Resort & Club

Claremont Hills

CA $843

per person

Apr 24 - Apr 27

found 19 hours ago

Roundtrip flight included

Vancouver (YVR) to Oakland (OAK)

8.8/10 Excellent! (1,007 reviews)

Loved our stay. The place is wonderful, everything was so clean and the staff was so helpful and friendly. The club house, with the pool and gym were also really nice!

Reviewed on Mar 13, 2026

![Elm House Inn](https://images.trvl-media.com/lodging/7000000/6930000/6924700/6924685/20d86e6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Elm House Inn

Central Napa

CA $1,724

per person

May 28 - Jun 4

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

9.6/10 Exceptional! (1,505 reviews)

Easy check in. Nice breakfast. Great location.

Reviewed on Mar 11, 2026

![The Meritage Resort and Spa](https://images.trvl-media.com/lodging/2000000/1380000/1372900/1372889/86dcd1a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Meritage Resort and Spa

Soscol Gateway South

CA $2,447

per person

May 28 - Jun 4

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

8.2/10 Very Good! (1,000 reviews)

I really wanted to love my stay here but I was disappointed. First I arrived from a long drive to the computer system being down. So the line was backed up to check in. They did give me a $50 voucher so that was nice. I paid for a king room at the Reserve which ended up being in the building across the street from the main entrance. Check-in gave me a map telling me the specific numbered points to go to get to my room. But when I drove back there to park and walked to that specific location, the numbered points on the site map were different than the ones on the paper map she gave me. So it was very confusing. I had to get help from an elevator service guy. The rooms are in a U-Shape and mine was on the polar opposite end of the building that happened to be right next to an outdoor speaker to the rooftop terrace that I had the pleasure of hearing all night until it turned off at 11 PM. Fun for entertaining guests outside, but not for those trying to sleep. I tried making reservations to the spa and Ember steakhouse. Entirely booked. So make sure to reserve in advance. I was forced to order room service which cost me $150 for steak, potatoes and water. And to top it off, the bathroom sink was fully clogged. For $500 a night, do better Meritage.

Reviewed on Mar 9, 2026

![Vino Bello Resort](https://images.trvl-media.com/lodging/2000000/1510000/1509800/1509748/58aa71f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Vino Bello Resort

Soscol Gateway South

CA $1,897

per person

May 28 - Jun 4

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

8.4/10 Very Good! (1,001 reviews)

Very clean and spacious

Reviewed on Jan 24, 2026

![Carneros Resort and Spa](https://images.trvl-media.com/lodging/1000000/980000/972500/972492/6195f286_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Carneros Resort and Spa

CA $4,829

per person

May 28 - Jun 4

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Oakland (OAK)

9.2/10 Wonderful! (359 reviews)

Beautiful location in wine country.

Reviewed on Dec 11, 2025

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_177702)

## 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/ec853454_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Archer Hotel Napa

1230 First Street Napa CA

Fully refundableReserve now, pay when you stay

CA $294

CA $338 total

Apr 5 - Apr 6

includes taxes & fees

9.6/10 Exceptional! (1,118 reviews)

Clean property

Reviewed on Mar 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=14736604&PinnedHotelID=14736604&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 $276

CA $413 total

Mar 16 - Mar 17

includes taxes & fees

8.8/10 Excellent! (1,103 reviews)

Wonderful stay!

Reviewed on Mar 14, 2026

[](https://expedia.ca/Hotel-Search?startDate=16%2F03%2F2026&endDate=17%2F03%2F2026&selected=16466&PinnedHotelID=16466&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 refundableReserve now, pay when you stay

CA $340

CA $480 total

Mar 22 - Mar 23

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

RSVP got mixed up with other clients

Reviewed on Mar 14, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=465&PinnedHotelID=465&HadPinnedHotel=true&regionId=177702)

[See all 1,986 properties in Oakville](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=16%2F03%2F2026&endDate=17%2F03%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

4/5(8 reviews)

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

4/5(28 reviews)

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)

![Beautiful backdrop of pinot noir and chardonnay grapes in Napa Valley. ](https://images.trvl-media.com/place/6069455/3e26f7cf-2798-4f5a-88fc-422ff94878f4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Domaine Carneros

4.5/5(6 reviews)

You can enjoy a tasting or tour at Domaine Carneros during your travels to Napa. Check out the wineries or top-notch restaurants in this romantic area. 

[](https://expedia.ca/Domaine-Carneros-Napa.d6069455.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 $185

per traveller

**94%** of travellers recommend

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

![Napa Valley Wine Train: Gourmet Express Lunch or Dinner](https://mediaim.expedia.com/localexpert/44648892/bfb97999-c7b8-4e12-be11-b3116976bb0e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Napa Valley Wine Train: Gourmet Express Lunch or Dinner

CA $400

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/napa-valley-wine-train-gourmet-express-lunch-or-dinner.a44648892.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 $245

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)

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

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- [Charles Krug Winery ](https://www.expedia.ca/Charles-Krug-Winery-St-Helena.d6065835.Vacation-Attraction)
- [Chateau St. Jean Winery ](https://www.expedia.ca/Chateau-St-Jean-Winery-Kenwood.d6128072.Vacation-Attraction)
- [El Verano Vacations ](https://www.expedia.ca/El-Verano.d3000343988.Destination-Travel-Guides)
- [Ledson Winery and Vineyards ](https://www.expedia.ca/Ledson-Winery-And-Vineyards-Kenwood.d6128106.Vacation-Attraction)
- [Mumm Napa ](https://www.expedia.ca/Mumm-Napa-Napa.d6327091.Vacation-Attraction)
- [Napa Premium Outlets ](https://www.expedia.ca/Napa-Premium-Outlets-Napa.d6327025.Vacation-Attraction)
- [Napa Retail Center Shopping Center ](https://www.expedia.ca/Napa-Retail-Center-Shopping-Center-Soscol-Gateway-North.d553248621563218510.Vacation-Attraction)
- [Napa Valley Balloons ](https://www.expedia.ca/Napa-Valley-Balloons-Napa.d6327103.Vacation-Attraction)
- [Napa Valley Performing Arts Center at Lincoln Theater ](https://www.expedia.ca/Napa-Valley-Performing-Arts-Center-At-Lincoln-Theater-Yountville.d553248621557931313.Vacation-Attraction)
- [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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