Oakville Vacation Packages
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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.
Top Oakville Vacation Deals
Price found within the past 48 hours. Click for updated prices.
SENZA Hotel
Price was CA $2,299, price is now CA $1,666 per person
CA $1,666
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
9.4/10 Exceptional! (1,009 reviews)
This place was perfect! I went on a solo trip to Napa and was pleasantly surprised to find a winery and restaurant within walking distance from the hotel. Hotel staff were amazing and the food at the Senza was excellent as well. I highly this hotel!
Reviewed on Apr 23, 2026
Claremont Resort & Club
Claremont Hills
Price was CA $3,635, price is now CA $2,187 per person
CA $2,187
per person
Jun 5 - Jun 10
found 13 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Oakland (OAK)
9/10 Wonderful! (1,023 reviews)
If you are visiting your child at Cal, staying at the Claremont is a no-brainer if you are looking for a bit (or a lot) more than a typical hotel stay.
Reviewed on Apr 13, 2026
Calistoga Motor Lodge and Spa
Price was CA $2,587, price is now CA $1,851 per person
CA $1,851
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
8.6/10 Excellent! (369 reviews)
Loved the whole shebang- a quiet motel low key live with a clean new flair. Calistoga is the true gem of the Napa valley and the Calistoga motel is such a nice clean place to relax around the pool. Nearby walk/run/bike trail through the vineyards. My favorite. Walk to downtown for great shopping and restaurants. The perfect weekend escape you didn’t know you needed!
Reviewed on Apr 20, 2026
Oakville Hotel Deals
Archer Hotel Napa
1230 First Street Napa CA
Fully refundableReserve now, pay when you stay
The price is CA $406 per night from May 10 to May 11
CA $406
CA $467 total
May 10 - May 11
includes taxes & fees
9.6/10 Exceptional! (1,179 reviews)
I was surprised that there wasn’t a tub
Reviewed on Apr 23, 2026
Silverado Resort
1600 Atlas Peak Road Napa CA
Fully refundableReserve now, pay when you stay
The price is CA $332 per night from May 5 to May 6
CA $332
CA $477 total
May 5 - May 6
includes taxes & fees
8.8/10 Excellent! (1,121 reviews)
Darling resort! So much to do! The staff is all so helpful and nice. A must if you love golf. 5 stars
Reviewed on Apr 24, 2026
The Meritage Resort and Spa
875 Bordeaux Way Napa CA
Fully refundableReserve now, pay when you stay
The price is CA $369 per night from May 25 to May 26
CA $369
CA $502 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
I had a great experience at The Meritage. The room was cleaned, I had a beautiful view of the vineyard, food was awesome and drinks were delicious. This was my second time at this hotel and will definitely be back again.
Reviewed on Apr 23, 2026
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.
Discover the most popular places to visit in Oakville
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.
Oxbow Public Market
4/5(29 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.
Opus One Winery
5/5(1 review)
You can enjoy a tasting or tour at Opus One Winery during your travels to Oakville. Check out the spas and wineries in this walkable area.
What to do in Oakville
Napa Valley Wine Train: Gourmet Express Lunch or Dinner
CA $382
per adult
100% of travellers recommend
Redwoods & Wine Country Escape to Sonoma & Napa with Optional Gourmet Lunch
CA $247
per adult
94% of travellers recommend
The Original Napa Valley Wine Trolley Classic Tour
CA $200
per traveller
94% of travellers recommend
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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.
