Search Deals onPleasanton Vacation Packages
Pleasanton Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Bel Abri Napa Valley Inn
Price was $973, price is now $771 per person
$771
per person
Dec 23 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Stay at this hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Napa Premium Outlets are located nearby.
Super comfortable room close to downtown Napa. We enjoyed the lobby wine tastings and the delivered breakfasts. Ernest(?) at the front desk was super helpful with town info.
Reviewed on Oct 18, 2026
Claremont Resort & Club
Price was $1,580, price is now $1,122 per person
$1,122
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this luxury hotel in Berkeley. Enjoy 3 outdoor pools, 3 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jack London Square and Memorial Stadium are located nearby.
Alila Napa Valley, a Hyatt Luxury Resort
Save 100% on your flight
Price was $3,234, price is now $2,424 per person
$2,424
per person
Dec 23 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Book a stay at this luxury resort in St. Helena. Enjoy free WiFi, a full-service spa, and an attached winery. Popular attractions Castello di Amorosa and Beringer Vineyards are located nearby.
Amaizing
Reviewed on Oct 17, 2026
Vino Bello Resort
Price was $1,655, price is now $1,252 per person
$1,252
per person
Dec 5 - Dec 12
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
Book a stay at this spa hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Trinitas Cellars are located nearby.
WorldMark Windsor
Price was $1,422, price is now $1,081 per person
$1,081
per person
Dec 23 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Book a stay at this spa hotel in Windsor. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Russian River and Windsor Golf Club are located nearby.
Big & Beautiful 6 Bedroom 2.5 Bath
Price was $2,942, price is now $2,254 per person
$2,254
per person
Nov 21 - Nov 29
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
Stay at this apartment in Oakland. Enjoy free WiFi, Netflix, and in-room washers/dryers. Popular attractions Jack London Square and Oakland Arena are located nearby.
This property had a double-booking issue. When we arrived on September 7, other guests were already staying in the house, and they showed us their valid Expedia booking until September 13.
We attempted to contact the host via calls and messages, but received no response at all. We reached out to Expedia customer service immediately, yet the situation was not resolved. We were forced to book a new hotel last minute, which brought unexpected extra costs.
In the end, Expedia did not provide any compensation. I am very disappointed with the handling of this incident. Anyone considering booking this place should prepare for the worst-case scenario.
Reviewed on Sep 10, 2026
The Estate Yountville
Save 100% on your flight
Price was $1,301, price is now $1,006 per person
$1,006
per person
Jan 5 - Jan 8
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this luxury hotel in Yountville. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Priest Ranch Tasting Room and V Marketplace are located nearby.
Stunning Two Bedroom Mediterranean Home
Price was $2,251, price is now $1,776 per person
$1,776
per person
Nov 21 - Nov 29
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Oakland (OAK)
Stay at this vacation home in Oakland. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Oracle Park and Jack London Square are located nearby.
Pleasanton Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Pleasanton Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 17 - Fri, Dec 11
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$48 Roundtrip, found 6 hours ago
$48
Roundtrip
found 6 hours ago
Tue, Nov 24 - Fri, Dec 4
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Tue, Nov 17 - Tue, Dec 1
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$177 Roundtrip, found 3 hours ago
$177
Roundtrip
found 3 hours ago
Thu, Dec 10 - Wed, Dec 23
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$208 Roundtrip, found 2 hours ago
$208
Roundtrip
found 2 hours ago
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