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Oakland Vacation Packages

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Oakland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Price was $503, price is now $360 per person
$360
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip 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.

Big & Beautiful 6 Bedroom 2.5 Bath

Big & Beautiful 6 Bedroom 2.5 Bath

3 out of 5
Price was $1,315, price is now $868 per person
$868
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Stay at this apartment in Oakland. Enjoy free WiFi, Netflix, and in-room washers/dryers. Popular attractions Fox Theater and Jack London Square 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

Sunny Two Bedroom in Uptown

Sunny Two Bedroom in Uptown

3.5 out of 5
Price was $1,434, price is now $983 per person
$983
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Stay at this apartment in Oakland. Enjoy free WiFi and in-room washers/dryers. Popular attractions Fox Theater and Jack London Square are located nearby.

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Price was $677, price is now $475 per person
$475
per person
Dec 8 - Dec 12
just found
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Book a stay at this business-friendly hotel in Berkeley. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Fox Theater and Jack London Square are located nearby.
Other than the strongest smell of paint downstairs everything was lovely

Reviewed on Nov 4, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was $2,956, price is now $2,073 per person
$2,073
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Book a stay at this luxury hotel in Calistoga. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.

White House Napa - Adults Only

White House Napa - Adults Only

4 out of 5
Save 100% on your flight
Price was $1,155, price is now $816 per person
$816
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Book a stay at this boutique 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 Riverbend Plaza are located nearby.

Stunning Two Bedroom Mediterranean Home

Stunning Two Bedroom Mediterranean Home

3 out of 5
Price was $1,753, price is now $1,288 per person
$1,288
per person
Dec 8 - Dec 15
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Oakland (OAK)
Stay at this vacation home in Oakland. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Oracle Park and Fox Theater are located nearby.

Oakland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Price was $677, price is now $475 per person
$475
per person
Dec 8 - Dec 12
just found
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Big & Beautiful 6 Bedroom 2.5 Bath

Big & Beautiful 6 Bedroom 2.5 Bath

3 out of 5
Downtown Oakland
Price was $1,315, price is now $868 per person
$868
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
White House Napa - Adults Only

White House Napa - Adults Only

4 out of 5
Napa Abajo
Save 100% on your flight
Price was $1,155, price is now $816 per person
$816
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)

Oakland Vacation Packages 5-7 Night Stays

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

Bay Breeze Inn

2 out of 5
Price was $757, price is now $520 per person
$520
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Berkeley Marina
Save 100% on your flight
Price was $941, price is now $632 per person
$632
per person
Jan 25 - Feb 1
just found
Roundtrip flight included
Chicago (ORD) to Oakland (OAK)
Sunny Two Bedroom in Uptown

Sunny Two Bedroom in Uptown

3.5 out of 5
Downtown Oakland
Price was $1,434, price is now $983 per person
$983
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was $2,956, price is now $2,073 per person
$2,073
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Dec 9 - Wed, Dec 9
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$38 Roundtrip, found 5 hours ago
$38
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Los Angeles Intl. to San Francisco Intl., returning Wed, Dec 9, priced at $38 found 5 hours ago
Frontier Airlines
Fri, Nov 20 - Fri, Dec 4
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$48 Roundtrip, found 1 hour ago
$48
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Nov 20 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Fri, Dec 4, priced at $48 found 1 hour ago
Frontier Airlines
Wed, Dec 2 - Mon, Dec 21
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$124 Roundtrip, found 10 hours ago
$124
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Los Angeles Intl. to Oakland Intl., returning Mon, Dec 21, priced at $124 found 10 hours ago
Frontier Airlines
Wed, Dec 9 - Thu, Jan 14
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$218 Roundtrip, found 1 hour ago
$218
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Dec 9 from O'Hare Intl. to San Francisco Intl., returning Thu, Jan 14, priced at $218 found 1 hour ago