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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.
Brannan Cottage Inn

Brannan Cottage Inn

3 out of 5
Price was $636, price is now $452 per person
$452
per person
Sep 20 - Sep 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Stay at this inn in Calistoga. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.
It was clean, well maintained, and had a great downtown walkable location without traffic or noise. The onsite coffee shop was much appreciated in quality and convenience.

Reviewed on Jun 23, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Save 100% on your flight
Price was $1,789, price is now $1,015 per person
$1,015
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Berkeley Marina and Jack London Square are located nearby.
Thank you for a nice business trip stay

Reviewed on Aug 4, 2026

Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $12,137, price is now $8,094 per person
$8,094
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) 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.
Amazing experience, I will back soon

Reviewed on Aug 2, 2026

Luxe, Pool, Spa, Fire Pit, Game Room, Piano Sonoma Pool Retreat by Avantstay

Luxe, Pool, Spa, Fire Pit, Game Room, Piano Sonoma Pool Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,754, price is now $3,360 per person
$3,360
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Stay at this cottage in Kenwood. Enjoy free parking, a pool table, and patios. Popular attractions Chateau St. Jean Winery and VJB Vineyard & Cellars are located nearby.

Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Save 100% on your flight
Price was $1,008, price is now $720 per person
$720
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this business-friendly hotel in Emeryville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Berkeley Marina and Jack London Square are located nearby.

Bel Abri Napa Valley Inn

Bel Abri Napa Valley Inn

3 out of 5
Save 100% on your flight
Price was $1,166, price is now $841 per person
$841
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Silverado Resort - North and South Courses are located nearby.
Extremely helpful staff and nice property with good prices

Reviewed on Aug 3, 2026

SENZA Hotel

SENZA Hotel

4 out of 5
Save 100% on your flight
Price was $1,875, price is now $1,359 per person
$1,359
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Stay at this hotel in Napa. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Silverado Resort - North and South Courses are located nearby.
This property was perfect in many ways, staff, location and the breakfast is amazing. Very clean and quiet. Just a gorgeous property.

Reviewed on Aug 3, 2026

Hennessey Estate

Hennessey Estate

4 out of 5
Save 100% on your flight
Price was $2,226, price is now $1,630 per person
$1,630
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Stay at this B&B in Napa. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Napa Valley Wine Train and Silverado Resort - North and South Courses are located nearby.
Room was wonderful, the bed was very comfortable and the breakfasts were terrific. This is a lovely bed and breakfast and Raphael and the staff were very helpful and welcoming.

Reviewed on Jul 14, 2026

Oakland Vacation Packages 3-4 Night Stays

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
Central Napa
Save 100% on your flight
Price was $1,166, price is now $841 per person
$841
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $2,167, price is now $998 per person
$998
per person
Oct 15 - Oct 18
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
SENZA Hotel

SENZA Hotel

4 out of 5
Save 100% on your flight
Price was $1,875, price is now $1,359 per person
$1,359
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Hennessey Estate

Hennessey Estate

4 out of 5
Central Napa
Save 100% on your flight
Price was $2,226, price is now $1,630 per person
$1,630
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)

Oakland Vacation Packages 5-7 Night Stays

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
Central Napa
Save 100% on your flight
Price was $1,070, price is now $670 per person
$670
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Save 100% on your flight
Price was $1,937, price is now $1,032 per person
$1,032
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Grand Reserve at The Meritage

Grand Reserve at The Meritage

4.5 out of 5
Soscol Gateway South
Save 100% on your flight
Price was $5,959, price is now $3,882 per person
$3,882
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $12,137, price is now $8,094 per person
$8,094
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)

Top Flight Deals

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

Frontier Airlines
Thu, Oct 15 - Fri, Oct 30
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 15 from Los Angeles Intl. to San Francisco Intl., returning Fri, Oct 30, priced at $58 just found
Frontier Airlines
Mon, Aug 24 - Fri, Sep 11
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Aug 24 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Fri, Sep 11, priced at $88 found 1 day ago
Frontier Airlines
Thu, Sep 17 - Mon, Sep 28
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$165 Roundtrip, found 1 hour ago
$165
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Sep 17 from Los Angeles Intl. to Oakland Intl., returning Mon, Sep 28, priced at $165 found 1 hour ago
Frontier Airlines
Thu, Sep 24 - Mon, Sep 28
ORD
O'Hare Intl.
OAK
Oakland Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Sep 24 from O'Hare Intl. to Oakland Intl., returning Mon, Sep 28, priced at $181 found 1 day ago