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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.
Vino Bello Resort

Vino Bello Resort

4 out of 5
Save 100% on your flight
Price was $668, price is now $498 per person
$498
per person
Apr 14 - Apr 16
found 1 day ago
Roundtrip 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.
Farmhouse Inn

Farmhouse Inn

5 out of 5
Price was $4,778, price is now $3,138 per person
$3,138
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Book a stay at this luxury hotel in Forestville. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Hartford Family Winery and Russian River Vineyard are located nearby.
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was $5,720, price is now $3,779 per person
$3,779
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) 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.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Price was $1,595, price is now $1,063 per person
$1,063
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Stay at this condo in Napa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Price was $9,141, price is now $6,507 per person
$6,507
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Book a stay at this luxury hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Domaine Carneros are located nearby.
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Price was $1,414, price is now $1,022 per person
$1,022
per person
Mar 18 - Mar 22
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
Book a stay at this spa resort in Sonoma. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Sonoma Plaza and Sonoma Golf Club are located nearby.
Milliken Creek Inn

Milliken Creek Inn

4.5 out of 5
Price was $3,936, price is now $2,858 per person
$2,858
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Book a stay at this luxury hotel in Napa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
Napa Valley Marriott Hotel & Spa

Napa Valley Marriott Hotel & Spa

4 out of 5
Price was $1,918, price is now $1,431 per person
$1,431
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Book a stay at this business-friendly hotel in Napa. Enjoy breakfast (surcharge), WiFi (surcharge), and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Napa Valley Wine Train and Balloons Above the Valley are located nearby.

Oakland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was $1,083, price is now $780 per person
$780
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Oakland (OAK)
Farmhouse Inn

Farmhouse Inn

5 out of 5
Price was $3,539, price is now $2,416 per person
$2,416
per person
Mar 18 - Mar 22
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

4 out of 5
Boyes Hot Springs
Price was $1,414, price is now $1,022 per person
$1,022
per person
Mar 18 - Mar 22
found 2 hours ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
Hotel Yountville

Hotel Yountville

4 out of 5
Save 100% on your flight
Price was $1,329, price is now $967 per person
$967
per person
Apr 5 - Apr 8
found 1 day ago
Roundtrip non-stop 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.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Price was $1,595, price is now $1,063 per person
$1,063
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Farmhouse Inn

Farmhouse Inn

5 out of 5
Price was $4,778, price is now $3,138 per person
$3,138
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Solage, Auberge Collection

Solage, Auberge Collection

5 out of 5
Price was $5,720, price is now $3,779 per person
$3,779
per person
May 1 - May 8
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)
Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was $6,638, price is now $4,641 per person
$4,641
per person
Mar 21 - Mar 27
found 5 hours ago
Roundtrip flight included
Boston (BOS) to Oakland (OAK)

Top Flight Deals

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

Frontier Airlines
Mon, Mar 16 - Mon, Mar 23
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$58 Roundtrip, found 19 hours ago
$58
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Mon, Mar 16 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Mon, Mar 23, priced at $58 found 19 hours ago
Frontier Airlines
Tue, Mar 10 - Wed, Mar 11
LAX
Los Angeles Intl.
SFO
San Francisco Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Mar 10 from Los Angeles Intl. to San Francisco Intl., returning Wed, Mar 11, priced at $68 found 1 hour ago
Frontier Airlines
Wed, Apr 22 - Sat, Apr 25
ORD
O'Hare Intl.
SFO
San Francisco Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Apr 22 from O'Hare Intl. to San Francisco Intl., returning Sat, Apr 25, priced at $190 found 1 day ago
American Airlines
Tue, Apr 14 - Thu, Apr 16
JFK
John F. Kennedy Intl.
SFO
San Francisco Intl.
$210 Roundtrip, found 3 days ago
$210
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Apr 14 from John F. Kennedy Intl. to San Francisco Intl., returning Thu, Apr 16, priced at $210 found 3 days ago