Search Deals onBrentwood Vacation Packages
Brentwood Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Geyserville Inn
Save 100% on your flight
Price was $628, price is now $444 per person
$444
per person
Sep 10 - Sep 13
found 16 hours ago
Roundtrip flight included
Orange County (SNA) to Oakland (OAK)
Stay at this hotel in Geyserville. Enjoy a casino, breakfast (surcharge), and a free casino shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Rock Casino and Geyser Peak Winery are located nearby.
Loved the place !! So silent you could hear a pin drop .
Reviewed on Jul 6, 2026

The Setting Inn Napa Valley
Save 100% on your flight
Price was $2,465, price is now $1,479 per person
$1,479
per person
Sep 17 - Sep 20
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Amazing place, quiet, clean and so convient to Napa wineries and restaurants! 100% come back again!
Reviewed on Jun 28, 2026

Claremont Resort & Club
Save 100% on your flight
Price was $1,631, price is now $1,034 per person
$1,034
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) 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.
I made the reservation through Expedia for a 2 queen bed room with Bay View. When we checked in, the windows of the room was facing the rooftop and big commercial dumpsters. We were totally shocked. After talking to the front desk, the hotel was able to switch us to another junior suite but still without the bay view, it was facing the rooftop only. I guess the reservation through Expedia was not guaranteed to have the type of room on the reservation.
Reviewed on Jul 7, 2026

Hennessey Estate
Save 100% on your flight
Price was $13,580, price is now $8,860 per person
$8,860
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) 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.
We had a wonderful weekend stay at the Hennessey Estate. It's a short walk from downtown Napa and provided a lovely stay. We'll certainly stop back next time we are in Napa.
Reviewed on Jun 27, 2026

Silverado Resort
Save 100% on your flight
Price was $2,132, price is now $1,430 per person
$1,430
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this spa resort in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Napa Valley Wine Train and Silverado Resort - North and South Courses are located nearby.
Staff was very nice and helpful. Also kid friendly
Reviewed on Jul 7, 2026

Inn At Sonoma - A Four Sisters Inn
Save 100% on your flight
Price was $1,313, price is now $904 per person
$904
per person
Sep 10 - Sep 13
found 16 hours ago
Roundtrip flight included
Orange County (SNA) to Oakland (OAK)
Book a stay at this business-friendly B&B in Sonoma. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sonoma Plaza and Sebastiani Theatre are located nearby.
We had a wonderful stay at the Inn at Sonoma. Our room was lovely and the perfect size. It had a mini-fridge, a fireplace and the bed was very comfortable. The bathroom was also nicely appointed and their was good water pressure in the shower. The breakfast was outstanding and we looked forward to it every morning. All the staff were super nice & very helpful. It is right in downtown so it was easy to walk to restaurants & shopping. We also enjoyed the hot tub several times. Oh, I almost forget the wine & cheese reception every evening! We highly recommend the Inn at Sonoma!
Reviewed on Jun 22, 2026

Oaktown Roost
Price was $952, price is now $662 per person
$662
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Stay at this hotel in Oakland. Enjoy free WiFi, parking (surcharge), and a garden. Popular attractions Jack London Square and Berkeley Marina are located nearby.
Great downtown location, close to BART/Transit with parking on their own lot for a reasonable price. Only downside is this gate is manual and involves a padlock, not ideal for many people, an electronic gate would be better.
Hotel and bedrooms are spotless clean, everything works, codes for main doors and room doors, felt safe from the outside world. My room faced the street but it was super quiet, well insulated windows. A complimentary water in the fridge would have been nice?
Other wise it’s beautiful, clean and convenient.
Reviewed on Jul 7, 2026

DoubleTree by Hilton Hotel Berkeley Marina
Price was $806, price is now $576 per person
$576
per person
Aug 21 - Aug 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Berkeley Marina and Jack London Square are located nearby.
The room was very clean. The property was well kemp. And the staff was phenomenal. I’ll be coming here again soon great stay!
Reviewed on Jul 7, 2026
Brentwood Vacation Packages 3-4 Night Stays
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Brentwood Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Sep 16 - Mon, Sep 21
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago

Thu, Sep 10 - Sat, Sep 12
SAN
San Diego Intl.
OAK
Oakland Intl.
$167 Roundtrip, found 15 hours ago
$167
Roundtrip
found 15 hours ago

Sat, Sep 5 - Tue, Sep 15
SEA
Seattle - Tacoma Intl.
OAK
Oakland Intl.
$193 Roundtrip, found 3 hours ago
$193
Roundtrip
found 3 hours ago

Tue, Aug 25 - Wed, Aug 26
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$226 Roundtrip, found 20 hours ago
$226
Roundtrip
found 20 hours ago
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