Brentwood Flight + Hotel Packages

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

DoubleTree by Hilton Hotel Berkeley Marina

per person

May 8 - May 13

found 20 hours ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 4-star 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 Jack London Square and McLaughlin Eastshore State Park are located nearby.

RiverPointe Napa Valley Resort

Save 100% on your flight

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 3-star 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.

The Claremont Resort & Club

Save 100% on your flight

per person

May 29 - Jun 3

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 5-star luxury hotel in Berkeley. Enjoy 3 outdoor pools, 4 outdoor pickleball courts, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jack London Square and Memorial Stadium are located nearby.

Solage, Auberge Resorts Collection

Save 100% on your flight

per person

May 2 - May 7

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 5-star 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.

Silverado Resort

Save 100% on your flight

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 4-star 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.

Bardessono Hotel and Spa

Save 100% on your flight

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 5-star luxury resort in Yountville. Enjoy free WiFi, a full-service spa, and private hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions V Marketplace and Bottaga Restaurant are located nearby.

White House Napa Valley

Save 100% on your flight

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 4-star 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.

Carneros Resort and Spa

Save 100% on your flight

per person

Jun 5 - Jun 9

found 22 hours ago

Roundtrip flight included

Chicago (ORD) to Oakland (OAK)

Stay at this 5-star 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.