O’Brien Estate Winery Flight + Hotel Packages

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

Larkspur Landing Extended Stay Suites Pleasanton

per person

Sep 27 - Oct 4

found 23 hours ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Oakland (OAK)

Stay at this 3-star business-friendly hotel in Pleasanton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions San Francisco Premium Outlets and Tommy T's Comedy House are located nearby.

RiverPointe Napa Valley Resort

Save 100% on your flight

per person

Sep 18 - Sep 23

found 11 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Coplan Vineyards 10-acre Estate w/ Pool, Spa, Bocce & Designer Interiors

Save 100% on your flight

per person

Sep 26 - Oct 2

found 5 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 3-star business-friendly cottage in Sonoma. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Sonoma Plaza and Homewood Winery are located nearby.

Hotel Yountville

Save 100% on your flight

per person

Sep 26 - Oct 2

found 5 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 4-star spa hotel in Yountville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Vintner's Golf Club and Napa Valley Balloons are located nearby.

MacArthur Place Hotel & Spa

Save 100% on your flight

per person

Sep 26 - Oct 2

found 5 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 4-star spa hotel in Sonoma. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Sonoma Plaza and Sonoma Valley Museum of Art are located nearby.

Farmhouse Inn

Save 100% on your flight

per person

Sep 26 - Oct 2

found 5 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 5-star luxury hotel in Forestville. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Russian River and Hartford Family Winery are located nearby.

WorldMark Windsor

Save 100% on your flight

per person

Sep 23 - Sep 30

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Oakland (OAK)

Stay at this 3-star spa hotel in Windsor. Enjoy free parking, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Russian River and Windsor Golf Club are located nearby.

Vino Bello Resort

Save 100% on your flight

per person

Sep 18 - Sep 23

found 11 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 4-star spa hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Napa Golf Course at Kennedy Park are located nearby.

River Terrace Inn - A Noble House Hotel

Save 100% on your flight

per person

Oct 9 - Oct 13

found 3 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 4-star eco-certified hotel in Napa. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Commons are located nearby.

Silverado Resort

Save 100% on your flight

per person

Sep 19 - Sep 23

found 4 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Kenwood Inn and Spa

Save 100% on your flight

per person

Sep 26 - Oct 2

found 5 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Stay at this 4-star spa hotel in Kenwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Morton's Warm Springs and VJB Vineyard & Cellars are located nearby.

Home2 Suites by Hilton Alameda Oakland Airport

Save 100% on your flight

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Oakland (OAK)

Stay at this 3-star business-friendly hotel in Alameda. Enjoy free breakfast, free WiFi, and a free ferry terminal shuttle. Our guests praise the helpful staff in our reviews. Popular attractions San Francisco Bay and Oakland Arena are located nearby.

3-4 Night Vacations in O’Brien Estate Winery

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

Home2 Suites by Hilton Alameda Oakland Airport

Bay Farm Island

Save 100% on your flight

per person

Sep 22 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Oakland (OAK)

Grand Reserve at The Meritage

Soscol Gateway South

Save 100% on your flight

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

Lavender, A Four Sisters Inn

Save 100% on your flight

per person

Oct 6 - Oct 9

found 1 hour ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Oakland (OAK)

Mount View Hotel & Spa

Save 100% on your flight

per person

Oct 9 - Oct 12

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to Oakland (OAK)