Search Deals onWindsor Vacation Packages
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Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Chardonnay Lodge
per person
Apr 4 - Apr 6
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
Stay at this hotel in Napa. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
Calistoga Inn Restaurant and Brewery
per person
Apr 4 - Apr 6
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 3.5-star inn in Calistoga. Enjoy free WiFi, 3 bars/lounges, and a free area shuttle. 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
Save 100% on your flight
per person
May 9 - May 12
found 1 day 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.
Cinnamon Bear Creekside Inn
per person
May 18 - May 21
found 21 hours ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 3.5-star B&B in Sonoma. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Sonoma Plaza and Vallejo Home are located nearby.
Geyserville Inn
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 3.5-star 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 Geyser Peak Winery and Meeker Winery Tasting Room are located nearby.
The Meritage Resort and Spa
per person
Apr 4 - Apr 6
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 4-star spa resort in Napa. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Napa Valley Wine Train and Oxbow Public Market are located nearby.
Silverado Resort
Save 100% on your flight
per person
May 9 - May 12
found 1 day 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 Oxbow Public Market are located nearby.
DoubleTree by Hilton Sonoma - Wine Country
Save 100% on your flight
per person
May 9 - May 14
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Oakland (OAK)
Stay at this 4-star golf hotel in Rohnert Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Graton Resort and Casino and Foxtail Golf Club are located nearby.
Windsor Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Windsor Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Mar 7 - Sun, Mar 9
SAN
San Diego Intl.
OAK
Oakland Intl.
$45 Roundtrip, found 1 day ago
$45
Roundtrip
found 1 day ago
Wed, Mar 12 - Tue, Mar 18
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Tue, Apr 22 - Sat, Apr 26
LAX
Los Angeles Intl.
STS
Sonoma County
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Mon, Mar 24 - Mon, Mar 31
EWR
Newark Liberty Intl. Airport
OAK
Oakland Intl.
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
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