Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn San Francisco/Oakland Bay Bridge
Price was $442, price is now $328 per person
$328
per person
Dec 31 - Jan 4
found 18 hours ago
Roundtrip flight included
Denver (DEN) to Oakland (OAK)
Stay at this hotel in Emeryville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fox Theater and Jack London Square are located nearby.
Big & Beautiful 6 Bedroom 2.5 Bath
Price was $2,029, price is now $1,318 per person
$1,318
per person
Jan 13 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Oakland (OAK)
Stay at this apartment in Oakland. Enjoy free WiFi, Netflix, and in-room washers/dryers. Popular attractions Fox Theater and Jack London Square are located nearby.
This property had a double-booking issue. When we arrived on September 7, other guests were already staying in the house, and they showed us their valid Expedia booking until September 13.
We attempted to contact the host via calls and messages, but received no response at all. We reached out to Expedia customer service immediately, yet the situation was not resolved. We were forced to book a new hotel last minute, which brought unexpected extra costs.
In the end, Expedia did not provide any compensation. I am very disappointed with the handling of this incident. Anyone considering booking this place should prepare for the worst-case scenario.
Reviewed on Sep 10, 2026
Solage, Auberge Collection
Price was $4,088, price is now $2,877 per person
$2,877
per person
Nov 29 - Dec 6
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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.
The best place in Napa. Solbar restaurant is excellent , great preparation on the King Salmon
Don’t miss the spa and treatments there as well as the mineral and magnesium pools. Staff is so helpful and knowledgeable about wineries
Reviewed on Oct 27, 2026
Bardessono Hotel and Spa
Price was $2,388, price is now $1,723 per person
$1,723
per person
Dec 12 - Dec 15
found 2 days ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
Book a stay at this luxury resort in Yountville. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular attractions V Marketplace and French Laundry Culinary Garden are located nearby.
White House Napa - Adults Only
Price was $2,548, price is now $1,867 per person
$1,867
per person
Nov 29 - Dec 6
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Book a stay at this boutique 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.
Chic Sonoma Oasis w/ Pool, Bocce, Hot Tub + Minutes to Downtown
Price was $5,926, price is now $4,386 per person
$4,386
per person
Nov 29 - Dec 6
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Oakland (OAK)
Stay at this cottage in Sonoma. Enjoy free parking, patios, and in-room fireplaces. Popular attractions Sonoma Plaza and Sonoma TrainTown Railroad are located nearby.
Claremont Resort & Club
Price was $1,209, price is now $896 per person
$896
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Fox Theater and Jack London Square are located nearby.
Iconic old hotel
Reviewed on Oct 27, 2026
Fairmont Sonoma Mission Inn & Spa
Price was $2,186, price is now $1,624 per person
$1,624
per person
Nov 29 - Dec 6
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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.
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.
Sat, Nov 21 - Thu, Nov 26
ONT
Ontario Intl. Airport
OAK
Oakland Intl.
$45 Roundtrip, found 3 hours ago
$45
Roundtrip
found 3 hours ago
Wed, Dec 2 - Tue, Dec 8
SEA
Seattle - Tacoma Intl.
OAK
Oakland Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Mon, Dec 7 - Wed, Dec 23
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$126 Roundtrip, just found
$126
Roundtrip
just found
Wed, Nov 18 - Wed, Dec 2
SAN
San Diego Intl.
OAK
Oakland Intl.
$132 Roundtrip, found 4 hours ago
$132
Roundtrip
found 4 hours ago
Discover Other Travel Deals
- Windsor Golf Club Vacations
- Pacific Coast Air Museum Vacations
- Windsor Oaks Vineyards Vacations
- Martinelli Vineyard Vacations
- La Crema Estate at Saralee's Vineyard Vacations
- Russian Hill Estate Vineyards Vacations
- Powell's Sweet Shoppe - Windsor Vacations
- Graton Resort and Casino Vacations
- Castello di Amorosa Vacations
- Calistoga Hot Springs Vacations
- Russian River Vacations
- Healdsburg Plaza Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
