Search Deals onWindsor Vacation Packages
Windsor Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Studio 6 – Oakland, CA – San Francisco Berkeley Area
Price was $426, price is now $300 per person
$300
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Oakland-Alameda County Coliseum and Oakland Arena are located nearby.
Brannan Cottage Inn
Save 100% on your flight
Price was $653, price is now $409 per person
$409
per person
Sep 29 - Oct 1
found 19 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
Stay at this inn in Calistoga. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Calistoga Hot Springs and Castello di Amorosa are located nearby.
Hidden gem! Fireplace king rooms are superb. Location is 5/5, walking distance whether you desire wine tasting, mud baths exploring nature or Calistoga’s fine cuisine . Nicole and overall staff just went above and beyond to make this an exceptional experience for an anniversary celebration. Will be back soon!
Reviewed on Aug 16, 2026
White House Napa
Save 100% on your flight
Price was $1,510, price is now $1,040 per person
$1,040
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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.
Grand Reserve at The Meritage
Save 100% on your flight
Price was $1,778, price is now $1,226 per person
$1,226
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
Book a stay at this luxury resort in Napa. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Napa Valley Wine Train and The Grape Crusher - Sculpture are located nearby.
Check in terrible. Ignorant staff
Reviewed on Aug 22, 2026
The Meritage Resort and Spa
Save 100% on your flight
Price was $1,731, price is now $1,196 per person
$1,196
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Oakland (OAK)
Book a stay at this spa resort in Napa. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Napa Valley Wine Train and Trinitas Cellars are located nearby.
Don’t come during their summer concert series if you aren’t purchasing the concert package. We didn’t have access to any of the village area for two days.
Reviewed on Aug 26, 2026
Vino Bello Resort
Save 100% on your flight
Price was $1,219, price is now $847 per person
$847
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
Book a stay at this spa hotel in Napa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Napa Valley Wine Train and Napa Symphony are located nearby.
Beautiful property with roses blooming and olive trees.
Reviewed on Aug 16, 2026
North Block Hotel
Save 100% on your flight
Price was $2,232, price is now $1,554 per person
$1,554
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
Book a stay at this spa hotel in Yountville. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Jessup Cellars Tasting Gallery and Maisonry Napa Valley are located nearby.
Claremont Resort & Club
Save 100% on your flight
Price was $1,944, price is now $1,363 per person
$1,363
per person
Oct 3 - Oct 8
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 Berkeley Marina and Jack London Square 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.
Tue, Oct 13 - Tue, Oct 20
SAN
San Diego Intl.
STS
Sonoma County
$99 Roundtrip, found 3 days ago
$99
Roundtrip
found 3 days ago
Tue, Sep 22 - Thu, Sep 24
SEA
Seattle - Tacoma Intl.
OAK
Oakland Intl.
$119 Roundtrip, just found
$119
Roundtrip
just found
Mon, Sep 28 - Mon, Sep 28
PDX
Portland Intl.
OAK
Oakland Intl.
$119 Roundtrip, found 3 days ago
$119
Roundtrip
found 3 days ago
Wed, Sep 9 - Mon, Sep 14
SAN
San Diego Intl.
OAK
Oakland Intl.
$156 Roundtrip, just found
$156
Roundtrip
just found
Discover Other Travel Deals
- Windsor Golf Club Vacations
- La Crema Estate at Saralee's Vineyard Vacations
- Pacific Coast Air Museum Vacations
- Windsor Oaks Vineyards Vacations
- Russian Hill Estate Vineyards Vacations
- Martinelli Vineyard Vacations
- Powell's Sweet Shoppe - Windsor Vacations
- Graton Resort and Casino Vacations
- Calistoga Hot Springs Vacations
- Castello di Amorosa 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
