Windsor Vacations from $439
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Your Windsor Vacation
Uncover the best parts of Windsor with a customized Windsor vacation package. From its lively atmosphere and cultural experiences to its spectacular views, you'll love experiencing this picturesque city the way you want to. Like to start exploring your surroundings? Windsor Golf Club, Sonoma-Cutrer Vineyards Cutrer Vineyard and Windsor Oaks Vineyards are three of the top places to visit during a trip to Windsor. Browse Expedia's wide range of travel options and start planning your ideal vacation to Windsor now.
The Latest Windsor vacation packages
Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort
Stonehouse
Save 100% on your flight
per person
Sep 13 - Sep 16
found 17 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (1,259 reviews)
A Great Resort for our a weekend getaway with friends. Allowed us to have a convenient stay in the Duplex Mobile Home only wish they had stricter rules on late night noise as the neighbor was bla bla bla on the shared deck
Reviewed on Jul 5, 2025
River Terrace Inn - A Noble House Hotel
Downtown Napa
Save 100% on your flight
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
9/10 Wonderful! (1,003 reviews)
We enjoyed this property for the most part. I expected the restaurant in the hotel to feel more like a traditional restaurant, but it often felt empty, like no one was really there eating or serving. They also stop serving food at 10am, don’t start again until 4pm, and close at 10pm. It’s not a big deal since there’s a great spot to eat just 5 minutes away and plenty of options within a short drive.
My only other complaint is that our room wasn’t cleaned some days, or if it was, it happened very late, one of my pet peeves. That said, the room itself was nice, and sitting by the river was absolutely wonderful.
Reviewed on Jul 8, 2025
Discover the most popular places to visit in Windsor
Windsor Golf Club
5/5(2 reviews)
Enjoy a round of golf in Windsor at Windsor Golf Club. Stroll along the area's riverfront, or simply savor its top-notch restaurants.
Pacific Coast Air Museum
You can spend time studying the exhibits at Pacific Coast Air Museum during your trip to Windsor. Attend a sporting event or simply enjoy the wineries while you're in the area.
Windsor Oaks Vineyards
You can enjoy a tasting or tour at Windsor Oaks Vineyards during your travels to Windsor. Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.
What to do in Windsor
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
$17
per traveler
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
$50
per adult
84% of travellers recommend
Giant Redwoods Tour Including a 5-Course Winery Lunch
$234
per adult
100% of travellers recommend
Windsor Hotel Deals
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane, Windsor, CA
Fully refundable
$119 nightly
The price is $136 total per night from Aug 3 to Aug 4
$136 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (1,025 reviews)
"Nice room and stay"
Reviewed on Jul 6, 2025
Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
$107 nightly
The price is $122 total per night from Jul 13 to Jul 14
$122 total
Jul 13 - Jul 14
Total includes taxes and fees
9/10 Wonderful! (1,001 reviews)
"Staff was very friendly"
Reviewed on Jul 7, 2025
Hampton Inn & Suites Windsor - Sonoma Wine Country
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jul 16 to Jul 17
$154 total
Jul 16 - Jul 17
Total includes taxes and fees
9.2/10 Wonderful! (1,004 reviews)
"Everything we needed and expected in this family friendly, budget friendly hotel. No complaints."
Reviewed on Jul 6, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find the Best Windsor Vacation Packages
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Sonoma County Airport (STS) |
Population | 27,500 |
Max Temp Winter | 60ºF |
Max Temp Summer | 80ºF |
Top Sights | Safari West, Francis Ford Coppola Winery and Russian River Vineyard |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.