Windsor Holidays from £774
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Your Windsor Holiday
Uncover the best parts of Windsor with a customised Windsor holiday 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 holiday to Windsor now.
Top Windsor Flight + Hotel Deals
Comfort Inn Hayward - Oakland South
Reviewed on 25 Feb 2026
Hampton Inn & Suites Oakland Airport-Alameda
Reviewed on 22 Mar 2026
Crowne Plaza Silicon Valley N - Union City by IHG
Reviewed on 25 Mar 2026
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Sonoma County Airport (STS) |
Population | 27,500 |
Max Temp Winter | 16ºC |
Max Temp Summer | 27ºC |
Top Sights | Safari West, Francis Ford Coppola Winery and Russian River Vineyard |
Top hotels in Windsor
Hampton Inn & Suites Windsor - Sonoma Wine Country
Our stay was great, would stay again!
Reviewed on 23 Mar 2026
Holiday Inn Windsor Wine Country by IHG
Clean room and friendly staff. Accommodated when I asked them to place a cake i ordered in the room.
Reviewed on 27 Mar 2026
WorldMark Windsor
Great location in wine country! Large rooms with multiple pools and hot tubs.
Reviewed on 22 Mar 2026
Popular places to visit
Martinelli Vineyard
You can enjoy a tasting or tour at Martinelli Vineyard during your travels to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
What to do in Windsor
Healdsburg Wine and Food Pairing Guided Walking Tour
Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch
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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. Flight-inclusive packages are ATOL protected.
