Windsor Holidays from £1,032
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
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
Pleasanton Marriott
Reviewed on 8 May 2026
Home2 Suites by Hilton Alameda Oakland Airport
Reviewed on 23 Mar 2026
Hotel Shattuck Plaza
Reviewed on 12 May 2026
Hampton Inn & Suites Oakland Airport-Alameda
Reviewed on 6 May 2026
Holiday Inn Express & Suites Hayward - Castro Valley by IHG
Reviewed on 11 May 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
Holiday Inn Windsor Wine Country by IHG
We stayed in a king suite with kitchen. Kitchen was poorly equipped. No dish soap, no dish clothes or towels. No paper towels. 2 bowls with a few random pieces of silverware. Not worth the extra money.
Reviewed on 9 May 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
Nice large room, clean, comfortable bed, helpful staff, good A/C and heat, the waffle maker at breakfast won me over. Would 100% stay here again.
Reviewed on 7 May 2026
WorldMark Windsor
Very intense sales pitch at time of check-in regarding attending the timeshare meeting. Everything else about the stay was very nice.
Reviewed on 11 May 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
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Healdsburg Wine and Food Pairing Guided Walking Tour
Explore a world of travel with Expedia
* 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.
