Windsor Holidays from £847
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
Residence Inn by Marriott Oakland Downtown
Reviewed on 9 Jun 2026
Claremont Resort & Club
Reviewed on 8 Jun 2026
AC Hotel by Marriott Oakland Downtown
Reviewed on 5 Jun 2026
Residence Inn by Marriott Berkeley
Reviewed on 8 Jun 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 Express® Windsor Sonoma Wine Country by IHG
"Great stay! I’d definitely stay there again!"
Reviewed on 10 Jun 2026
Hampton Inn & Suites Windsor - Sonoma Wine Country
"This is a reasonably priced Hotel for the wine country. Ask for a room not facing the Freeway. As breakfast is included, there are many families staying here so expect toddler noises during the meal. The gym is small but adequate with a Peloton bike, an elliptical trainer and two treadmills as well ..."
Reviewed on 9 Jun 2026
Holiday Inn Windsor Wine Country by IHG
"Nice clean room"
Reviewed on 9 Jun 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
Guided Healdsburg Wine Country Bike and Wine Tasting Tour with lunch
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.
