Windsor Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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 easyPlan, book, and manage your trip all in one place
Top hotels in Windsor
Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy Windsor CA
Fully refundable
The price is S$165 per night from 18 May to 19 May
S$165
18 May - 19 May
includes taxes & fees
9/10 Wonderful! (1,063 reviews)
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
8937 Brooks Road South Windsor CA
Fully refundableReserve now, pay when you stay
The price is S$198 per night from 9 Jun to 10 Jun
S$198
9 Jun - 10 Jun
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
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
1251 Shilo Rd Windsor CA
9/10 Wonderful! (395 reviews)
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
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.
What to do in Windsor
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
S$64
per adult
86% of travellers recommend
Full Day Guided Electric Bike Wine Tasting Tour with Lunch
S$253
per adult
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
