Windsor Holidays
Photo by Rick Alvarez
- Plan, book, travel with confidence
Better together
Save up to S$134 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Windsor Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Motel 6 Oakland, CA - Embarcadero
East Peralta
Price was S$1,487, price is now S$1,429 per person
S$1,429
per person
15 Nov - 22 Nov
found 13 hours ago
Return direct flight included
Singapore (SIN) to Oakland (OAK)
7.4/10 Good! (1,003 reviews)
You get what you pay for. Two comfortable beds, bathroom & Telly. Very clean.
Reviewed on 26 Sept, 2025
Top hotels in Windsor
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane, Windsor, CA
Fully refundable
The price is S$187 per night from 29 Sept to 30 Sept
S$187
29 Sept - 30 Sept
includes taxes & fees
9.2/10 Wonderful! (1,184 reviews)
"Overall very clean and friendly staff."
Reviewed on 24 Sept, 2025
Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy, Windsor, CA
The price is S$162 per night from 29 Sept to 30 Sept
S$162
29 Sept - 30 Sept
includes taxes & fees
9/10 Wonderful! (1,022 reviews)
"The property is convent to Windsor eateries. It’s an easy drive all Healdsburg wineries. There is a nearby rail system through the valley."
Reviewed on 23 Sept, 2025
Hampton Inn & Suites Windsor - Sonoma Wine Country
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
The price is S$212 per night from 26 Oct to 27 Oct
S$212
26 Oct - 27 Oct
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"Convenient location, walked to dinner"
Reviewed on 17 Sept, 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.
What to do in Windsor
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
S$64
per adult
84% of travellers recommend
Self-Guided Audio Driving Tour of Sonoma and Napa Valley
S$22
per traveller
Healdsburg Wine and Food Pairing Guided Walking Tour
S$179
per adult
96% of travellers recommend
* 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.
