Windsor Holidays

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Your Windsor Holiday

Get to know the picturesque city of Windsor with a tailor-made Windsor holiday package and immerse yourself in the very best it can offer. From its lively atmosphere and cultural experiences to its spectacular views, prepare to fall for the unique charms of this exciting destination. You'll want to go sightseeing during your trip to Windsor. Don't miss top attractions such as Kendall-Jackson Wine Estate and Gardens, Healdsburg Plaza and Luther Burbank Centre for the Arts. Expedia will help you escape the everyday. Tailor your holiday to Windsor to match your travel style, whatever that may be!

Windsor Holiday

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 Armstrong Redwoods State Park

Our pick of the best Windsor Hotel Deals

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel
Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel
2.5 out of 5
8865 Conde Lane, Windsor, CA
Fully refundable
The price is AU$207 per night from 3 Jan to 4 Jan
AU$207
includes taxes & fees
3 Jan - 4 Jan 2025
9/10 Wonderful! (1,001 reviews)
"Enjoyed the entire 3 nights just wonderful"

Reviewed on 22 Dec. 2024

Holiday Inn Express® Windsor Sonoma Wine Country, an IHG Hotel
Holiday Inn Windsor Wine Country, an IHG Hotel
Holiday Inn Windsor Wine Country, an IHG Hotel
3 out of 5
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is AU$174 per night from 3 Jan to 4 Jan
AU$174
includes taxes & fees
3 Jan - 4 Jan 2025
9/10 Wonderful! (794 reviews)
"Easy online check in, our room was ready at 3:00pm. The room was quiet and clean. Important to note restaurant on property is closed except for breakfast 7-10a."

Reviewed on 23 Dec. 2024

Holiday Inn Windsor Wine Country, an IHG Hotel
Hampton Inn & Suites Windsor - Sonoma Wine Country
Hampton Inn & Suites Windsor - Sonoma Wine Country
2.5 out of 5
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 2 Jan to 3 Jan
AU$232
includes taxes & fees
2 Jan - 3 Jan 2025
9.2/10 Wonderful! (1,000 reviews)
"Very nice and clean."

Reviewed on 23 Dec. 2024

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,068 properties in Windsor
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Windsor costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Windsor?
If you’d like to score a cheap Windsor holiday package, consider visiting in December, January and February. You’ll typically find better rates on accommodation and flights during these months — perfect for travellers wishing to save money.
How many days is enough for Windsor?
The ideal length of your Windsor holiday depends on what you’d like to do. Typically, a few days to a week will give you time to go to all the top sights and explore some hidden treasures along the way.
Is it worth booking a holiday package to Windsor?
Windsor is a good holiday destination with attractions like Windsor Golf Club among the many things to keep you busy. Whether you’re heading away with the family or getting away with friends, a Windsor holiday promises a good time for everyone.
How to find the best Windsor package deals?
Use Expedia’s handy filters to find some fabulous Windsor package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your trip for midweek, or look for Windsor package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it’s usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Windsor holiday as a package?
You can enjoy significant savings on your next Windsor getaway by booking a personalised holiday package. Click on the “Package” heading, then select your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Windsor?
If you have your Windsor holiday dates locked in, book as early as you can to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Windsor?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Windsor.
  2. Budget wisely: On top of the price of your accommodation, you’ll need to consider other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Windsor.
  3. Work out your trip length: Think about how long you want to spend discovering Windsor. Plan your itinerary so you can get to all the attractions and experiences you’re interested in without rushing.
  4. Bundle your accommodation and airfare: Once you’ve settled on your dates and duration, book the ideal Windsor holiday package for you.

What to do in Windsor

Fine wines paired with tapas-sized portions of food

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

AU$81
per adult
84% of travellers recommend
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Giant Redwoods Tour Including a 4-Course Winery Lunch

Giant Redwoods Tour Including a 5-Course Winery Lunch

AU$367
per adult
100% of travellers recommend
Giant Redwoods Tour Including a 5-Course Winery Lunch
Healdsburg Wine and Food Pairing Walking Tour

Healdsburg Wine and Food Pairing Guided Walking Tour

AU$213
per adult
96% of travellers recommend
Healdsburg Wine and Food Pairing Guided Walking Tour
See all activities in Windsor
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.