Windsor Holidays from AU$949

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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!

The Latest Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Vacaville by IHG

Holiday Inn Express Hotel & Suites Vacaville by IHG

2.5 out of 5
Price was AU$997, price is now AU$949 per person
AU$949
per person
4 Sept - 7 Sept
found 1 day ago
Return direct flight included
El Paso (ELP) to Oakland (OAK)
9.2/10 Wonderful! (1,009 reviews)

Elm House Inn

Elm House Inn

2.5 out of 5
Central Napa
Price was AU$1,686, price is now AU$1,469 per person
AU$1,469
per person
4 Sept - 7 Sept
found 1 day ago
Return direct flight included
El Paso (ELP) to Oakland (OAK)
9.6/10 Exceptional! (1,545 reviews)
Location

Reviewed on 27 July 2026

Hawthorn Suites by Wyndham Napa Valley

Hawthorn Suites by Wyndham Napa Valley

3 out of 5
Shurtleff
Price was AU$1,482, price is now AU$1,482 per person
AU$1,482
per person
4 Sept - 7 Sept
found 1 day ago
Return direct flight included
El Paso (ELP) to Oakland (OAK)
8.8/10 Excellent! (1,075 reviews)
Once I got past the rude front desk lady everything was great. The room was very clean and large. I had a very peaceful stay. The housekeeping staff were superb. The breakfast buffet was much better than Hampton Inn. My compliments to the management team for their upgrade of this older property. Well done.

Reviewed on 26 July 2026

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

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$233 per night from 20 Aug to 21 Aug
AU$233
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Sign at pool said shower first. No shower at pool"

Reviewed on 23 July 2026

Hampton Inn & Suites Windsor - Sonoma Wine Country
Holiday Inn Express® Windsor Sonoma Wine Country by IHG

Holiday Inn Express® Windsor Sonoma Wine Country by IHG

2.5 out of 5
8865 Conde Lane Windsor CA
Fully refundable
The price is AU$169 per night from 16 Aug to 17 Aug
AU$169
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (1,337 reviews)
"My first time staying here. Rooms very nicely furnished. Good cinnamon rolls for breakfast. Quiet rooms. Friendly staff."

Reviewed on 26 July 2026

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
Holiday Inn Windsor Wine Country by IHG

Holiday Inn Windsor Wine Country by IHG

3 out of 5
8755 Old Redwood Hwy Windsor CA
Fully refundable
The price is AU$206 per night from 19 Aug to 20 Aug
AU$206
19 Aug - 20 Aug
includes taxes & fees
Holiday Inn Windsor Wine Country by IHG
See all 2,161 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

Stay near popular Windsor attractions

Russian Hill Estate Vineyards

9.6/10 (4 reviews)
Russian Hill Estate crafted acclaimed Pinot Noir and Syrah from Sonoma's Russian River Valley terroir. Visitors enjoyed intimate tastings with vineyard views and picnic areas perfect for savouring their distinctive wines.
See properties

What to do in Windsor

Shopping in Healdsburg

History Walking Tour of Healdsburg

AU$65
per adult
History Walking Tour of Healdsburg
Fine wines paired with tapas-sized portions of food

Icon Wine & Food Pairing at Williamson Wines in Healdsburg

AU$72
per adult
86% of travellers recommend
Icon Wine & Food Pairing at Williamson Wines in Healdsburg
Sonoma Safari Experience

Sonoma Safari Experience

AU$2,168
per traveller
Sonoma Safari Experience
See all activities in Windsor

Frequently asked questions

How much does a Windsor holiday package cost?
Offering great value package deals from AU$949 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.