Windsor Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Rick Alvarez

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    Save up to NT$5,067 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Find the Best Windsor Vacation Packages

Windsor Hotel Deals

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 NT$3,210 per night from Sep 1 to Sep 2
NT$3,210
NT$3,659 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Confortable and Convenient for Family
"Confortable and convenient for our Yarn Crawl in Wine Country. Enjoyed being able to walk to eating places."

Reviewed on 2025/8/14

Holiday Inn Windsor Wine Country by IHG
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 NT$3,574 per night from Aug 24 to Aug 25
NT$3,574
NT$4,074 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (1,126 reviews)
Very nice hotel for the price
"Overall great stay. The hotel room was clean and comfortable. The free breakfast was good and a great added value. The parking was safe and free."

Reviewed on 2025/8/17

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
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 NT$3,931 per night from Aug 26 to Aug 27
NT$3,931
NT$4,490 total
Aug 26 - Aug 27
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Great location in webster, close to all attractions."

Reviewed on 2025/8/15

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,122 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.

Discover the most popular places to visit in Windsor

Windsor Golf Club

Enjoy a round of golf in Windsor at Windsor Golf Club. Stroll along the area's riverfront, or simply savor its top-notch restaurants.

Windsor Golf Club

Pacific Coast Air Museum

You can spend time studying the exhibits at Pacific Coast Air Museum during your trip to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Pacific Coast Air Museum

Windsor Oaks Vineyards

You can enjoy a tasting or tour at Windsor Oaks Vineyards during your travels to Windsor. Stroll along the riverfront in this family-friendly area, or check out its wineries.

Windsor Oaks Vineyards

Frequently asked questions

How much does a Windsor vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation package, consider visiting in December, January and February. You'll typically find better rates on accommodations and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Windsor?
The ideal length of your Windsor vacation 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 vacation package to Windsor?
Windsor is a good vacation 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 vacation 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 vacation package as early as possible.
Is it cheaper to book a Windsor vacation as a package?
You can enjoy significant savings on your next Windsor getaway by booking a personalized vacation 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 vacation package to Windsor?
If you have your Windsor vacation 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 traveling 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 accommodations, 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 accommodations and airfare: Once you've settled on your dates and duration, book the ideal Windsor vacation package for you.

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