Windsor Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Jennifer Hill

Top hotels in Windsor

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 3.186.640 ₫ per night from 6 Jul to 7 Jul
3.186.640 ₫
3.632.770 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Very clean, comfortable and quiet. A cancelled flight had me up at 3:30 - bad timing to find the coffee machine was broken. Other than that, no complaints."

Reviewed on 25 Jun 2025

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 2.794.840 ₫ per night from 6 Jul to 7 Jul
2.794.840 ₫
3.186.118 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Clean and nice furnishings. Breakfast atmosphere was unsettling, didnt know what was going on. Eventually someone came and took our order. It was 8:15 or so and they were out of pancakes. How do you get "out of pancakes"??? Breakfast was good though, fancy even."

Reviewed on 25 Jun 2025

Holiday Inn Windsor 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 3.530.118 ₫ per night from 6 Jul to 7 Jul
3.530.118 ₫
4.031.125 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"It was conveniently located, close to the freeway."

Reviewed on 20 Jun 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,096 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.

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.

Popular places to visit

La Crema Estate at Saralee's Vineyard

You can enjoy a tasting or tour at La Crema Estate at Saralee's Vineyard during your travels to Windsor. Visit the wineries or top-notch restaurants in this family-friendly area.

La Crema Estate at Saralee's Vineyard

Russian Hill Estate Vineyards

You can enjoy a tasting or tour at Russian Hill Estate Vineyards during your travels to Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Russian Hill Estate Vineyards

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 visit its wineries.

Windsor Oaks Vineyards