Windsor Vacations

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Photo by Rick Alvarez

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Find the Best Windsor Vacation Packages

Windsor Hotel Deals

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 AED 364 per night from Jan 22 to Jan 23
AED 364
AED 415 total
22 Jan - 23 Jan
includes taxes & fees
9.2/10 Wonderful! (1,283 reviews)
Bare minimum with

Reviewed on 4 January 2026

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 AED 434 per night from Jan 18 to Jan 19
AED 434
AED 495 total
18 Jan - 19 Jan
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
Clean

Reviewed on 2 January 2026

Hampton Inn & Suites Windsor - Sonoma Wine Country
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 AED 349 per night from Jan 11 to Jan 12
AED 349
AED 398 total
11 Jan - 12 Jan
includes taxes & fees
9/10 Wonderful! (1,032 reviews)
First time in the suite. Very happy.

Reviewed on 3 January 2026

Holiday Inn Windsor Wine Country by IHG
See all 2,129 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

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

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. Check out the top-notch restaurants or wineries in this family-friendly area.

La Crema Estate at Saralee's Vineyard

Windsor Golf Club

5/5(2 reviews)

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

Windsor Golf Club

Frequently asked questions

How do I find cheap flights to Windsor that have flexible change policies?
We know that travel plans can change in a flash, so booking a flexible fare with Expedia is always a wise idea. Simply check the "No change fee" box directly below the "Flexible change policies" filter. Your well-priced and flexible flight to Windsor is just a few clicks away.
Which airlines fly to Windsor?
Lock in the window or aisle seat and travel to or near Windsor with one of these quality airlines:

  • Alaska Airlines - 464 flights to or near Windsor each month, including 286 flights to Sonoma County Airport (STS) per month.
  • Spirit Airlines - 242 flights to or near Windsor each month, including 242 flights to Oakland Intl. Airport (OAK) per month.

How can I find cheap tickets to Windsor?
An effective strategy for getting your hands on cheap fares is to be flexible with your dates. Begin with searching for your flight to Windsor, then click on the "flexible dates" box to compare prices for nearby days. Another good tip? Book in advance. To give you an idea of fares, was the lowest price for a flight to Windsor in the last seven days.
How much is a flight to Windsor?
The cost of a round-trip ticket to Windsor in the last seven days varied between and . If you were journeying one way out of (), you could have picked up an affordable fare from just .
What are the most popular airports to fly into in Windsor?
Deciding on an airport comes down to factors such as your budget and carrier. Here are your two options in Windsor:

  • Oakland Intl. Airport (OAK) - 3,615 flights per month.
  • Sonoma County Airport (STS) - 433 flights per month.

When is the cheapest time to fly to Windsor?
Try to leave earlier in the week to land a bargain airfare to Windsor. Tuesday is usually the most cost-effective day to take off, followed by Monday. Saturday often has the costliest fares. This is because many travelers prefer to begin their break on a weekend.
How much is a plane ticket to Windsor?
In the last seven days, plane tickets to Windsor fluctuated between and . Prices tend to rise over time, so snap up a good deal today.
What months are the cheapest to book a flight to Windsor?
Score a ticket in February to unlock the cheapest flights to Windsor. December is often the most expensive time to purchase a fare.
How long is a flight to Windsor?
It could take you an hour or two or longer — it mainly depends on which part of the States you're coming from. The average flight times for these well-known domestic routes to Windsor will give you a clearer picture of what to expect:

  • Los Angeles, CA (LAX-Los Angeles Intl.) to Oakland Intl. Airport (OAK) - 1 hour and 20 minutes
  • Las Vegas, NV (LAS-Harry Reid Intl.) to Oakland Intl. Airport (OAK) - 1 hour and 35 minutes
  • Burbank, CA (BUR-Hollywood Burbank) to Oakland Intl. Airport (OAK) - 1 hour and 19 minutes