Windsor Vacations from ￥243,992

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The Latest Windsor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Hotel & Suites Oakland-Airport, an IHG Hotel

Holiday Inn Express Hotel & Suites Oakland-Airport, an IHG Hotel

2.5 out of 5
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.8/10 Excellent! (1,000 reviews)
The staff were very welcoming.

Reviewed on Apr 27, 2024

Executive Inn & Suites Embarcadero Cove

Executive Inn & Suites Embarcadero Cove

3 out of 5
East Peralta
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.8/10 Excellent! (1,000 reviews)
It was really noisy at 3 o’clock in the morning. Not sure if it was the train or dump trucks!

Reviewed on Apr 28, 2024

Ramada by Wyndham Oakland Downtown City Center

Ramada by Wyndham Oakland Downtown City Center

2.5 out of 5
Downtown Oakland
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
7/10 Good! (1,000 reviews)
Nice place in middle of Oakland.

Reviewed on Apr 15, 2024

Hampton Inn Oakland Downtown-City Center

Hampton Inn Oakland Downtown-City Center

2.5 out of 5
Downtown Oakland
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.8/10 Excellent! (597 reviews)
Very nice and people were helpful and friendly!

Reviewed on Apr 25, 2024

Hampton Inn & Suites Oakland Airport-Alameda

Hampton Inn & Suites Oakland Airport-Alameda

2.5 out of 5
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Tokyo (TYO) to Oakland (OAK)
8.6/10 Excellent! (1,001 reviews)
Was told the hot tub was working but it was ice cold. The bar was closed. The front desk had trouble finding my reservation. But the place was clean and the breakfast surprisingly good.

Reviewed on Apr 8, 2024

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 ￥22,412 per night from May 5 to May 6
￥22,412
per night
May 5 - May 6
8.8/10 Excellent! (1,005 reviews)
Comfy beds
"I went to Sonoma county to visit my Daughter who cuts my hair at the Brush Aveda Salon in Healdsburg. I always choose to stay there because of the location and the comfy beds!"

Reviewed on Apr 27, 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 ￥23,916 per night from May 5 to May 6
￥23,916
per night
May 5 - May 6
8.8/10 Excellent! (525 reviews)
"The property is nice and clean."

Reviewed on Apr 16, 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 ￥24,090 per night from May 5 to May 6
￥24,090
per night
May 5 - May 6
9.2/10 Wonderful! (1,003 reviews)
"nice place but right next to highway. nice restaraunts and grocery store within a 2 minute walk"

Reviewed on Apr 23, 2024

Hampton Inn & Suites Windsor - Sonoma Wine Country
See all 2,079 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 vacation package cost?
Get set to book, because a trip to Windsor starts from a tempting ￥243,992. When you bundle your hotels, flights and car rentals into a package, you’ll enjoy the best prices.
How do I get a cheap travel package to Windsor?
Crafting your own Windsor vacation package with Expedia is one of the easiest ways to save. We have over 550 air carriers and 1,000,000 hotel options around the globe. With such a fantastic range to pick from, you’ll have no difficulty pulling together your ideal vacation.
Where should I stay in Windsor?
With so much to discover in Windsor, we suggest you book a room in a hotel near its attractions. Windsor Golf Club, Sonoma-Cutrer Vineyards Cutrer Vineyard and Pacific Coast Air Museum are some fascinating ones to put on your must-see list.
What are the top hotels in Windsor?
If it’s your very first time in Windsor, lock in a room at Windsor Wine Country Anthony Escape or Home Near Golf Course, Close To Healdsburg. Both hotels offer friendly service and are top options with many savvy travelers.
How far in advance should I book my Windsor vacation?
While not all air carriers advertise ticket prices early, you can normally look up international airfares on Expedia up to 12 months in advance. This is the time you can bag some incredible deals. If you’ve left everything to the last minute, there’s a chance you could get lucky. Sometimes the lowest prices emerge just weeks before departure.
What does an Expedia Windsor travel package include?
Hotels, rental cars and flights — we’ve got them covered. With Expedia, you can shape your Windsor package just how you like it. All you have to do is figure out just what you need. Once you’ve made your booking, you can add on fun things like activities and experiences. The more you bundle, the greater your savings!
What should I know before booking a Windsor travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you’ve made your booking, add on fun stuff like activities or sightseeing tours. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Windsor Expedia vacation package?
Yes, you sure can. We have more than 550 airline partners all over the world, so choose the carrier that’s a good fit for your needs.
If I'm not able to travel, can I cancel my Windsor vacation package?
If your travel plans in Windsor have changed, it’s good to know that it is possible to amend or cancel your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more information, visit our Customer Service Portal.

Discover the most popular places to visit in Windsor

Image for Windsor Golf Club

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
Image for Sonoma-Cutrer Vineyards Cutrer Vineyard

Sonoma-Cutrer Vineyards Cutrer Vineyard

You can enjoy a tasting or tour at Sonoma-Cutrer Vineyards Cutrer Vineyard during your travels to Windsor. Attend a sporting event or simply enjoy the wineries while you're in the area.

Sonoma-Cutrer Vineyards Cutrer Vineyard
Image for Russian Hill Estate Vineyards

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

What to do in Windsor

Image for Giant Redwoods Tour Including a 5-Course Winery Lunch

Giant Redwoods Tour Including a 5-Course Winery Lunch

￥34,471
Per adult
Giant Redwoods Tour Including a 5-Course Winery Lunch
Image for African Savanna Excursion

African Savanna Excursion

￥16,204
Per adult
96% of travellers recommend
African Savanna Excursion
Image for Sonoma County: Tasting Pass (Choose 1, 2, or 90 Days)

Sonoma County: Tasting Pass (Choose 1, 2, or 90 Days)

￥5,745
Per adult
Sonoma County: Tasting Pass (Choose 1, 2, or 90 Days)
See all activities in Windsor

Other vacations you might like

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