
Windsor Vacations from ¥333,665
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The Latest Windsor Vacation Packages
Price found within the past 48 hours. Click for updated prices.

the cottages of napa valley
Price was ¥430,789, price is now ¥333,665 per person
¥333,665
per person
Jan 10 - Jan 17
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Oakland (OAK)
10/10 Exceptional! (4 reviews)
Such a beautiful hidden gem. Very comfortable cottages thoughtfully furnished, warm and welcoming staff and convenient location. Loved it!
Reviewed on Aug 18, 2025

Stanly Ranch, Auberge Collection
Save 100% on your flight
Price was ¥711,178, price is now ¥504,976 per person
¥504,976
per person
Jan 10 - Jan 17
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Oakland (OAK)
9.4/10 Exceptional! (156 reviews)
The shower has no door so I never felt warm. Very poor design for women who always appreciate a wall head not a tree head. And bc there is no door the mirrors steam over so you cannot get ready if someone is in shower. Our heating didn’t work but they fixed pretty quickly. Linens were just ok. I expected more at this price point. Room was far from elegant or luxurious. It felt more like a 3-4 star room. The bear is marginal for food. Very nice staff but would not stay here again unfortunately.
Reviewed on Oct 25, 2025

Solage, Auberge Collection
Price was ¥655,288, price is now ¥475,256 per person
¥475,256
per person
Jan 10 - Jan 17
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Oakland (OAK)
9.4/10 Exceptional! (676 reviews)
I rarely leave negative reviews, but our recent stay was disappointing due to several issues that shouldn’t happen at any hotel.
First, during check-in, we were given a property map with the wrong room circled. When we called the front desk to clarify, we found out that even the room number written on our key envelope was incorrect. It was a frustrating start.
Once we got to the correct room, we noticed there was no complimentary water, which was unexpected given the room rate. Even worse, the bathroom floor had several used contact lenses—clearly not cleaned properly before our arrival.
At checkout, when asked for our room number, the front desk staff looked confused again. I asked for an email receipt and was told it would be sent shortly, but after waiting an hour and receiving nothing, I had to call back. Still, no receipt was emailed to me.
While the property itself might have potential, the lack of attention to detail and poor communication really impacted our experience. I hope management takes this feedback seriously and makes improvements, especially in housekeeping and guest service accuracy.
Reviewed on Oct 14, 2025


Carneros Resort and Spa
Price was ¥674,024, price is now ¥519,310 per person
¥519,310
per person
Jan 10 - Jan 17
found 2 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Oakland (OAK)
9.2/10 Wonderful! (347 reviews)
It is a beautiful property with magnificent grounds. The staff and dining options are great. Highly recommend.
Reviewed on Aug 25, 2025
Find the Best Windsor Vacation Packages
Windsor Hotel Deals

Holiday Inn Express® Windsor Sonoma Wine Country by IHG
8865 Conde Lane, Windsor, CA
Fully refundable
The price is ¥15,745 per night from Nov 23 to Nov 24
¥15,745
¥17,949 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (1,214 reviews)
The room was quiet, large and clean. What more would anyone want?
Reviewed on Oct 26, 2025

Holiday Inn Windsor Wine Country by IHG
8755 Old Redwood Hwy, Windsor, CA
Fully refundable
The price is ¥15,133 per night from Nov 23 to Nov 24
¥15,133
¥17,252 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Only one way unto the property coming from the north. Have to go all the way around to get back on highway. Bad planning by the city(as expected it’s California) Breakfast closes early at 930. Being not many choices for Windsor, probably stay again
Reviewed on Oct 24, 2025

Hampton Inn & Suites Windsor - Sonoma Wine Country
8937 Brooks Road South, Windsor, CA
Fully refundableReserve now, pay when you stay
The price is ¥17,423 per night from Nov 23 to Nov 24
¥17,423
¥19,896 total
Nov 23 - Nov 24
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Great
Reviewed on Oct 22, 2025
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.
What to do in Windsor

Sonoma Horseback-Riding Tour
¥19,386
per adult
100% of travellers recommend

Icon Wine & Food Pairing at Williamson Wines in Healdsburg
¥7,591
per adult
84% of travellers recommend

Self-Guided Audio Driving Tour of Sonoma and Napa Valley
¥2,579
per traveler
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.
