
Monterey Wine Country Vacations from ¥268,698
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The Latest Monterey Wine Country Vacation Packages
Price found within the past 48 hours. Click for updated prices.

The Westin St. Francis San Francisco on Union Square
Union Square
Price was ¥410,176, price is now ¥268,698 per person
¥268,698
per person
Aug 27 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to San Francisco (SFO)
8.8/10 Excellent! (2,329 reviews)
We’ve stayed at the Westin St Francis multiple times over the years and always looked forward to returning. Unfortunately, this once grand old hotel is grand no more. The Powell street lobby entrance has been invaded by a huge bar/lounge that looks cool but doesn’t open until 4pm. It takes up a lot of prime real estate in the hotel and serves no real purpose for the better part of the day. To check into the hotel you now enter on Geary into an area that feels temporary, kind of like the vibe you get at an airport gate under construction. It’s just very disjointed. The fake cherry trees and fake flower wrapped columns in the lobby are tacky, and dusty. Two of my family members had sneezing fits while standing under the faux blooms. They chuckled about the paper flower pollen being particularly bad this time of year. The hotel has also done away with any lobby seating. Your only hope of seating is in the garden cafe, which makes it feel a bit like a Greyhound bus station. Some of the registration staff were better at their jobs than others, who seemed generally malcontent. We stayed in the Tower this trip; the best part was the amazing view from our room and the super fast glass elevators. Happily, the mattresses are wonderful. Our room was ok but could use a refresh. One family member found litter in his room. Thinking back on past stays, maybe the rooms were always a bit outdated but the majesty of the hotel overshadowed any shortcomings. Sadly, for us the magic is gone.
Reviewed on Jun 30, 2026

Hollywood Inn Suites Hotel
Save 100% on your flight
Price was ¥474,455, price is now ¥277,026 per person
¥277,026
per person
Sep 17 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Los Angeles (LAX)
8.4/10 Very Good! (1,896 reviews)
This property is not new, but it looks as though it's been remodeled, the room was very clean, the lobby is modest but clean and functional. I'm not used to talking to the desk attendant through a glass, but I also understand the need for it, considering the area. The only issue I had with the room was the bathroom door. It's a sliding, glass door that didn't stay closed all the way, it kept opening halfway, but even if I would have been able to keep it closed, there was a gap that didn't inspire privacy.
Ps. The staff is friendly and very helpful.
Reviewed on Jul 1, 2026

Oceana Santa Monica, LXR Hotels & Resorts
Wilshire Montana
Save 100% on your flight
Price was ¥781,608, price is now ¥541,922 per person
¥541,922
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
9.2/10 Wonderful! (516 reviews)
It was beautiful, very clean and very quiet. The staff was amazing. I will definitely come back.
Reviewed on Jul 2, 2026

The Jay, Autograph Collection
Downtown San Francisco
Price was ¥465,511, price is now ¥333,187 per person
¥333,187
per person
Sep 2 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to San Francisco (SFO)
9.4/10 Exceptional! (438 reviews)
the credit card machine was not working properly at checkin- instead of trying to resolve it the host was acting like it was my cards that were not working.
Reviewed on Jun 29, 2026

Hotel Riu Plaza Fisherman's Wharf
Fisherman's Wharf
Price was ¥390,270, price is now ¥279,487 per person
¥279,487
per person
Sep 2 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to San Francisco (SFO)
9/10 Wonderful! (7,477 reviews)
We enjoyed the breakfast. Room was clean. Great location.
Reviewed on Jul 2, 2026
Where to stay in Monterey Wine Country
Find the best Monterey Wine Country areas and neighborhoods for the activities you enjoy most. Learn more about Monterey Wine Country

Downtown Monterey
4.5/5(254 area reviews)
The beaches and seaside views are top of the list for many visitors to Downtown Monterey. A stop by Monterey State Beach or Dennis the Menace Playground might round out your trip.
Find the Best Monterey Wine Country Vacation Packages
Monterey Wine Country Hotel Deals

Monarch Resort
1111 Lighthouse Ave Pacific Grove CA
Fully refundableReserve now, pay when you stay
The price is ¥21,796 per night from Jul 6 to Jul 7
¥21,796
¥24,851 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Thin walls. Family above us"
Reviewed on Jul 1, 2026

Bay Breeze Inn
2049 Fremont Blvd Seaside CA
Fully refundableReserve now, pay when you stay
The price is ¥10,513 per night from Jul 8 to Jul 9
¥10,513
¥12,051 total
Jul 8 - Jul 9
includes taxes & fees
7.8/10 Good! (1,004 reviews)
"Our room is clean and comfortable. We chose this Inn as we were going to stay for a week and find that it is within our budget. We just needed a simple and safe place to sleep in and didn't need a fancy one as we are going to be out most of the day. It is also close to places where we'll be going ..."
Reviewed on Jul 1, 2026

Sand Castle Inn
1011 La Salle Ave Seaside CA
Fully refundableReserve now, pay when you stay
The price is ¥12,919 per night from Jul 6 to Jul 7
¥12,919
¥14,745 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,131 reviews)
"I love how they furnish you with the best shampoo and conditioner. Lotion is a little runny"
Reviewed on Jul 2, 2026
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.
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