A vineyard with rows of grapevines leading to a large, historic building surrounded by green hills.

Wine Country All inclusive Vacations

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to ¥109,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top All inclusive vacation packages in Wine Country

Price found within the past 48 hours. Click for updated prices.
  • Oct 9 - Oct 14

    Kawada Hotel + Flight

    Downtown Los Angeles
    5 nights
    3.0 star property
    8.4/10 - Very Good (1,334 reviews)
    "Expedia charged me $614 for 2 nights - at the Kawada when other guests had only paid about $125 per night . The rooms are miserable with no amenities -not even a closet ."
    Reviewed August 5, 2026
    Roundtrip Osaka (OSA) - Los Angeles (LAX)
    UKB - LAX1 stop LAX - KIX1 stop
    ¥318,842
    ¥245,341
    per traveler
    found 2 days ago
    Kawada Hotel
  • Oct 10 - Oct 14

    The Sofia Hotel + Flight

    Downtown San Diego
    4 nights
    3.5 star property
    8.6/10 - Excellent (2,470 reviews)
    "Historically Classy!"
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥397,633
    ¥265,115
    per traveler
    found 2 days ago
    The Sofia Hotel
  • Oct 9 - Oct 13

    Oceana Santa Monica, LXR Hotels & Resorts + Flight

    Wilshire Montana
    4 nights
    5.0 star property
    9.2/10 - Wonderful (520 reviews)
    "Stayed for one night and experience was great. Highly recommended."
    Reviewed July 15, 2026
    Roundtrip Tokyo (TYO) - Los Angeles (LAX)
    NRT - LAXNonstop LAX - HND1 stop
    Save 100% on your flight
    ¥687,978
    ¥492,062
    per traveler
    found 1 day ago
    Oceana Santa Monica, LXR Hotels & Resorts
  • Oct 10 - Oct 14

    Margaritaville Hotel San Diego Gaslamp Quarter + Flight

    Downtown San Diego
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,470 reviews)
    "Staff was very friendly and helpful. I do wish there was some security in the hotel since it’s in the Gaslamp district which seems to have a rowdy nightlife."
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - San Diego (SAN)
    NRT - SAN1 stop SAN - HND1 stop
    ¥528,486
    ¥386,697
    per traveler
    found 2 days ago
    Margaritaville Hotel San Diego Gaslamp Quarter
  • Sep 19 - Sep 23

    The Commerce Casino & Hotel + Flight

    Commerce
    4 nights
    4.5 star property
    8.4/10 - Very Good (2,006 reviews)
    Roundtrip Osaka (KIX) - Los Angeles (LAX)
    KIX - LAX1 stop LAX - KIX1 stop
    ¥549,628
    ¥423,070
    per traveler
    found 15 hours ago
    The Commerce Casino & Hotel

Discover the most popular places to visit in Wine Country

What to do in Wine Country

Top All inclusive Wine Country Hotels

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.

All-inclusive Wine Country vacations: everything you need to know

Can I book a Wine Country vacation with airfare and meals?

On an all-inclusive vacation, your mind and body can wander far from your wallet. Pay one simple price when you bundle your accommodation and airfare, and you avoid all those yucky bills after conversation-starting cocktails or decadent dinners.

How can I find Wine Country all-inclusive vacations that are adults only?

All the best all-inclusive, all-adult vacations are a click of a filter or two away. Choose from great grown-up features. Say, a spa for a couple’s massage, a hot tub to soak away the stresses of the day, or a swim-up bar to get the party started.

How much is an all-inclusive trip to Wine Country?

Affordable all-inclusive is yours, whatever your budget. Packages start tempting you from just ¥245,341. Prices and availability are subject to change. Additional terms may apply.

How can I book cheap all-inclusive trips to Wine Country?

Whenever you book your travel, sorting by price and filtering by budget shows you what’s out there in your price range.

What are the benefits of all-inclusive Wine Country vacations with airfare?

Create your dream getaway by bundling your flight and hotel and you get delightful deals and discounts. Add your car rental, too, and you save on all three.

What should I think about when I book an all-inclusive Wine Country family vacation package?

With little tummies taken care of, you just need to put smiles on their faces. Easy! Book an all-inclusive vacation with a full-on water park or epic pools—or book your stay near the world’s biggest theme parks and attractions.

Why should I book an all-inclusive honeymoon package in Wine Country?

You can start your married life how you mean to go on with an all-inclusive honeymoon package. Eat and drink to your heart’s content, waltz around in happy harmony, and have your fill of delights. Together, you can book up adventure excursions and return to a pool-side cabana for cocktails at sunset.

Can I book an all-inclusive Wine Country package with free cancellation and/or flexible dates?

When you’re searching for your all-inclusive getaway, filter your results by payment option to find free cancellation and buy now, pay later options. That way, you can rebook without worry, should your plans change.

Why should I book an all-inclusive Wine Country package vacation with Expedia?

Book amazing all-inclusive adventures, all in one place. Choose from a vast inventory of deals, adding every little extra to build your brilliant break in minutes.