A coastal landscape with rocky cliffs, clear blue waters, and distant mountains.
Photo by Anthony Hilario
Open Photo by Anthony Hilario

San Luis Obispo Wine Country Holidays from NZ$1,220

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Top destinations in San Luis Obispo Wine Country

The Latest San Luis Obispo Wine Country Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 19 Sept - 24 Sept

    Inn At Union Square + Flight

    Union Square
    4 nights
    3.5 star property
    9.2/10 - Wonderful (1,011 reviews)
    "This hotel does not having air conditioning. I would not have booked it if I had known that. However, it had a great ceiling fan and I was comfortable. My husband runs hot and he was not comfortable. The bathroom was super clean and I was happy with that. It was a good location catty corner from Union Square and a short walk to the Powell Station and cable cars. Overall it was a good value."
    Reviewed July 19, 2026
    Return Oahu (HNL) - San Francisco (SFO)
    HNL - SFODirect SFO - HNL1 stop
    NZ$1,643
    NZ$1,220
    per traveller
    found 10 hours ago
    Inn At Union Square
  • 19 Sept - 24 Sept

    Hotel Riu Plaza Fisherman's Wharf + Flight

    Fisherman's Wharf
    4 nights
    4.0 star property
    9.0/10 - Wonderful (7,542 reviews)
    Return Oahu (HNL) - San Francisco (SFO)
    HNL - SFODirect SFO - HNL1 stop
    NZ$1,994
    NZ$1,353
    per traveller
    found 10 hours ago
    Hotel Riu Plaza Fisherman's Wharf
  • 19 Sept - 24 Sept

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,524 reviews)
    "Valet Parking is $75 per night."
    Reviewed July 20, 2026
    Return Oahu (HNL) - San Francisco (SFO)
    HNL - SFODirect SFO - HNL1 stop
    NZ$1,725
    NZ$1,276
    per traveller
    found 10 hours ago
    Stanford Court San Francisco
  • 19 Sept - 24 Sept

    The Marker Union Square San Francisco + Flight

    Union Square
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,445 reviews)
    Return Oahu (HNL) - San Francisco (SFO)
    HNL - SFODirect SFO - HNL1 stop
    NZ$1,839
    NZ$1,379
    per traveller
    found 10 hours ago
    The Marker Union Square San Francisco
  • 19 Sept - 24 Sept

    Hotel Majestic + Flight

    Western Addition
    4 nights
    3.5 star property
    9.2/10 - Wonderful (1,232 reviews)
    "Staff are excellent, attentive, helpful, kind, caring. Bed was the best I have ever experienced in a hotel and I travel 2 times a month. Wonderful location near busses, near Union Square, and near very reasonable restaurants. Breakfast is very good."
    Reviewed July 17, 2026
    Return Oahu (HNL) - San Francisco (SFO)
    HNL - SFODirect SFO - HNL1 stop
    NZ$1,711
    NZ$1,292
    per traveller
    found 10 hours ago
    Hotel Majestic

Discover the most popular places to visit in San Luis Obispo Wine Country

San Luis Obispo Wine Country Hotel Deals

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 San Luis Obispo Wine Country holiday package cost?

Create unforgettable memories with our San Luis Obispo Wine Country holiday packages, which start from a low NZ$1,220. Choose the flights and hotels that match your travel plans. Then, add on some sightseeing activities to cap off your unique adventure.

How do I get a cheap travel package to San Luis Obispo Wine Country?

If you love bargains, bundle your bookings into a San Luis Obispo Wine Country holiday package. Whether you need hotels, flights, rental cars or day tours, you can book everything in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 airlines and 1 000 000 hotels all over the world to take your pick of. Fly with who you want, stay in a place you like and save some cash — now that's the ideal getaway!

What are the top hotels in San Luis Obispo Wine Country?

If you're headed to Avila Beach, you won't do better than Pismo View Inn and Oxford Suites Pismo Beach. Both are comfortable bases for exploring this exciting San Luis Obispo Wine Country city.

How far in advance should I book my San Luis Obispo Wine Country holiday?

Search Expedia to compare international airfares as early as possible. You can generally purchase a seat up to a year before departure. If you can't see your preferred carrier, or you've left things to the last moment, don't worry. Cheap fares to San Luis Obispo Wine Country sometimes occur within weeks of departure.

What does an Expedia San Luis Obispo Wine Country travel package include?

Expedia has all you need to plan your San Luis Obispo Wine Country escape, but how you structure your package is up to you. Choose from a combination of flights, rental cars and hotels. Looking for some experiences or tours to fill in your time? Once you've made your booking, you can add them on too. Whatever your budget or style, there's a deal to suit your needs.

What should I know before booking a San Luis Obispo Wine Country travel package?

Bundling your bookings into a San Luis Obispo Wine Country holiday package is the easiest way to organise your trip. Not only that, you'll save big just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?

Can I choose my airline with a San Luis Obispo Wine Country Expedia holiday package?

Expedia offers access to more than 550 airline partners globally, so you definitely can. Just pick your preferred air carrier and put together your ideal San Luis Obispo Wine Country getaway.

If I'm not able to travel, can I cancel my San Luis Obispo Wine Country holiday package?

Don't stress if you're rethinking your San Luis Obispo Wine Country holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We realise life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

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