San Luis Obispo Wine Country Holidays from NZ$2,260

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The Latest San Luis Obispo Wine Country Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The LEEF Hotel

The LEEF Hotel

2 out of 5
Citrus Grove
per person
9 Sept - 16 Sept
found 10 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.6/10 Excellent! (80 reviews)
Not enough amenities in the room

Reviewed on 19 Jul. 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
per person
9 Sept - 16 Sept
found 10 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very Good! (1,004 reviews)
Didn’t like the bed and it was a little bit dirty

Reviewed on 15 Jul. 2025

Chamberlain West Hollywood

Chamberlain West Hollywood

4 out of 5
West Hollywood
per person
9 Sept - 16 Sept
found 10 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
9/10 Wonderful! (1,006 reviews)
It offers great convenience.

Reviewed on 16 Jul. 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
per person
11 Sept - 18 Sept
found 10 hours ago
Return direct flight included
Queenstown (ZQN) to San Francisco (SFO)
9.2/10 Wonderful! (644 reviews)
The property is in a quiet neighborhood and the staff are very responsive and proactive bin terms of communication. The property is an old, beautiful home, but the room was updated and modern in terms of comfort and convenience. Nice bed and nice linens made everything very comfortable.

Reviewed on 3 Jul. 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
per person
11 Sept - 18 Sept
found 10 hours ago
Return direct flight included
Queenstown (ZQN) to San Francisco (SFO)
9/10 Wonderful! (6,533 reviews)
This was the second time I have stayed at the Hotel Riu Fisherman’s Wharf. The hotel is in a good location walking distance to the wharf. The rooms are clean and they offer an enormous breakfast!

Reviewed on 19 Jul. 2025

Our guide on where to stay in San Luis Obispo Wine Country

Find the best San Luis Obispo Wine Country areas and neighborhoods for the activities you enjoy most. Learn more about San Luis Obispo Wine Country
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Shell Beach

Visitors to Shell Beach enjoy its beaches, and if you want to do some exploring, Eldwayen Ocean Park is worth a stop.

Find hotels in Shell Beach

San Luis Obispo Wine Country Holiday

Our pick of the best San Luis Obispo Wine Country Hotel Deals

Spyglass Inn

Spyglass Inn

3 out of 5
2705 Spyglass Dr, Pismo Beach, CA
Fully refundableReserve now, pay when you stay
The price is NZ$440 per night from 18 Aug to 19 Aug
NZ$440
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,210 reviews)
"Nice"

Reviewed on 14 Jul. 2025

Spyglass Inn
Madonna Inn

Madonna Inn

3.5 out of 5
100 Madonna Road, San Luis Obispo, CA
Fully refundableReserve now, pay when you stay
The price is NZ$469 per night from 7 Aug to 8 Aug
NZ$469
7 Aug - 8 Aug
includes taxes & fees
9.2/10 Wonderful! (1,194 reviews)
"Fun rooms, wonderful food and service."

Reviewed on 16 Jul. 2025

Madonna Inn
La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown

3 out of 5
1845 Monterey St., San Luis Obispo, CA
Fully refundableReserve now, pay when you stay
The price is NZ$280 per night from 10 Aug to 11 Aug
NZ$280
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (1,564 reviews)
"Truly a fantastic place to stay. Wish we could have stayed more than a night. Just fyi, there was some remodeling being done at the pool and front entrance, but it was not noisy during our stay."

Reviewed on 14 Jul. 2025

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown
See all 1,820 properties in San Luis Obispo Wine Country
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.

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

Avila Hot Springs

Avila Hot Springs

Explore the great outdoors at Avila Hot Springs and enjoy the beautiful sunsets during your trip to San Luis Obispo. Wander through the beautiful beaches and seaside in this family-friendly area.

Avila Hot Springs
San Luis Obispo featuring outdoor art

Bubblegum Alley

3/5(5 reviews)

Colorful pieces of chewed gum, some of which have been turned into art pieces, decorate the walls of this narrow lane.

Bubblegum Alley

Fremont Theater

You can enjoy a show at Fremont Theater during your trip to San Luis Obispo. Wander the beautiful beaches or discover the area's beautiful sunsets.

Fremont Theater

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$2,260. 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.