San Luis Obispo Wine Country Holidays from NZ$4,666

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The Latest San Luis Obispo Wine Country Holiday Deals

Price found within the past 48 hours. Click for updated prices.
SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
South of Wilshire
Price was NZ$5,775, price is now NZ$4,666 per person
NZ$4,666
per person
3 Jan - 9 Jan
found 1 hour ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very Good! (1,001 reviews)
Clean room staff professional.

Reviewed on 27 Nov 2025

The Pierside Santa Monica

The Pierside Santa Monica

4 out of 5
Downtown Santa Monica
Price was NZ$6,315, price is now NZ$4,950 per person
NZ$4,950
per person
3 Jan - 9 Jan
found 1 hour ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.8/10 Excellent! (1,452 reviews)
Was not told ahead of time about resort fees

Reviewed on 3 Dec 2025

Plaza La Reina

Plaza La Reina

4.5 out of 5
Westwood
Price was NZ$6,194, price is now NZ$5,108 per person
NZ$5,108
per person
3 Jan - 9 Jan
found 1 hour ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
9.4/10 Exceptional! (1,003 reviews)
Unique. Very friendly, small staff. Very convenient to UCLA.

Reviewed on 4 Dec 2025

The Sun Rose West Hollywood

The Sun Rose West Hollywood

5 out of 5
West Hollywood
Price was NZ$6,879, price is now NZ$5,703 per person
NZ$5,703
per person
3 Jan - 9 Jan
found 1 hour ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
9.4/10 Exceptional! (572 reviews)
Everything was impeccable. But the name Sun Rose, does not convey its discriminating taste. It’s not a resthome I promise!

Reviewed on 2 Dec 2025

Fairmont Miramar Hotel

Fairmont Miramar Hotel

5 out of 5
Wilshire Montana
Price was NZ$6,814, price is now NZ$5,672 per person
NZ$5,672
per person
3 Jan - 9 Jan
found 1 hour ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.4/10 Very Good! (1,002 reviews)
Nice property. So many homeless and dirty agressive people outside the resort Beach is quite a walk from resort

Reviewed on 27 Nov 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
San Luis Obispo

Downtown San Luis Obispo

4 out of top 10 points of interest in this area

If you're spending some time in Downtown San Luis Obispo, Downtown SLO Farmers' Market and Mission San Luis Obispo de Tolosa are top sights worth seeing.

Find hotels in Downtown San Luis Obispo

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$179 per night from 11 Dec to 12 Dec
NZ$179
11 Dec - 12 Dec
includes taxes & fees
8.8/10 Excellent! (1,337 reviews)
Room was comfortable, clean. Hotel is in good location to walk to beach and see sites. I would stay here again.

Reviewed on 29 Nov 2025

Spyglass 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$215 per night from 14 Dec to 15 Dec
NZ$215
14 Dec - 15 Dec
includes taxes & fees
8.8/10 Excellent! (1,806 reviews)
Staff was amazing. The pool area was closed for maintenance which is understandable but huge disappointment to my kids. Loud buzzing sounds and loud people walking above and in halls (but my kids are also loud so it didn’t bother us.) we also slept with white noise to neutralize the outside noises. ...

Reviewed on 28 Nov 2025

La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown
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$318 per night from 7 Dec to 8 Dec
NZ$318
7 Dec - 8 Dec
includes taxes & fees
9.2/10 Wonderful! (1,314 reviews)
I had a very nice stay at the Madonna Inn. The room was really cool, and the restaurant was gorgeous. Staff was extremely friendly all around! I highly recommend staying a night here for a fun and unique experience (and if you want to feel spoiled). I will say that the counter in my room's bathroom ...

Reviewed on 1 Dec 2025

Madonna Inn
See all 1,881 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

Can I cancel my flight booking to San Luis Obispo Wine Country due to COVID-19?
Visit our Customer Service Portal for important info about making changes to your flight because of COVID-19. Make sure you also check the terms and conditions of your chosen carrier before you book your seat.
What's the best way to find cheap flights to San Luis Obispo Wine Country that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares available. Just check the "No change fee" box right underneath the "Flexible change policies" heading to find your perfect flight to San Luis Obispo Wine Country.
What are some of the general tips for travellers to San Luis Obispo Wine Country during the COVID-19 outbreak?
The COVID-19 outbreak has triggered significant changes to how we travel. If you're flying to San Luis Obispo Wine Country, these tips will help you navigate these new travelling challenges:
  • Research if any travel restrictions apply to your origin and destination before locking in a flight. Also check if there are any conditions you'll need to follow on arrival, such as health testing.
  • Keep your face mask on even during airport screening. A TSA officer will require you to temporarily lower your mask for ID purposes.
  • To reduce the risk of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be removed for X-ray screening.
  • To reduce handling during screening, put items such as your belt, phone and wallet into your carry-on instead of the bins.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to San Luis Obispo Wine Country?
American Airlines is a popular carrier servicing San Luis Obispo Wine Country. Lock in an airfare to San Luis Obispo County Regional Airport (SBP) and you'll have 130 American Airlines flights each month to select from.
How can I find cheap tickets to San Luis Obispo Wine Country?
You'll always score an amazing deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred flight date, then click on the flexible dates box above to compare prices for nearby days. was the lowest price for a flight to San Luis Obispo Wine Country in the last seven days.
How much is a flight to San Luis Obispo Wine Country?
There were loads of affordable fares up for grabs in the last seven days, with the cost of a return airfare to San Luis Obispo Wine Country ranging between and . Many lucky travellers nabbed one-way tickets from () for as low as .
What are the most popular airports to fly into in San Luis Obispo Wine Country?
San Luis Obispo County Regional Airport (SBP) is the main gateway for many headed to San Luis Obispo Wine Country. Around 312 flights every month touch down at this airport.
When is the cheapest time to fly to San Luis Obispo Wine Country?
Departing on a Tuesday, followed by a Monday, is generally the best way to land the cheapest flight. Steer clear of the weekend if you can, because Saturday is typically the most expensive day of the week. Spend the dollars you saved living it up in San Luis Obispo Wine Country instead!
How much is a plane ticket to San Luis Obispo Wine Country?
In the last seven days, tickets to San Luis Obispo Wine Country varied from to .
Which airlines with flights to San Luis Obispo Wine Country employ COVID-19 cleanliness policies?
As travel bans start to lift, many airlines are back in business with new strategies including social distancing and increased sanitization. Here's what some carriers are doing to help lessen the spread of COVID-19:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Alaska Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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