San Luis Obispo Wine Country Vacations from ￥157,423

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The Latest San Luis Obispo Wine Country Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Anaheim Discovery Inn & Suites

Anaheim Discovery Inn & Suites

2 out of 5
Anaheim Resort
Price was ￥229,860, price is now ￥157,423 per person
￥157,423
per person
May 7 - May 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
8.6/10 Excellent! (1,493 reviews)
Easy access to downtown Disney, friendly staff, free parking, golden spot to stay!

Reviewed on Mar 9, 2026

Oceana Santa Monica, LXR Hotels & Resorts

Oceana Santa Monica, LXR Hotels & Resorts

5 out of 5
Wilshire Montana
Save 100% on your flight
Price was ￥652,178, price is now ￥445,810 per person
￥445,810
per person
May 13 - May 18
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to Los Angeles (LAX)
9.2/10 Wonderful! (501 reviews)
Beautiful property and attentive staff. I loved it.

Reviewed on Mar 3, 2026

Terranea Resort

Terranea Resort

5 out of 5
Save 100% on your flight
Price was ￥664,338, price is now ￥467,229 per person
￥467,229
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Los Angeles (LAX)
8.8/10 Excellent! (1,007 reviews)
Our room was considered a standard ocean view and it had no ocean view. It was in building 22 and since it was on the lower floor, the view was blocked by the casitas in front of it. So I recommend booking a premier ocean view or if you book the standard ocean view, make sure you are on the second level. Otherwise, the resort is lovely. The staff are very friendly. We enjoyed a morning guided coastal hike with Morgan and Christos and also found the falcon talk very interesting.

Reviewed on Mar 3, 2026

Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
Price was ￥313,332, price is now ￥222,256 per person
￥222,256
per person
May 31 - Jun 5
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
8.2/10 Very Good! (1,751 reviews)
The property was perfect and the stay was amazing

Reviewed on Mar 10, 2026

Skyline Lofts by Avantstay: a Multi-level Industrial-chic Retreat in Dtla With Rooftop Views, Soaring Ceilings & Steps to Dining, Music & Culture

Skyline Lofts by Avantstay: a Multi-level Industrial-chic Retreat in Dtla With Rooftop Views, Soaring Ceilings & Steps to Dining, Music & Culture

3 out of 5
Downtown Los Angeles
Save 100% on your flight
Price was ￥917,762, price is now ￥669,703 per person
￥669,703
per person
May 3 - May 10
found 3 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Los Angeles (LAX)
2/10 (1 review)

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
Bubblegum Alley is a tourist attraction in downtown San Luis Obispo, California, known for its accumulation of used bubble gum on the walls of an alley. It is a 15-foot high and 70-foot long alley lined with chewed gum left by passers-by.

Downtown San Luis Obispo

5 out of top 10 points of interest in this area
4.5/5(102 area reviews)

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

Find the Best San Luis Obispo Wine Country Vacation Packages

San Luis Obispo Wine Country Hotel Deals

Madonna Inn

Madonna Inn

3.5 out of 5
100 Madonna Road San Luis Obispo CA
The price is ￥23,566 per night from Mar 15 to Mar 16
￥23,566
￥32,133 total
Mar 15 - Mar 16
includes taxes & fees
9.2/10 Wonderful! (1,377 reviews)
We had a great time at the Madonna Inn, the only drawback was that we only stayed one night, we should have stayed longer to enjoy all that it has to offer. Next time we will definitely stay longer. It was great fun choosing our room, and am already looking forward to staying there again.

Reviewed on Mar 10, 2026

Madonna Inn
Spyglass Inn

Spyglass Inn

3 out of 5
2705 Spyglass Dr Pismo Beach CA
Fully refundableReserve now, pay when you stay
The price is ￥24,862 per night from Apr 12 to Apr 13
￥24,862
￥28,516 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (1,476 reviews)
Great location, great views, friendly staff. Will stay again!

Reviewed on Mar 11, 2026

Spyglass Inn
Quality Suites Downtown San Luis Obispo

Quality Suites Downtown San Luis Obispo

3 out of 5
1631 Monterey St San Luis Obispo CA
Fully refundableReserve now, pay when you stay
The price is ￥20,498 per night from Mar 17 to Mar 18
￥20,498
￥27,259 total
Mar 17 - Mar 18
includes taxes & fees
9.4/10 Exceptional! (1,368 reviews)
Beautiful, clean, delicious breakfast! It was our second stay and we have another booked for the summer.

Reviewed on Mar 11, 2026

Quality Suites Downtown San Luis Obispo
See all 1,867 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

SanLuisObispo_CaliforniaPolytechnicStateUniversity_6063425_06

California Polytechnic State University, San Luis Obispo

4.5/5(717 reviews)

Explore the campus of California Polytechnic State University, San Luis Obispo during your visit to San Luis Obispo. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

California Polytechnic State University, San Luis Obispo
Soak in the Mineral bath all day if needed. I do! Eases the stress and relived joint pain. The cool thing about this place...open year round and if you go early, the place is all yours basically.

Avila Hot Springs

4.5/5(213 reviews)

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

Avila Hot Springs
San Luis Obispo which includes outdoor art

Bubblegum Alley

4/5(490 reviews)

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

Bubblegum Alley

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 travelers 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 traveling 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 travelers 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.

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