San Luis Obispo Wine Country Vacations from ￥135,477

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest San Luis Obispo Wine Country Vacation Packages

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

Glendale Hotel

2.5 out of 5
Somerset
Save 100% on your flight
Price was ￥225,411, price is now ￥135,477 per person
￥135,477
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.4/10 Very Good! (2,690 reviews)
Check in only done by kiosk which needed to be reconnected during my check in AND during my check out.

Reviewed on Aug 28, 2025

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Save 100% on your flight
Price was ￥350,092, price is now ￥189,332 per person
￥189,332
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
9.2/10 Wonderful! (73 reviews)
Beds were good altough the bed covers were stained everything else was good.

Reviewed on Jul 31, 2025

Fairmont Century Plaza Gold Experience

Fairmont Century Plaza Gold Experience

5 out of 5
Century City
Save 100% on your flight
Price was ￥560,478, price is now ￥338,868 per person
￥338,868
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
9.8/10 Exceptional! (117 reviews)
Alice and the staff in the Gold Experience were beyond helpful. Loved the room, balcony and service overall.

Reviewed on Aug 11, 2025

Waldorf Astoria Monarch Beach Resort & Club

Waldorf Astoria Monarch Beach Resort & Club

5 out of 5
Monarch Beach
Save 100% on your flight
Price was ￥399,024, price is now ￥246,262 per person
￥246,262
per person
Oct 2 - Oct 6
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Orange County (SNA)
9.2/10 Wonderful! (640 reviews)
Spacious, good amenities

Reviewed on Aug 23, 2025

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

4 out of 5
Save 100% on your flight
Price was ￥237,764, price is now ￥149,120 per person
￥149,120
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
8.4/10 Very Good! (1,002 reviews)
The front desk staff was super helpful and nice. Dinner was less than a block away. It appears that the hotel is in transition of ownership. The room was clean but the restroom needed a little face lift . Overall, good price for location.

Reviewed on Aug 23, 2025

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
Default Image

Shell Beach

4/5(19 area reviews)

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

Find the Best San Luis Obispo Wine Country Vacation Packages

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 ￥25,183 per night from Sep 1 to Sep 2
￥25,183
￥28,884 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (1,178 reviews)
"Heather was a friendly front office girl. Comfortable room with beautiful view of the ocean. Great scenic walking path. Beautiful sunset from our patio."

Reviewed on Aug 28, 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 ￥18,461 per night from Sep 1 to Sep 2
￥18,461
￥20,988 total
Sep 1 - Sep 2
includes taxes & fees
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 ￥19,279 per night from Sep 8 to Sep 9
￥19,279
￥26,889 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (1,234 reviews)
"Happiest place."

Reviewed on Aug 23, 2025

Madonna Inn
See all 1,835 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

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

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

Frequently asked questions

How much does a San Luis Obispo Wine Country vacation package cost?
Create unforgettable memories with our San Luis Obispo Wine Country vacation packages, which start from a low ￥135,477. 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 vacation 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 vacation?
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 vacation package is the easiest way to organize 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 vacation 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 vacation package?
Don't stress if you're rethinking your San Luis Obispo Wine Country vacation 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 realize 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.