San Luis Obispo Wine Country Vacations from ￥163,784

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The Latest San Luis Obispo Wine Country Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

￥163,784
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
8.4/10 Very Good! (2,090 reviews)
The LEEF Hotel

The LEEF Hotel

Citrus Grove
￥182,376
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.6/10 Excellent! (879 reviews)
I arrived to the property prior to check in times and informed them that I would be returning late so I wouldn’t be considered a no show. She said that was perfectly fine. They were 24 hours. When I arrive to check in. I stopped at the kiosk for 15 minutes with No assistant. I had to call the number, at least five times in order for them to respond, and even after I waited another 15 minutes until someone was able to help me on the kiosk. Aside from that. The property itself is great very clean and well-maintained.

Reviewed on Oct 3, 2026

Stanford Court San Francisco

Stanford Court San Francisco

Downtown San Francisco
￥258,782
per person
Dec 26 - Jan 2
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
9/10 Wonderful! (1,706 reviews)
LA Crystal Hotel - Los Angeles Area

LA Crystal Hotel - Los Angeles Area

￥168,833
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
8.6/10 Excellent! (1,012 reviews)
W Los Angeles - West Beverly Hills

W Los Angeles - West Beverly Hills

Westwood
￥256,508
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.4/10 Very Good! (1,002 reviews)

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
A coastal landscape with rocky outcrops in the water, a distant mountain range, and a clear sky.

Shell Beach

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

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A white church with a cross on top, surrounded by trees and a stone wall.

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.

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Old Town Historic District

When in Old Town Historic District, you can plan a visit to Downtown SLO Farmers' Market and Fremont Theater, some noteworthy sights in the nearby area.

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A sunset over a calm sea with palm trees and a distant mountain.

Sunset Palisades

While Sunset Palisades might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Avila Hot Springs and The Spa at Dolphin Bay.

Find hotels in Sunset Palisades
A valley with a town surrounded by mountains.

Lower Higuera

If you're looking for some top things to see and do in Lower Higuera and surrounding area, you can visit Madonna Plaza Shopping Center and Downtown SLO Farmers' Market.

Find hotels in Lower Higuera

Find the Best San Luis Obispo Wine Country Vacation Packages

San Luis Obispo Wine Country Hotel Deals

Apple Farm

Apple Farm

2015 Monterey St San Luis Obispo CA
Fully refundableReserve now, pay when you stay
￥14,088
￥17,815 total
Nov 1 - Nov 2
includes taxes & fees
9/10 Wonderful! (1,640 reviews)
"We stayed in the main building which was convenient and parking was easy. The room had a king bed which actually needed a new mattress. I could feel the springs near the edge and it was not great. There was a love seat from 1999 near the window that was also uncomfortable for sitting. It was dated ..."

Reviewed on Oct 4, 2026

Apple Farm
Madonna Inn

Madonna Inn

100 Madonna Road San Luis Obispo CA
Fully refundableReserve now, pay when you stay
￥21,403
￥29,667 total
Oct 6 - Oct 7
includes taxes & fees
Madonna Inn
Spyglass Inn

Spyglass Inn

2705 Spyglass Dr Pismo Beach CA
Fully refundableReserve now, pay when you stay
￥21,541
￥24,707 total
Oct 28 - Oct 29
includes taxes & fees
Spyglass Inn
See all 1,940 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.

Stay near popular San Luis Obispo Wine Country attractions

A modern architectural building with curved surfaces and palm trees in the foreground.

California Polytechnic State University, San Luis Obispo

9.4/10 (2,266 reviews)
Explore the campus of California Polytechnic State University, San Luis Obispo during your visit to San Luis Obispo. Stroll along the area's seaside, or simply savor its top-notch restaurants.
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A clear blue pool with lounge chairs and a red building in the background.
Photo by GypsySol ☀️

Avila Hot Springs

8.8/10 (640 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.
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A coastal town with a beach, pier, and hills in the background.

Avila Beach

9.6/10 (211 reviews)
Why not spend a lazy afternoon at Avila Beach during your trip to Avila Beach? Stroll along the beautiful beaches in this relaxing area, or seek out the hiking trails.
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A building with a large, curved sign that reads "FRED."
Photo by Marjorie Stevens

Fremont Theater

8.2/10 (246 reviews)
You can make plans for a show at Fremont Theater on your trip to San Luis Obispo. Wander the beautiful beaches or discover the area's beautiful sunsets.
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A church sign with a Mass schedule and a Sacrament of Reconciliation notice.
Photo by Candy Candy Dayal

Mission San Luis Obispo de Tolosa

9.0/10 (1,335 reviews)
Find out about the history of San Luis Obispo when you take a trip to Mission San Luis Obispo de Tolosa. Stroll along the area's seaside, or simply savor its top-notch restaurants.
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A multi-story hotel with balconies, palm trees, and a well-maintained lawn.

The Spa at Dolphin Bay

7.8/10 (295 reviews)
You can take time to visit The Spa at Dolphin Bay during your travels to Pismo Beach. Stroll along the seaside or visit the spas in this family-friendly area.
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Avila Beach Golf Resort

8.8/10 (362 reviews)
Play a round of golf in Avila Beach at Avila Beach Golf Resort, and enjoy other activities such as hiking. Wander the beautiful beaches and seaside in this family-friendly area.
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Downtown SLO Farmers' Market

9.0/10 (6 reviews)
You can do some window-shopping at Downtown SLO Farmers' Market during your trip to San Luis Obispo.
See properties

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 ￥163,784. 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.

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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.