San Luis Obispo Wine Country Vacations from ￥206,338

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The Latest San Luis Obispo Wine Country Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Stanford Court San Francisco

Stanford Court San Francisco

Downtown San Francisco
￥206,338
per person
Nov 2 - Nov 9
found 7 hours ago
Roundtrip flight included
Tokyo (NRT) to San Francisco (SFO)
9/10 Wonderful! (1,631 reviews)
Had a wonderful stay at the Stanford Hotel in San Francisco. The room was clean, comfortable, and well-appointed, with a cozy bed that made for a great night's sleep. The staff were friendly and attentive, always ready to help with recommendations or requests. The location was convenient, putting us within easy walking distance of great restaurants and local attractions. A great value for the price, and we'd happily stay here again on our next visit to the city.

Reviewed on Sep 13, 2026

SIRTAJ - Beverly Hills

SIRTAJ - Beverly Hills

South of Wilshire
Save 100% on your flight
￥223,362
per person
Oct 17 - Oct 24
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
8.2/10 Very Good! (1,006 reviews)
Close to the local areas

Reviewed on Sep 12, 2026

The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

Union Square
Save 100% on your flight
￥228,767
per person
Nov 2 - Nov 9
found 7 hours ago
Roundtrip flight included
Tokyo (NRT) to San Francisco (SFO)
8.8/10 Excellent! (2,247 reviews)
Beautiful property, great staff. Thoroughly enjoyed the stay, and the location!

Reviewed on Sep 13, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
￥262,078
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (2,586 reviews)
It was a good hotel with a delicious restaurant and really great people. The only thing that frustrated me was that we bought an all-inclusive package but we were charged an “amenity fee”… that’s always super frustrating.

Reviewed on Sep 13, 2026

AKA Beverly Hills

AKA Beverly Hills

Golden Triangle
Save 100% on your flight
￥520,710
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Los Angeles (LAX)
9/10 Wonderful! (17 reviews)
The hotel offers a truly memorable stay, blending comfort with a distinct sense of character that sets it apart from standard accommodations. From the moment of arrival, the atmosphere feels warm and thoughtfully designed, with staff who are attentive without being overwhelming.

Reviewed on Jun 11, 2026

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.

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Find the Best San Luis Obispo Wine Country Vacation Packages

San Luis Obispo Wine Country Hotel Deals

Spyglass Inn

Spyglass Inn

2705 Spyglass Dr Pismo Beach CA
Fully refundableReserve now, pay when you stay
￥24,815
￥28,462 total
Oct 1 - Oct 2
includes taxes & fees
8.8/10 Excellent! (1,850 reviews)
"The room we had expected was not delivered. We had booked a room with a balcony overlooking the ocean, but we were told we booked a "Standard" room. If a Standard room has outdated wotn out furniture with stained carpet and moldy bathrooms, then I would wonder what the owners consider substandard. ..."

Reviewed on Sep 13, 2026

Spyglass Inn
Madonna Inn

Madonna Inn

100 Madonna Road San Luis Obispo CA
Fully refundableReserve now, pay when you stay
￥20,828
￥28,870 total
Sep 16 - Sep 17
includes taxes & fees
9.2/10 Wonderful! (1,588 reviews)
"AC out in restaurant."

Reviewed on Sep 12, 2026

Madonna Inn
Vagabond Inn San Luis Obispo

Vagabond Inn San Luis Obispo

210 Madonna Rd San Luis Obispo CA
Fully refundableReserve now, pay when you stay
￥9,309
￥12,409 total
Oct 14 - Oct 15
includes taxes & fees
Vagabond Inn San Luis Obispo
See all 1,917 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 sunset over a beach with a pier extending into the water.

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 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 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 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.
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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 ￥206,338. 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.