San Luis Obispo Wine Country Vacations from ￥246,679

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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

￥246,679
per person
Oct 2 - Oct 6
found 14 hours ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
8.4/10 Very Good! (1,966 reviews)
The Sofia Hotel

The Sofia Hotel

Downtown San Diego
￥308,722
per person
Oct 28 - Nov 3
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (2,462 reviews)
Fairmont Breakers Long Beach

Fairmont Breakers Long Beach

Waterfront
￥313,064
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip flight included
Tokyo (HND) to Los Angeles (LAX)
9.6/10 Exceptional! (673 reviews)
They do not hono

Reviewed on Aug 22, 2026

Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
￥360,098
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Oakland (OAK)
9/10 Wonderful! (1,064 reviews)
A bottle of fine champagne and chocolates for our anniversary greeted us in our cozy room!

Reviewed on Aug 21, 2026

Fairmont Miramar Hotel

Fairmont Miramar Hotel

Wilshire Montana
￥364,070
per person
Nov 13 - Nov 19
found 17 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Los Angeles (LAX)
8.6/10 Excellent! (1,043 reviews)
Lovely hotel Kind of expensive though

Reviewed on Aug 22, 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

3 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.

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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

Quality Suites Downtown San Luis Obispo

Quality Suites Downtown San Luis Obispo

1631 Monterey St San Luis Obispo CA
Fully refundable
￥20,842
￥27,669 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (1,536 reviews)
"Amazing hotel!!!!! Will be back."

Reviewed on Aug 22, 2026

Quality Suites Downtown San Luis Obispo
Spyglass Inn

Spyglass Inn

2705 Spyglass Dr Pismo Beach CA
Fully refundableReserve now, pay when you stay
￥25,535
￥29,286 total
Sep 1 - Sep 2
includes taxes & fees
Spyglass 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
￥9,945
￥13,195 total
Sep 1 - Sep 2
includes taxes & fees
Vagabond Inn San Luis Obispo
See all 1,918 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 seaside in this relaxing area, or seek out the hiking trails.
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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 beautiful beaches or visit the spas in this family-friendly area.
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A pink and white building with a row of circular windows and a decorative finial.
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 beautiful beaches, or simply savor its top-notch restaurants.
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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 ￥246,679. 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.