San Luis Obispo Wine Country Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

Your San Luis Obispo Wine Country Vacation

When the travel bug bites, book a San Luis Obispo Wine Country vacation package. Get ready to enjoy family-friendly attractions, nature, golfing, and much more in this vibrant destination. Wondering where to stay during your trip to San Luis Obispo Wine Country? Avila Beach is a leading city you can't miss. Whether you're planning to travel on a budget or in the lap of luxury, Expedia are here to help you customize your next dream San Luis Obispo Wine Country vacation.

Top San Luis Obispo Wine Country Vacation Deals

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

The LEEF Hotel

2 out of 5
Citrus Grove
Price was CA $1,368, price is now CA $647 per person
CA $647
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.6/10 Excellent! (162 reviews)
Clean and very modern

Reviewed on Aug. 29, 2025

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

Los Angeles Deluxe Suites - 2 Bedrooms & 2 Bathrooms

4.5 out of 5
Hollywood
Price was CA $2,607, price is now CA $1,192 per person
CA $1,192
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Montreal (YUL) 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

Glendale Hotel

Glendale Hotel

2.5 out of 5
Somerset
Price was CA $1,734, price is now CA $891 per person
CA $891
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.4/10 Very Good! (2,690 reviews)
Virtual attendant to check in was new to me but worked great!

Reviewed on Aug. 29, 2025

Hollywood Inn Suites Hotel

Hollywood Inn Suites Hotel

2.5 out of 5
West Athens
Price was CA $1,364, price is now CA $707 per person
CA $707
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Los Angeles (LAX)
8.2/10 Very Good! (1,526 reviews)
Ideal for me. Clean, quiet, comfortable bed , helpful staff. Met my expectations.

Reviewed on Aug. 29, 2025

The Cole

The Cole

3.5 out of 5
Little Tuscany
Price was CA $1,443, price is now CA $756 per person
CA $756
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Los Angeles (LAX)
8.4/10 Very Good! (293 reviews)
For the price of the rooms this hotel hit the spot. Good location, clean, and easy check in/out process.

Reviewed on Aug. 11, 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

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

Ready to book your vacation to San Luis Obispo Wine Country?

 

Choose your dates

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 CA $235 per night from Sep 1 to Sep 2
CA $235
CA $270 total
Sep 1 - Sep 2
includes taxes & fees
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 CA $173 per night from Sep 2 to Sep 3
CA $173
CA $196 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,642 reviews)
"I am extremely happy with my stay. Comfortable, clean, and all of the staff were very courteous, I enjoyed having comversations with everyone. I highly recommend! John C."

Reviewed on Aug. 25, 2025

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 CA $205 per night from Sep 1 to Sep 2
CA $205
CA $279 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (1,239 reviews)
"Enjoyed our stay. The room was slightly dusty but other than that, it was great."

Reviewed on Aug. 27, 2025

Madonna Inn
See all 1,842 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in San Luis Obispo Wine Country

Avila Hot Springs

Avila Hot Springs

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
Mission San Luis Obispo de Tolosa

Mission San Luis Obispo de Tolosa

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.

Mission San Luis Obispo de Tolosa
San Luis Obispo showing outdoor art

Bubblegum Alley

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

Bubblegum Alley

Other vacations you might like

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