San Luis Obispo Wine Country Holidays

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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
San Luis Obispo

Downtown San Luis Obispo

4 out of top 10 points of interest in this area
4.5/5(2 area reviews)

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.

Find hotels in Downtown San Luis Obispo

Top hotels in San Luis Obispo Wine Country

Spyglass Inn

Spyglass Inn

3 out of 5
2705 Spyglass Dr, Pismo Beach, CA
Fully refundableReserve now, pay when you stay
The price is S$169 per night from 11 Nov to 12 Nov
S$169
11 Nov - 12 Nov
includes taxes & fees
8.8/10 Excellent! (1,309 reviews)
Beautiful views

Reviewed on 31 Oct, 2025

Spyglass Inn
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 S$254 per night from 12 Nov to 13 Nov
S$254
12 Nov - 13 Nov
includes taxes & fees
9.2/10 Wonderful! (1,291 reviews)
Great room - Merry. 20 foot ceiling with pink glittery wall paper and a large gold and crystal light fixtures and giant chandelier. Quirky hotel (as expected) but well maintained. Nice pool area. Signature pink cloud cocktail was very . . . pink (and tasted fine)! Wonderful meal at the steak house. ...

Reviewed on 3 Nov, 2025

Madonna Inn
Apple Farm

Apple Farm

3.5 out of 5
2015 Monterey St, San Luis Obispo, CA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,538 reviews)
I did not try the pool or hot tub

Reviewed on 2 Nov, 2025

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Apple Farm
See all 1,865 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.

Popular places to visit

San Luis Obispo featuring outdoor art

Bubblegum Alley

3.5/5(7 reviews)

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

Bubblegum Alley
Santa Rosa Park

Santa Rosa Park

After visiting Santa Rosa Park, make a plan to see the other sights and activities in San Luis Obispo. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

Santa Rosa Park

Madonna Plaza Shopping Center

You can enjoy retail therapy at Madonna Plaza Shopping Center during your trip to San Luis Obispo. Stroll along the area's beautiful beaches or experience its acclaimed art galleries.

Madonna Plaza Shopping Center

Frequently asked questions

Can I cancel my flight booking to San Luis Obispo Wine Country due to COVID-19?
Visit our Customer Service Portal for important info about making changes to your flight because of COVID-19. Make sure you also check the terms and conditions of your chosen carrier before you book your seat.
What's the best way to find cheap flights to San Luis Obispo Wine Country that have flexible change policies?
At Expedia, we've been channeling our inner gymnast to bring you the most flexible airfares available. Just check the "No change fee" box right underneath the "Flexible change policies" heading to find your perfect flight to San Luis Obispo Wine Country.
What are some of the general tips for travellers to San Luis Obispo Wine Country during the COVID-19 outbreak?
The COVID-19 outbreak has triggered significant changes to how we travel. If you're flying to San Luis Obispo Wine Country, these tips will help you navigate these new travelling challenges:
  • Research if any travel restrictions apply to your origin and destination before locking in a flight. Also check if there are any conditions you'll need to follow on arrival, such as health testing.
  • Keep your face mask on even during airport screening. A TSA officer will require you to temporarily lower your mask for ID purposes.
  • To reduce the risk of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be removed for X-ray screening.
  • To reduce handling during screening, put items such as your belt, phone and wallet into your carry-on instead of the bins.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection.

Which airlines fly to San Luis Obispo Wine Country?
American Airlines is a popular carrier servicing San Luis Obispo Wine Country. Lock in an airfare to San Luis Obispo County Regional Airport (SBP) and you'll have 130 American Airlines flights each month to select from.
How can I find cheap tickets to San Luis Obispo Wine Country?
You'll always score an amazing deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred flight date, then click on the flexible dates box above to compare prices for nearby days. was the lowest price for a flight to San Luis Obispo Wine Country in the last seven days.
How much is a flight to San Luis Obispo Wine Country?
There were loads of affordable fares up for grabs in the last seven days, with the cost of a return airfare to San Luis Obispo Wine Country ranging between and . Many lucky travellers nabbed one-way tickets from () for as low as .
What are the most popular airports to fly into in San Luis Obispo Wine Country?
San Luis Obispo County Regional Airport (SBP) is the main gateway for many headed to San Luis Obispo Wine Country. Around 312 flights every month touch down at this airport.
When is the cheapest time to fly to San Luis Obispo Wine Country?
Departing on a Tuesday, followed by a Monday, is generally the best way to land the cheapest flight. Steer clear of the weekend if you can, because Saturday is typically the most expensive day of the week. Spend the dollars you saved living it up in San Luis Obispo Wine Country instead!
How much is a plane ticket to San Luis Obispo Wine Country?
In the last seven days, tickets to San Luis Obispo Wine Country varied from to .
Which airlines with flights to San Luis Obispo Wine Country employ COVID-19 cleanliness policies?
As travel bans start to lift, many airlines are back in business with new strategies including social distancing and increased sanitization. Here's what some carriers are doing to help lessen the spread of COVID-19:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Alaska Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.