San Luis Obispo Wine Country Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
San Luis Obispo Wine Country Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Anaheim
Anaheim Resort
Price was $936, price is now $466 per person
$466
per person
Dec 13 - Dec 18
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Los Angeles (LAX)
Book a stay at this spa hotel in Anaheim. Enjoy a full-service spa, 4 restaurants, and 2 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney California Adventure® Park and Disneyland® Resort are located nearby.
The LEEF Hotel
Citrus Grove
Save 100% on your flight
Price was $1,436, price is now $747 per person
$747
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Los Angeles (LAX)
Stay at this hotel in Glendale. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Dodger Stadium and Rose Bowl Stadium are located nearby.
Margaritaville Hotel San Diego Gaslamp Quarter
Downtown San Diego
Save 100% on your flight
Price was $1,231, price is now $642 per person
$642
per person
Dec 9 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 4-star hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
The Sofia Hotel
Downtown San Diego
Save 100% on your flight
Price was $992, price is now $544 per person
$544
per person
Dec 9 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 3.5-star historic hotel in San Diego. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and USS Midway Museum are located nearby.
Sand Castle Inn
Save 100% on your flight
Price was $1,159, price is now $636 per person
$636
per person
Dec 9 - Dec 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Book a stay at this beach motel in Imperial Beach. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions San Diego Bay and Las Americas Premium Outlets are located nearby.
The Hollywood Grande, Autograph Collection
Hollywood
Save 100% on your flight
Price was $1,615, price is now $916 per person
$916
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Los Angeles (LAX)
Stay at this 4-star hotel in Los Angeles. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Hollywood Walk of Fame and Hollywood Boulevard are located nearby.
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Spyglass Inn
2705 Spyglass Dr, Pismo Beach, CA
8.31 km from city center
Stay at this motel in Pismo Beach. Enjoy parking (surcharge), a 24-hour front desk, and a business center. Our guests praise the restaurant and the helpful staff ...
Quality Suites Downtown San Luis Obispo
1631 Monterey St, San Luis Obispo, CA
6.33 km from city center
Book a stay at this business-friendly hotel in San Luis Obispo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Madonna Inn
100 Madonna Road, San Luis Obispo, CA
3.51 km from city center
Stay at this 3.5-star spa hotel in San Luis Obispo. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Apple Farm
2015 Monterey St, San Luis Obispo, CA
6.8 km from city center
Stay at this 3.5-star business-friendly hotel in San Luis Obispo. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and ...
La Quinta Inn & Suites by Wyndham San Luis Obispo Downtown
1845 Monterey St., San Luis Obispo, CA
6.59 km from city center
Stay at this 3-star business-friendly hotel in San Luis Obispo. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast ...
Embassy Suites by Hilton San Luis Obispo
333 Madonna Road, San Luis Obispo, CA
2.66 km from city center
Book a stay at this business-friendly hotel in San Luis Obispo. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful ...
Sands Inn & Suites
1930 Monterey Street, San Luis Obispo, CA
6.67 km from city center
Book a stay at this business-friendly motel in San Luis Obispo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Flying Flags Avila Beach
6450 Babe Ln, Avila Beach, CA
9.22 km from city center
Stay at this 3-star beach cottage in Avila Beach. Enjoy free parking, laundry facilities, and a gift shop. Popular attractions Avila Beach and Avila Hot Springs ...
Lamplighter Inn & Suites
1604 Monterey St, San Luis Obispo, CA
6.32 km from city center
Book a stay at this business-friendly hotel in San Luis Obispo. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the ...
Avenue Inn Downtown San Luis Obispo
345 Marsh St, San Luis Obispo, CA
4.51 km from city center
Stay at this motel in San Luis Obispo. Enjoy free WiFi, free parking, and premium TV channels. Our guests praise the helpful staff and the clean rooms in our ...
Avila Village Inn
6655 Bay Laurel Place, Avila Beach, CA
6.22 km from city center
Stay at this 3.5-star golf hotel in Avila Beach. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean ...
Motel 6 San Luis Obispo, CA - South
1625 Calle Joaquin, US 101/SR 1 at Los Osos Valley Road, San Luis Obispo, CA
0.69 km from city center
Stay at this motel in San Luis Obispo. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Inn at San Luis Obispo
1895 Monterey Street, San Luis Obispo, CA
6.66 km from city center
Book a stay at this business-friendly motel in San Luis Obispo. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and ...
Don't see what you're looking for?
See all available properties in San Luis Obispo Wine Country
View all propertiesLowest 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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Feb 17 - Sat, Feb 28
DEN
Denver Intl.
SBP
San Luis Obispo County Regional
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Tue, Feb 17 - Thu, Feb 26
DEN
Denver Intl.
SBP
San Luis Obispo County Regional
$235 Roundtrip, found 4 days ago
$235
Roundtrip
found 4 days ago
Thu, Feb 19 - Thu, Feb 26
DEN
Denver Intl.
SBP
San Luis Obispo County Regional
$248 Roundtrip, found 4 days ago
$248
Roundtrip
found 4 days ago
Sun, Feb 22 - Thu, Feb 26
DEN
Denver Intl.
SBP
San Luis Obispo County Regional
$272 Roundtrip, found 4 days ago
$272
Roundtrip
found 4 days ago