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Westside Santa Cruz Vacation Packages

Westside Santa Cruz Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Caravelle Inn Extended Stay

Caravelle Inn Extended Stay

2 out of 5
Rosemary
per person
Jul 29 - Aug 5
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Book a stay at this business-friendly motel in San Jose. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Santana Row Shopping Center and Levi's Stadium are located nearby.
@ Marbella Lane - Alluring & Spacious 3BR Home

@ Marbella Lane - Alluring & Spacious 3BR Home

3 out of 5
Cambrian
Save 100% on your flight
per person
Aug 9 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)
Stay at this 3-star cottage in San Jose. Enjoy free parking, a garden, and patios. Popular attractions Santana Row Shopping Center and Winchester Mystery House are located nearby.
Cupertino Hotel

Cupertino Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 29 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Stay at this 3.5-star business-friendly hotel in Cupertino. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Santana Row Shopping Center and Levi's Stadium are located nearby.
Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
Northside
Save 100% on your flight
per person
Aug 9 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)
Stay at this 3.5-star vacation home in San Jose. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Santana Row Shopping Center and Levi's Stadium are located nearby.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Save 100% on your flight
per person
Aug 20 - Aug 24
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to San Jose (SJC)
Stay at this 3.5-star family-friendly hotel in Milpitas. Enjoy free WiFi, a free area shuttle, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Levi's Stadium and Great Mall of the Bay Area are located nearby.
Homewood Suites by Hilton San Jose Santa Clara

Homewood Suites by Hilton San Jose Santa Clara

3 out of 5
North San Jose
Save 100% on your flight
per person
Jul 29 - Aug 5
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Stay at this 3-star hotel in San Jose. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Levi's Stadium and California's Great America are located nearby.
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)
Stay at this 3-star business-friendly cottage in San Jose. Enjoy free parking, a garden, and patios. Popular attractions Santana Row Shopping Center and Levi's Stadium are located nearby.
Valley Inn San Jose

Valley Inn San Jose

2 out of 5
Newhall
per person
Jul 29 - Aug 5
found 6 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Stay at this motel in San Jose. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Santana Row Shopping Center and Levi's Stadium are located nearby.

3-4 Night Vacations in Westside Santa Cruz

Price found within the past 48 hours. Click for updated prices.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Save 100% on your flight
per person
Aug 20 - Aug 24
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to San Jose (SJC)
@ Marbella Lane - Alluring & Spacious 3BR Home

@ Marbella Lane - Alluring & Spacious 3BR Home

3 out of 5
Cambrian
Save 100% on your flight
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to San Jose (SJC)
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
per person
Aug 1 - Aug 4
found 7 hours ago
Roundtrip non-stop flight included
Denver (DEN) to San Jose (SJC)
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)

5-7 Night Vacations in Westside Santa Cruz

Price found within the past 48 hours. Click for updated prices.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Save 100% on your flight
per person
Aug 6 - Aug 11
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Jose (SJC)
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)
@ Marbella Lane - Alluring & Spacious 3BR Home

@ Marbella Lane - Alluring & Spacious 3BR Home

3 out of 5
Cambrian
Save 100% on your flight
per person
Aug 9 - Aug 14
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)

Cheap Hotel Deals in Westside Santa Cruz

Hotel Paradox, Autograph Collection

Hotel Paradox, Autograph Collection

4 out of 5
611 Ocean St, Santa Cruz, CA
Book a stay at this business-friendly hotel in Santa Cruz. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful ...
Hotel Paradox, Autograph Collection
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr, Santa Cruz, CA
Book a stay at this beach resort in Santa Cruz. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the restaurant and the helpful staff ...
Dream Inn Santa Cruz
Holiday Inn Express Hotel & Suites Santa Cruz by IHG

Holiday Inn Express Hotel & Suites Santa Cruz by IHG

2.5 out of 5
1410 Ocean Street, Santa Cruz, CA
Book a stay at this business-friendly hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Hotel & Suites Santa Cruz by IHG
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Courtyard by Marriott Santa Cruz

Courtyard by Marriott Santa Cruz

3 out of 5
313 Riverside Avenue, Santa Cruz, CA
Stay at this 3-star spa hotel in Santa Cruz. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Courtyard by Marriott Santa Cruz
La Quinta Inn & Suites by Wyndham Santa Cruz

La Quinta Inn & Suites by Wyndham Santa Cruz

3 out of 5
550 2nd St, Santa Cruz, CA
Stay at this 3-star business-friendly hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
La Quinta Inn & Suites by Wyndham Santa Cruz
Marea Sol Hotel

Marea Sol Hotel

2 out of 5
301 Beach St, Santa Cruz, CA
Book a stay at this beach hotel in Santa Cruz. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Marea Sol Hotel
Hyatt Place Santa Cruz

Hyatt Place Santa Cruz

3 out of 5
407 Broadway, Santa Cruz, CA
Stay at this 3-star business-friendly hotel in Santa Cruz. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hyatt Place Santa Cruz
Ocean Pacific Lodge

Ocean Pacific Lodge

2 out of 5
301 Pacific Avenue, Santa Cruz, CA
Stay at this motel in Santa Cruz. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Ocean Pacific Lodge
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Aug 13 - Wed, Aug 13
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$90 Roundtrip, found 4 hours ago
$90
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Wed, Aug 13 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Wed, Aug 13, priced at $90 found 4 hours ago
Alaska Airlines
Wed, Aug 13 - Wed, Aug 13
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$111 Roundtrip, found 4 hours ago
$111
Roundtrip
found 4 hours ago
Select Alaska Airlines flight, departing Wed, Aug 13 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Wed, Aug 13, priced at $111 found 4 hours ago
Delta
Wed, Aug 13 - Wed, Aug 13
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Aug 13 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Wed, Aug 13, priced at $117 found 4 hours ago
Bargain Flight
Thu, Sep 25 - Mon, Sep 29
LAX
Los Angeles Intl.
MRY
Monterey Peninsula
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Thu, Sep 25 from Los Angeles Intl. to Monterey Peninsula, returning Mon, Sep 29, priced at $158 found 2 days ago