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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.
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
per person
Aug 16 - Aug 20
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Jose (SJC)
Stay at this 4-star business-friendly hotel in Milpitas. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Levi's Stadium and Santana Row Shopping Center are located nearby.
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
per person
Sep 1 - Sep 7
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
Stay at this 5-star luxury hotel in Mountain View. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Levi's Stadium and Shoreline Amphitheatre are located nearby.
Chase Suite Hotel Newark-Fremont

Chase Suite Hotel Newark-Fremont

3.5 out of 5
per person
Sep 7 - Sep 12
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to San Jose (SJC)
Stay at this 3.5-star family-friendly hotel in Newark. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Newpark Mall and Silliman Family Aquatic Center are located nearby.
Hilton San Jose

Hilton San Jose

4 out of 5
Downtown San Jose
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
Book a stay at this business-friendly hotel in San Jose. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Santana Row Shopping Center and SAP Center at San Jose are located nearby.
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
per person
Aug 16 - Aug 20
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Jose (SJC)
Stay at this motel in Santa Cruz. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Santa Cruz Beach Boardwalk and Mystery Spot 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 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
per person
Aug 16 - Aug 20
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Jose (SJC)
Stay at this 3.5-star business-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 California's Great America are located nearby.

3-4 Night Vacations in Westside Santa Cruz

Price found within the past 48 hours. Click for updated prices.
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
North San Jose
per person
Sep 8 - Sep 11
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to San Jose (SJC)
Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 11
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) 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 16 - Aug 20
found 21 hours ago
Roundtrip flight included
Boston (BOS) 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 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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
per person
Aug 21 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to San Jose (SJC)
@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
per person
Sep 1 - Sep 7
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)
Hotel Valencia Santana Row

Hotel Valencia Santana Row

4 out of 5
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Jose (SJC)

Cheap Hotel Deals in Westside 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
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
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
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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
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
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
Surf City Inn and Suites

Surf City Inn and Suites

2 out of 5
619 Riverside Ave, Santa Cruz, CA
Book a stay at this spa motel in Santa Cruz. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Surf City Inn and Suites
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
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 - Tue, Aug 19
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$90 Roundtrip, found 3 hours ago
$90
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Aug 13 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Tue, Aug 19, priced at $90 found 3 hours ago
Alaska Airlines
Thu, Aug 14 - Thu, Aug 14
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$111 Roundtrip, found 5 hours ago
$111
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Thu, Aug 14 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Thu, Aug 14, priced at $111 found 5 hours ago
Delta
Wed, Aug 13 - Tue, Aug 19
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$117 Roundtrip, found 3 hours ago
$117
Roundtrip
found 3 hours ago
Select Delta flight, departing Wed, Aug 13 from Los Angeles Intl. to Norman Y. Mineta San Jose Intl., returning Tue, Aug 19, priced at $117 found 3 hours ago
Bargain Flight
Fri, Oct 31 - Mon, Nov 3
LAX
Los Angeles Intl.
MRY
Monterey Peninsula
$160 Roundtrip, found 3 hours ago
$160
Roundtrip
found 3 hours ago
Select Bargain Flight flight, departing Fri, Oct 31 from Los Angeles Intl. to Monterey Peninsula, returning Mon, Nov 3, priced at $160 found 3 hours ago