Search Deals onEastside Santa Cruz Vacation Packages
Eastside Santa Cruz Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Sonesta Silicon Valley
Price was $912, price is now $701 per person
$701
per person
Oct 21 - Oct 25
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Book a stay at this 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 California's Great America are located nearby.
Marbella Lane - 3BR Designer Near Valley Fair
Price was $1,729, price is now $1,345 per person
$1,345
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Jose (SJC)
Book a stay at this business-friendly cottage in San Jose. Enjoy free parking, a garden, and furnished patios. Popular attractions SAP Center at San Jose and Levi's Stadium are located nearby.
West Cliff Inn - A Four Sisters Inn
Westside Santa Cruz
Price was $1,597, price is now $1,268 per person
$1,268
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to San Jose (SJC)
Stay at this B&B in Santa Cruz. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Santa Cruz Beach Boardwalk and Mystery Spot are located nearby.
@ Marbella Lane - SJ Designer Home 3BR Ldry+p
Price was $3,320, price is now $2,636 per person
$2,636
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to San Jose (SJC)
Book a stay at this business-friendly cottage in San Jose. Enjoy free parking, furnished patios, and cable TV channels. Popular attractions SAP Center at San Jose and California's Great America are located nearby.
Sonesta San Jose - Milpitas
Price was $1,786, price is now $1,167 per person
$1,167
per person
Oct 10 - Oct 17
found 14 hours ago
Roundtrip flight included
Austin (AUS) to San Jose (SJC)
Book a stay at this 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.
Aqua Breeze Inn
Westside Santa Cruz
Save 100% on your flight
Price was $1,494, price is now $979 per person
$979
per person
Oct 10 - Oct 17
found 19 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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 Capitola Beach are located nearby.
La Bahia Hotel and Spa
Westside Santa Cruz
Save 100% on your flight
Price was $2,233, price is now $1,574 per person
$1,574
per person
Oct 10 - Oct 17
found 20 hours ago
Roundtrip non-stop flight included
Austin (AUS) to San Jose (SJC)
Book a stay at this luxury hotel in Santa Cruz. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Santa Cruz Beach Boardwalk and Capitola Beach are located nearby.
@ Marbella Lane - 4BR Siliconvalley Gempool House
Berryessa
Save 100% on your flight
Price was $4,156, price is now $2,945 per person
$2,945
per person
Oct 10 - Oct 17
found 16 hours ago
Roundtrip flight included
Austin (AUS) to San Jose (SJC)
Stay at this cottage in San Jose. Enjoy free parking, a garden, and furnished patios. Popular attractions SAP Center at San Jose and PayPal Park are located nearby.
3-4 Night Vacations in Eastside Santa Cruz
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Eastside Santa Cruz
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Eastside Santa Cruz
Bella Notte
21305 E Cliff Dr Santa Cruz CA
Stay at this aparthotel in Santa Cruz. Enjoy free WiFi, free parking, and Netflix. Popular attractions Santa Cruz Beach Boardwalk and Capitola Beach are located ...
Hitching Post Studios Inn
1717 Soquel Avenue Santa Cruz CA
Stay at this motel in Santa Cruz. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
Ocean Echo Inn and Beach Cottages
401 Johans Beach Dr Santa Cruz CA
Book a stay at this beach hotel in Santa Cruz. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
Save an average of 15% on thousands of hotels when you're signed in
La Bahia Hotel and Spa
215 Beach Street Santa Cruz CA
Book a stay at this luxury hotel in Santa Cruz. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Santa Cruz Beach Boardwalk and Capitola ...
Chaminade Resort & Spa
1 Chaminade Ln Santa Cruz CA
Book a stay at this spa resort in Santa Cruz. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the restaurant and the helpful staff ...
Seaside Inn & Suites
525 Ocean St Santa Cruz CA
Stay at this hotel in Santa Cruz. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Bay Front Inn Santa Cruz
325 Pacific Ave Santa Cruz CA
Stay at this motel in Santa Cruz. Enjoy free WiFi, an outdoor pool, and a garden. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Ocean Pacific Lodge
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 ...
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.
Sun, Oct 4 - Fri, Oct 9
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Tue, Oct 20 - Tue, Nov 10
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$180 Roundtrip, found 14 hours ago
$180
Roundtrip
found 14 hours ago
Tue, Oct 20 - Tue, Nov 10
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$180 Roundtrip, found 14 hours ago
$180
Roundtrip
found 14 hours ago
Tue, Oct 20 - Tue, Nov 10
LAX
Los Angeles Intl.
SJC
Norman Y. Mineta San Jose Intl.
$213 Roundtrip, found 14 hours ago
$213
Roundtrip
found 14 hours ago