Downtown Vacation Packages

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Top Holiday Package Deals in Downtown

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

Sonesta San Jose - Milpitas

CA $809
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
8.8/10 Excellent! (1,103 reviews)
Sonesta Silicon Valley

Sonesta Silicon Valley

CA $1,014
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
9.2/10 Wonderful! (2,193 reviews)
The receptionist in the morning is not helpful, very reluctant and ignored my request . I requested her to provide clean towels in the early morning, when I came back in the evening,I didn’t have any . I had to go to the lobby to pick up .

Reviewed on Sep 13, 2026

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

CA $1,590
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
9.4/10 Exceptional! (1,419 reviews)
Shashi Hotel is really nice and well kept! Staff very helpful! There is a huge parking lot that used to be free to park. They are now charging $20 for parking. Patrons now are parking on sidewalk, which is unfortunate that such a quality hotel is having customers park on the sidewalk leaving the hotel parking lot largely vacant. Please return parking to free for customers. It doesn't feel good having such a nice hotel have customers park on the sidewalk. It doesn't match the vibe of the hotel! Thanks for your consideration!!!

Reviewed on Sep 13, 2026

Aloft by Marriott San Jose Cupertino

Aloft by Marriott San Jose Cupertino

West San Jose
CA $903
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
9/10 Wonderful! (1,008 reviews)
Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

Rosemary
CA $846
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
8.2/10 Very good! (1,152 reviews)

Where to stay in Downtown

Find the best Downtown areas and neighborhoods for the activities you enjoy most. Learn more about Downtown
A coastal cityscape with a beach, pier, and amusement park.

Westside Santa Cruz

6 out of top 10 points of interest in this area

Westside Santa Cruz is known for its stunning beaches, and with sights like Santa Cruz Beach Boardwalk and Monterey Bay, you won't get bored spending a day wandering around this part of Santa Cruz.

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A rocky coastline with waves crashing against the rocks.

Eastside Santa Cruz

1 out of top 10 points of interest in this area

Eastside Santa Cruz is known for its beaches, and you can plan a trip to Monterey Bay and Twin Lakes State Beach while you're in town.

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A crowded beach with numerous boats and people.

Pleasure Point

World-renowned surf spot with a strong surf culture, Pleasure Point offers picturesque ocean views along East Cliff Drive and a walkable path with separate bike lanes. Enjoy amenities at Pleasure Point Park and nearby 41st Ave commercial district.

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A street with a clock tower, a tram, and a building with a sign.

Beach Hill - Beach Flats

Beach Hill - Beach Flats might not have many top sights, but Santa Cruz Beach Boardwalk and Monterey Bay National Marine Sanctuary Exploration Center are two attractions nearby that you can check out.

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A historic building with a distinctive corner turret, surrounded by autumn-colored trees and a clear street.

Downtown Santa Cruz

Unique features of Downtown Santa Cruz include the beaches and restaurants. Make a stop by Pacific Avenue or Santa Cruz Museum of Art and History while you're exploring the area.

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Downtown Hotel Deals

Ocean Pacific Lodge

Ocean Pacific Lodge

301 Pacific Avenue Santa Cruz CA
CA $111
CA $146 total
Oct 6 - Oct 7
includes taxes & fees
8.8/10 Excellent! (1,537 reviews)
"Very convenient location to the beach!"

Reviewed on Sep 13, 2026

Ocean Pacific Lodge
La Bahia Hotel and Spa

La Bahia Hotel and Spa

215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $361
CA $483 total
Sep 21 - Sep 22
includes taxes & fees
La Bahia Hotel and Spa
Chaminade Resort & Spa

Chaminade Resort & Spa

1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
CA $243
CA $342 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Great rooms, different sizes and views, some have patios or balconies and some don't. Very relaxing with lots to do on property. Wonderful place to relax"

Reviewed on Sep 13, 2026

Chaminade Resort & Spa
See all 1,199 properties in Downtown
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.
All Inclusive Vacations
All Inclusive Vacations
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Beach Vacations
Family Vacations
Family Vacations
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Golf Vacations
Luxury Vacations
Luxury Vacations
Romantic Vacations
Romantic Vacations
Ski Vacations
Ski Vacations

Stay near popular Downtown attractions

Williams-Reynolds House

7.0/10 (2 reviews)
You can learn about the history of Santa Cruz with a trip to Williams-Reynolds House. Attend a sporting event in this walkable area, or seek out the surfing spots.
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Things to do

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

CA $62
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
Santa Cruz Walking Tour: Discover Downtown & Mission Hill

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

CA $62
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
Capitola Friday Night Food Tour

Capitola Friday Night Food Tour

CA $179
per adult
100% of travellers recommend
Capitola Friday Night Food Tour
See all activities in Santa Cruz
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.