Upland Open Space Vacation Packages

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Your Upland Open Space Vacation

Lock in a Upland Open Space vacation package that includes everything you need and no unnecessary extras. Great for walking, cafes and dining, think about staying in the neighborhood of Westside Santa Cruz. Love to explore your new surroundings? Santa Cruz Beach Boardwalk, University of California, Santa Cruz and Natural Bridges State Park are a few of the top places to visit during your trip to Upland Open Space. A couple of quick clicks is all it takes to put together the ideal Upland Open Space vacation on Expedia.

Top Upland Open Space Vacation Deals

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

Sonesta San Jose - Milpitas

3.5 out of 5
Price was CA $952, price is now CA $706 per person
CA $706
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Jose (SJC)
8.4/10 Very Good! (1,003 reviews)
A/c in room was stuck at 72 degrees and felt hot air blowing I was on the 8th floor, other than not cooling down the room to an exceptional temperature for myself the stay was peaceful

Reviewed on Apr 11, 2026

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Price was CA $1,753, price is now CA $1,072 per person
CA $1,072
per person
May 22 - May 27
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
8.2/10 Very Good! (1,003 reviews)
Everything is great but we arrived in our room with long lizard in the bathtub.

Reviewed on Apr 10, 2026

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
Westside Santa Cruz
Price was CA $2,277, price is now CA $1,741 per person
CA $1,741
per person
May 14 - May 18
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
9.6/10 Exceptional! (202 reviews)
We loved our stay at this beautiful hotel.

Reviewed on Apr 13, 2026

AC Hotel by Marriott San Jose Santa Clara

AC Hotel by Marriott San Jose Santa Clara

3.5 out of 5
Price was CA $1,526, price is now CA $1,188 per person
CA $1,188
per person
Jul 3 - Jul 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
9.4/10 Exceptional! (797 reviews)
Is the breakfast free?

Reviewed on Apr 12, 2026

Juniper Hotel Cupertino, Curio Collection by Hilton

Juniper Hotel Cupertino, Curio Collection by Hilton

4 out of 5
Price was CA $942, price is now CA $749 per person
CA $749
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Calgary (YYC) to San Jose (SJC)
9/10 Wonderful! (1,001 reviews)
Awesome and cozy place

Reviewed on Mar 28, 2026

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Upland Open Space Hotel Deals

Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
The price is CA $297 per night from Apr 27 to Apr 28
CA $297
CA $338 total
Apr 27 - Apr 28
includes taxes & fees
9.2/10 Wonderful! (1,015 reviews)
We went out and ate locally at restaurants but the hotel was overall pleasant. It has a very nice view of the ocean! If you’re 6’ or taller you might hit the shower head but otherwise quite good! I would go there again. 🙂

Reviewed on Apr 13, 2026

Dream Inn Santa Cruz
La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
The price is CA $386 per night from Apr 26 to Apr 27
CA $386
CA $510 total
Apr 26 - Apr 27
includes taxes & fees
9.6/10 Exceptional! (229 reviews)
We loved our stay at this beautiful hotel.

Reviewed on Apr 13, 2026

La Bahia Hotel and Spa
Seacliff Inn Aptos, Tapestry Collection by Hilton

Seacliff Inn Aptos, Tapestry Collection by Hilton

3.5 out of 5
7500 Old Dominion Court Aptos CA
The price is CA $164 per night from Apr 28 to Apr 29
CA $164
CA $190 total
Apr 28 - Apr 29
includes taxes & fees
8.6/10 Excellent! (1,121 reviews)
Quiet and near all the places we wanted to visit. The bar at the hotel was great.

Reviewed on Apr 12, 2026

Seacliff Inn Aptos, Tapestry Collection by Hilton
See all 1,174 properties in Upland Open Space
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Upland Open Space

Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

Enjoy the thrills at Santa Cruz Beach Boardwalk and find out why people love this theme park in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Santa Cruz Beach Boardwalk
Santa Cruz Harbor

Santa Cruz Harbor

Explore the waterfront in Santa Cruz with a trip to Santa Cruz Harbor. While you're in the area, stroll along the beautiful beaches.

Santa Cruz Harbor
T4D055 Sunset, Cowell Beach, Santa Cruz, California, United States

Cowell's Beach

Explore the waterfront of Cowell's Beach and enjoy activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Cowell's Beach

What to do in Upland Open Space

Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

CA $7
per traveller
Capitola Private Personalized Self-Guided App Tour
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

UC Santa Cruz: Personalized Self-Guided App Tour

CA $7
per traveller
UC Santa Cruz: Personalized Self-Guided App Tour
Meet Capitola Wine Bar owners!

Capitola Friday Night Food Tour

CA $177
per adult
100% of travellers recommend
Capitola Friday Night Food Tour
See all activities in Upland Open Space

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.