Midtown Vacations from $230

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The Latest Midtown Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Aqua Breeze Inn

Westside Santa Cruz

Save 100% on your flight

$230

per person

Dec 4 - Dec 6

found 3 hours ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

8.2/10 Very Good! (1,003 reviews)

Everything was great from check in to the end of the stay. Location is great, the room was clean and worked out perfect.

Reviewed on Oct 20, 2026

La Bahia Hotel and Spa

Westside Santa Cruz

$909

per person

Jan 14 - Jan 19

found 17 hours ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

9.6/10 Exceptional! (527 reviews)

Gorgeous property with amazing views. Very relaxing and wonderful amenities. I highly recommend this property.

Reviewed on Oct 20, 2026

@ Marbella Lane - Immaculate & Cozy 3BR Home

Save 100% on your flight

$1,691

per person

Dec 26 - Dec 31

found 18 hours ago

Roundtrip flight included

Portland (PDX) to San Jose (SJC)

No reviews

Chaminade Resort & Spa

$634

per person

Jan 5 - Jan 9

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

8.4/10 Very Good! (1,005 reviews)

We booked a Junior Suite (King + Sofabed) with a resort view for our stay. The “Resort View” is in reality a view of a road and general park g area and not of any part of the visible main hotel building and grounds. The room was large but dated and had a musty odor that was noticeable each time that we had returned to our room.

Reviewed on Oct 20, 2026

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

Save 100% on your flight

$1,653

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Jose (SJC)

No reviews

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown

A natural rock arch formation on a beach with waves crashing below.

Westside Santa Cruz

7 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.

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.

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.

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.

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.

Midtown Hotel Deals

La Bahia Hotel and Spa

215 Beach Street Santa Cruz CA

Fully refundableReserve now, pay when you stay

$409 nightly

$459 total

Oct 22 - Oct 23

Total with taxes and fees

9.6/10 Exceptional! (574 reviews)

"Gorgeous property with amazing views. Very relaxing and wonderful amenities. I highly recommend this property."

Reviewed on Oct 20, 2026

Seaside Inn & Suites

525 Ocean St Santa Cruz CA

Fully refundableReserve now, pay when you stay

$69 nightly

$79 total

Nov 5 - Nov 6

Total with taxes and fees

8.2/10 Very Good! (1,152 reviews)

"We had no light bulb in our lamps, the floors were incredibly dirty despite housekeeping stopping by. We had an iron but no ironing board. The internet wasn’t strong enough to log into Netflix or any streaming app. The shutters were broken. The balcony was nice to use, and the location is very convenient. ..."

Reviewed on Oct 19, 2026

Marea Sol Hotel

301 Beach St Santa Cruz CA

Fully refundableReserve now, pay when you stay

$129 nightly

$149 total

Oct 27 - Oct 28

Total with taxes and fees

9/10 Wonderful! (1,633 reviews)

"Excellent view, clean and very helpfull."

Reviewed on Oct 21, 2026

See all 1,227 properties in Midtown

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.