Castro Holidays

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Your Castro Holiday

Take all the hassle out of planning your next break by booking a Castro holiday package. Soak in the sounds and sights of this unique neighbourhood and experience all it has to offer. Some leading nearby attractions to check out during your trip to Castro include Winchester Mystery House, Santana Row Shopping Centre and Orchid Beauty & Spa. Expedia is here to help put your travel plans into action. Book your ultimate Castro holiday today.

Our guide on where to stay in Castro

Find the best Castro areas and neighborhoods for the activities you enjoy most. Learn more about Castro
A historic building with a clock tower, adjacent to a modern high-rise building.

Downtown San Jose

5 out of top 10 points of interest in this area

Known for its fascinating museums and great live music, there's plenty to explore in Downtown San Jose. You can visit top attractions like SAP Center at San Jose and San Pedro Square Market, and jump on the metro at Santa Clara Station or St James Station to see more of the city.

Find hotels in Downtown San Jose
A cityscape at sunset with a mountain range in the foreground and a river in the distance.

South San Jose

Consider exploring the abundant dining options in South San Jose. If sightseeing is on the list, Almaden Plaza is a top attraction. Hop on the metro at Blossom Hill Station (VTA) or Snell Station to see more of the area.

Find hotels in South San Jose
A cityscape with a sunset over mountains.

Willow Glen

When in Willow Glen and the surrounding area, you'll want to check out sights like The Pruneyard Shopping Center or SAP Center at San Jose and hop on the metro to see more of the city at Bascom Station or Fruitdale Station.

Find hotels in Willow Glen
A large, ornate building with a red roof and multiple towers, surrounded by well-manicured gardens and palm trees.

West San Jose

1 out of top 10 points of interest in this area

If you're spending some time in West San Jose, Winchester Mystery House and Santana Row Shopping Center are top sights worth seeing.

Find hotels in West San Jose
A highway sign for Exit 2B to San Jose on I-101 South, 1 mile ahead.

North San Jose

1 out of top 10 points of interest in this area

While you're in North San Jose, take in top sights like Samsung Semiconductor Inc or Topgolf San Jose, and hop on the metro to see more of the city at Cisco Station or Baypointe Station.

Find hotels in North San Jose

Our pick of the best Castro Hotel Deals

Sonesta Silicon Valley

Sonesta Silicon Valley

1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
AU$201
6 Nov - 7 Nov
includes taxes & fees
Sonesta Silicon Valley
Maple Tree Inn

Maple Tree Inn

711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
AU$121
31 Oct - 1 Nov
includes taxes & fees
9/10 Wonderful! (3,082 reviews)
"A very nice day. I think his name is Bryce, that was so kind and thoughtful to answer any questions I had. everyone so nice and a nice stay."

Reviewed on 17 Oct 2026

Maple Tree Inn
Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

1350 N 1st Street San Jose CA
Fully refundable
AU$208
30 Oct - 31 Oct
includes taxes & fees
Holiday Inn San Jose - Silicon Valley by IHG
See all 2,064 properties in Castro
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays
family friendly holidays
Family Friendly Holidays
Family Friendly Holidays
golf holidays
Golf Holidays
Golf Holidays
luxury holidays
Luxury Holidays
Luxury Holidays
romantic holidays
Romantic Holidays
Romantic Holidays
ski holidays
Ski Holidays
Ski Holidays
honeymoon holidays
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Spa Holidays
Spa Holidays
Spa Holidays

Frequently asked questions

How much does a Castro holiday package cost?
From as little as . Yes, you read that correctly. Our Castro packages are the easiest way to make your budget stretch further. Combine your preferred flights, hotels and rental car and explore this exciting destination.
How do I get a cheap travel package to Castro?
Creating your own Castro holiday package with Expedia is the easiest way to save. We have over 550 air carriers and 1 000 000 hotel options spread across the globe. With such a huge range to pick from, you'll have no issues creating your perfect holiday.
Where should I stay in Castro?
Most travellers who visit Castro include Winchester Mystery House and San Jose Convention Centre on their sightseeing itineraries. Why not book a hotel right near these main attractions?
How far in advance should I book my Castro holiday?
While prices change frequently, we generally recommend booking your holiday as soon as possible. Many international airfares can be found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be in luck. Cheap journeys to Castro occasionally appear just weeks before departure.
What does an Expedia Castro travel package include?
Packages include flights, hotels and rental cars, but you can combine any of them to create your dream Castro holiday. You can also add on fun things like activities and experiences once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Castro travel package?
Bundling your bookings into a Castro holiday package is the most convenient way to organise your trip. Not only that, you'll get great discounts when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Castro Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you certainly can. Just choose your preferred carrier and create your ideal Castro getaway.
If I'm not able to travel, can I cancel my Castro holiday package?
Whether it's your hotel or flight, you can cancel or amend it. Locked in your Castro holiday package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a charge from your hotel, airline or car rental company. For more information, look up our Customer Service Portal. We're here to help you each step of the way.

Activities

Self Guided Walking Tour in Agnews Historic Park

Agnews Historic Park Personalized Self-Guided App Tour

AU$7
per traveller
Agnews Historic Park Personalized Self-Guided App Tour
Niles History: An Audio Tour of the First Movie Capital

Niles History: An Audio Tour of the First Movie Capital

AU$14
per adult
Niles History: An Audio Tour of the First Movie Capital
Turkish Mosaic Lamp Making Workshop

Turkish Mosaic Lamp Making Workshop

AU$133
per adult
Turkish Mosaic Lamp Making Workshop
See all activities in San Jose
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.