Redwood Estates Holidays from £971

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Your Redwood Estates Holiday

When a break in the city is calling, answer it with a holiday package to Redwood Estates. The neighbourhood of South San Jose, which is great for culture, golfing and mountain biking, makes a wonderful base for your adventures. If your trip to Redwood Estates includes some sightseeing, hit up famous attractions like Testarossa Winery, Old Town Los Gatos and Vasona Lake County Park. Don't put off exploring this destination any longer. The ultimate Redwood Estates holiday is a couple of clicks away with Expedia.

Top Redwood Estates Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was £1,825, price is now £971 per person
£971
per person
14 Jan - 19 Jan
found 1 day ago
Return flight included
London (LHR) to San Francisco (SFO)
9/10 Wonderful! (1,793 reviews)
Great location

Reviewed on 2 Nov 2026

Bay Bridge Inn

Bay Bridge Inn

2 out of 5
Downtown San Francisco
Price was £1,414, price is now £973 per person
£973
per person
10 Jan - 15 Jan
found 1 hour ago
Return flight included
London (LON) to San Francisco (SFO)
7.6/10 Good! (1,000 reviews)
👍

Reviewed on 31 Oct 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was £1,800, price is now £1,243 per person
£1,243
per person
6 Jan - 11 Jan
found 1 day ago
Return flight included
London (LHR) to San Francisco (SFO)
9/10 Wonderful! (7,739 reviews)

Hotel 1550 - SFO Airport

Hotel 1550 - SFO Airport

3.5 out of 5
Price was £2,166, price is now £1,535 per person
£1,535
per person
9 Jan - 16 Jan
found 1 day ago
Return flight included
London (LON) to San Francisco (SFO)
8.8/10 Excellent! (1,015 reviews)
Good value for the money and convenient access to SFO. Would stay again.

Reviewed on 1 Nov 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was £1,461, price is now £1,044 per person
£1,044
per person
21 Jan - 24 Jan
found 3 hours ago
Return flight included
London (LON) to San Francisco (SFO)
9.2/10 Wonderful! (633 reviews)
Great service

Reviewed on 28 Oct 2026

Redwood Estates Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norman Y. Mineta San Jose Intl. Airport (SJC)
Max Temp Winter
16ºC
Max Temp Summer
21ºC
Top Sights
Henry Cowell Redwoods State Park, Testarossa Winery and The Forest of Nisene Marks State Park

Top hotels in Redwood Estates

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is £246 per night from 8 Nov to 9 Nov
£246
8 Nov - 9 Nov
includes taxes & fees
La Bahia Hotel and Spa
Holiday Inn San Jose - Silicon Valley by IHG

Holiday Inn San Jose - Silicon Valley by IHG

3 out of 5
1350 N 1st Street San Jose CA
Fully refundable
The price is £108 per night from 13 Nov to 14 Nov
£108
13 Nov - 14 Nov
includes taxes & fees
8.4/10 Very good! (1,121 reviews)
"Location is awful. Not a safe neighborhood. The hotel blocks the sun at the pool all day. The rooms are worn and my tap had a massive leak spraying onto the wall. I told the staff- no one came. Furniture in room is very stained and all the cabinets have a broke door or drawer."

Reviewed on 2 Nov 2026

Holiday Inn San Jose - Silicon Valley by IHG
The Westin San Jose

The Westin San Jose

4 out of 5
302 South Market Street San Jose CA
Fully refundableReserve now, pay when you stay
The price is £134 per night from 5 Nov to 6 Nov
£134
5 Nov - 6 Nov
includes taxes & fees
The Westin San Jose
See all 2,410 properties in Redwood Estates
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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Redwood Estates

Private Walking Tour in Stanford University

Stanford University Personalized Self-Guided App Tour

£4
per traveller
Stanford University Personalized Self-Guided App Tour
Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

£34
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
San Jose State University: Personalized Self-Guided App Tour

San Jose State University: Personalized Self-Guided App Tour

£4
per traveller
80% of travellers recommend
San Jose State University: Personalized Self-Guided App Tour
See all activities in Redwood Estates

Frequently asked questions

How much does a Redwood Estates travel package cost?
Handcraft your Redwood Estates travel package from as little as £971. Choose from any combination of rental cars, flights and hotels to create the getaway you've been dreaming about for ages. Remember to add on some activities and experiences!
If I'm not able to travel, can I cancel my Redwood Estates travel package?
Certainly, and we're here to help. You may be able to cancel or change your Redwood Estates travel package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If your travel plans suddenly change, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Redwood Estates?
Browse and lock in everything all in one place with our Redwood Estates travel packages. You'll discover bargains on flights, hotels, tours and more that'll keep your bank account happy and your spirit of adventure alive. And, with more than 550 air carriers and 1,000,000 hotel options around the world to select from, you'll have the flexibility to mix and match as you like.
Does Expedia offer Book Now, Pay Later Redwood Estates holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Don't forget to bundle your flights, hotel and car hire with Expedia to get the biggest bang for your travel buck. Check out our flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If making bite-sized repayments each month works for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday across multiple transactions.
  • Low deposit holidays: When you want to grab an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Redwood Estates?
Redwood Estates is home to several interesting places to discover, including Villa del Monte Winery. Stay someplace nearby and make sightseeing easier.
What are the top hotels in Redwood Estates?
If this will be your first visit to Redwood Estates, reserve a room at Toll House Hotel or Hotel Los Gatos. Both hotels will make you feel at home and are top options with lots of travellers.
How far in advance should I book my Redwood Estates holiday?
Be rewarded with the biggest variety and the cheapest prices by booking your adventure to Redwood Estates nice and early. Airlines typically publish tickets around a year prior to departure, so reserve your spot ASAP. Having said that, Expedia is constantly working to give you the best deals around, so there's never a bad time to book your dream holiday!
What does an Expedia Redwood Estates travel package include?
That depends on what you want. If you're travelling alone, you might decide to bundle hotels and flights. Taking the whole crew to Redwood Estates? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility and freedom to customize your travel package.
What should I know before booking a Redwood Estates travel package?
Discover deals that suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save a packet just by bundling your bookings. Whether you're going on an adventure in the snow or kicking back on a warm beach, your ideal holiday is just a few clicks away.
Can I choose my airline with a Redwood Estates Expedia travel package?
The choice is all yours! We have access to over 550 partner airlines throughout the world, so you can design your Redwood Estates escape according to your style and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.