Redwood Estates Holidays from £883

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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
 The Huntington Hotel
@ Marbella Lane - SJ Designer Home 3BR Ldry+p
The Westin St. Francis San Francisco on Union Square
@ Marbella Lane - 3BR Designer Near Valley Fair

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

Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is £171 per night from 12 May to 13 May
£171
12 May - 13 May
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
👍

Reviewed on 1 May 2026

Dream Inn Santa Cruz
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
The price is £84 per night from 15 May to 16 May
£84
15 May - 16 May
includes taxes & fees
9/10 Wonderful! (2,715 reviews)
The breakfast we had every day was delicious. The staff were all exceptionally friendly. Our room was clean and quiet. We would stay there again for sure.

Reviewed on 29 Apr 2026

Maple Tree Inn
Hyatt Place San Jose Airport

Hyatt Place San Jose Airport

3 out of 5
82 Karina Court, Airport San Jose CA
Fully refundableReserve now, pay when you stay
The price is £109 per night from 3 May to 4 May
£109
3 May - 4 May
includes taxes & fees
9/10 Wonderful! (1,527 reviews)
Check in was terrible staff was rude. Made me wait to check in at 2am after all day of extended medical work while she talked on the phone for 5 mins. Then gave me a double room even though I booked and paid for king. Said to bad kings are first come first serve regardless of what you book.

Reviewed on 29 Apr 2026

Hyatt Place San Jose Airport
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.

What to do in Redwood Estates

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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. Flight-inclusive packages are ATOL protected.