Redwood Estates Vacations

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Find the Best Redwood Estates Vacation Packages

Redwood Estates Hotel Deals

Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln, Milpitas, CA
Fully refundableReserve now, pay when you stay
The price is ₩139,227 per night from Sep 20 to Sep 21
₩139,227
₩158,991 total
Sep 20 - Sep 21
includes taxes & fees
9/10 Wonderful! (1,611 reviews)
"Super clean and new."

Reviewed on Aug 26, 2025

Sonesta Silicon Valley
La Quinta Inn & Suites by Wyndham Santa Cruz

La Quinta Inn & Suites by Wyndham Santa Cruz

3 out of 5
550 2nd St, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is ₩207,267 per night from Sep 1 to Sep 2
₩207,267
₩238,327 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,199 reviews)
"Fantastic accommodations and location! Room was clean, quiet and safe. Breakfast was really nice, and staff super accommodating. I would stay there again in a heartbeat!"

Reviewed on Aug 25, 2025

La Quinta Inn & Suites by Wyndham Santa Cruz
Hilton Santa Cruz/Scotts Valley

Hilton Santa Cruz/Scotts Valley

4 out of 5
6001 La Madrona Drive, Santa Cruz, CA
Fully refundableReserve now, pay when you stay
The price is ₩152,816 per night from Sep 2 to Sep 3
₩152,816
₩175,708 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,170 reviews)
"Great location, beautiful building"

Reviewed on Aug 25, 2025

Hilton Santa Cruz/Scotts Valley
See all 2,694 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.

Discover the most popular places to visit in Redwood Estates

Wonderful spot for wine tasting, private parties, or a picnic. Spacious Italian garden overlooks the vineyards and Santa Cruz mountains. Specializes in Pinot Noir. Turned to members only this past spring.

Regale Winery and Vineyards

You can enjoy a tasting or tour at Regale Winery and Vineyards during your travels to Los Gatos. Amble around this family-friendly area's beautiful beaches, or seek out the biking trails.

Regale Winery and Vineyards

Peabody Gallery

2/5(1 review)

You can spend an afternoon browsing the exhibits at Peabody Gallery during your trip to Los Gatos. Amble within picturesque gardens or visit the shops in this family-friendly area.

Peabody Gallery

Frequently asked questions

How much does a Redwood Estates vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation to Redwood Estates costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Redwood Estates?
If you'd like to snag a cheap Redwood Estates vacation package, consider planning a trip in January, February and April. You'll generally find better prices on hotels and airfares during these quieter months — ideal for travelers wishing to save money.
How many days is enough for Redwood Estates?
Usually, a handful of days is enough to go to the main attractions during your Redwood Estates vacation. But if you prefer to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Redwood Estates package deals?
Use Expedia's filter tool to help you find some fabulous Redwood Estates package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Redwood Estates package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Redwood Estates vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can personalize your Redwood Estates trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Redwood Estates?
If you have your Redwood Estates vacation dates locked in, book early to grab some outstanding deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Redwood Estates?

  1. Choose your dates: The things you'd like to do in Redwood Estates and your favorite season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Redwood Estates.
  3. Decide your trip length: Think about how long you want to spend discovering Redwood Estates. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Redwood Estates vacation package.

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