Title: Reserve Redwood Estates Vacation Packages - 2026 | Expedia.com [Redwood Estates Travel Guide](https://expedia.com/Redwood-Estates.dx3000428561)[Hotels in Redwood Estates](https://expedia.com/Redwood-Estates-Hotels.d3000428561.Travel-Guide-Hotels)[Vacation Rentals in Redwood Estates](https://expedia.com/Redwood-Estates-Vacation-Rentals.d3000428561.Travel-Guide-VacationRentals)[Flights to Redwood Estates](https://expedia.com/Cheap-Flights-To-Redwood-Estates.d3000428561.Travel-Guide-Flights)[Car Rentals in Redwood Estates](https://expedia.com/Car-Rentals-In-Redwood-Estates.d3000428561.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Redwood Estates Vacations from $605 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Redwood Estates Vacation When a break in the city is calling, answer it with a vacation package to Redwood Estates. The neighborhood 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](https://www.expedia.com/Testarossa-Winery-Los-Gatos.d6289795.Vacation-Attraction), [Old Town Los Gatos](https://www.expedia.com/Old-Town-Los-Gatos-Los-Gatos.d684494615897894912.Vacation-Attraction) and [Vasona Lake County Park](https://www.expedia.com/Vasona-Lake-County-Park-Los-Gatos.d6289786.Vacation-Attraction). Don't put off exploring this destination any longer. The ultimate Redwood Estates vacation is a couple of clicks away with Expedia. ## The Latest Redwood Estates vacation packages Price found within the past 48 hours. Click for updated prices. ![The Grove Inn](https://images.trvl-media.com/lodging/1000000/1000000/994200/994146/f67eeee0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Grove Inn Western Addition Save 100% on your flight $605 per person Apr 9 - Apr 13 found 1 day ago Roundtrip flight included Dallas (DFW) to San Francisco (SFO) 9.2/10 Wonderful! (670 reviews) We had a deluxe king room. The room was small and basic, but sparkly clean and had a very comfortable bed. We really liked the location. It was very central to everything we wanted to do. Reviewed on Feb 12, 2026 ![Jenner Inn](https://images.trvl-media.com/lodging/14000000/13010000/13001200/13001120/959d1792_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Jenner Inn $623 per person Apr 22 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to San Francisco (SFO) 8.8/10 Excellent! (968 reviews) Love the Jenner Inn! It’s always a perfect trip when we stay here Reviewed on Feb 6, 2026 ![1 Hotel San Francisco](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138217/60488ea7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel San Francisco Downtown San Francisco Save 100% on your flight $748 per person Apr 18 - Apr 20 found 13 hours ago Roundtrip flight included Dallas (DFW) to San Francisco (SFO) 9.2/10 Wonderful! (470 reviews) Beautiful overall , this is not as complaint but the shower head in our bathroom didn’t have any water coming out Reviewed on Feb 15, 2026 ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/4fc40d21_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Appellation Healdsburg $1,349 per person Apr 22 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to San Francisco (SFO) 8.6/10 Excellent! (20 reviews) Everybody was great but we ate dinner on site two nights. The food was very expensive and not great I have to say. I am no fancy guy but 550 bucks for a share steak and couple bottles of wine is not a good look. Reviewed on Feb 9, 2026 ![Sonoma Sunshine by Avantstay Countryside Views](https://images.trvl-media.com/lodging/100000000/99670000/99666300/99666249/546606e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonoma Sunshine by Avantstay Countryside Views Save 100% on your flight $2,743 per person May 7 - May 11 found 19 hours ago Roundtrip flight included Chicago (ORD) to San Francisco (SFO) No reviews Don't see what you're looking for? See all available trips from Columbus to Redwood Estates [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-16/2026-03-23/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJC&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_3000428561) ### Discover the most popular places to visit in Redwood Estates ![Vasona Park is a park located in Los Gatos, California; Shutterstock ID 110237099; Purchase Order: -](https://images.trvl-media.com/place/6289786/854e7f61-0245-4e7c-be34-6aa353bd8f1d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Vasona Lake County Park 3.5/5(3 reviews) Vasona Lake County Park is just one of the places to see in Los Gatos, so why not enjoy the other things to explore during your travels? Discover the mountain views and shops in this family-friendly area. [](https://expedia.com/Vasona-Lake-County-Park-Los-Gatos.d6289786.Vacation-Attraction) ![Vernal falls along the Mist Trail in Yosemite National Park in autumn](https://images.trvl-media.com/place/6289783/7fc658ca-4449-4328-9bad-b0222c48450d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Castle Rock Falls Enjoy the mountain views and explore Castle Rock Falls, a lovely green space in Los Gatos. Check out the shops and top-notch restaurants in this family-friendly area. [](https://expedia.com/Castle-Rock-Falls-Los-Gatos.d6289783.Vacation-Attraction) ![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. ](https://images.trvl-media.com/place/6289805/d7cb8b55-5e56-4992-a0f7-f8b96ab5ffa8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.com/Regale-Winery-And-Vineyards-Los-Gatos.d6289805.Vacation-Attraction) ### What to do in Redwood Estates ![San Jose Sharks Ice Hockey Game at SAP Center](https://mediaim.expedia.com/localexpert/47587285/cbb3ebcf-a6a8-42f9-a844-36e65a09f793.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Jose Sharks Ice Hockey Game at SAP Center $187 per adult [](https://expedia.com/things-to-do/san-jose-sharks-ice-hockey-game-at-sap-center.a47587285.activity-details) ![Private Walking Tour in Stanford University ](https://mediaim.expedia.com/localexpert/46749478/62859780-e196-4c1f-8ba7-a221f671a6bf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Stanford University Personalized Self-Guided App Tour $5 per traveler [](https://expedia.com/things-to-do/stanford-university-personalized-self-guided-app-tour.a46749478.activity-details) ![Self Guided Walking Tour in Agnews Historic Park](https://mediaim.expedia.com/localexpert/49037658/319e2881-54a8-41fd-95c5-cacded13e40e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Agnews Historic Park Personalized Self-Guided App Tour $5 per traveler [](https://expedia.com/things-to-do/agnews-historic-park-personalized-self-guided-app-tour.a49037658.activity-details) [See all activities in Redwood Estates](https://expedia.com/things-to-do/search?rid=3000428561) ## Redwood Estates Hotel Deals ![Sonesta Silicon Valley](https://images.trvl-media.com/lodging/1000000/30000/23600/23513/df665399_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Silicon Valley 1820 Barber Ln Milpitas CA Fully refundableReserve now, pay when you stay $124 nightly $142 total Feb 27 - Feb 28 Total with taxes and fees 9/10 Wonderful! (1,763 reviews) Great staff always clean love this place Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&selected=23513&PinnedHotelID=23513&HadPinnedHotel=true®ionId=3000428561) ![Sonesta Select San Jose Airport](https://images.trvl-media.com/lodging/1000000/20000/16900/16897/f3399389_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Select San Jose Airport 1727 Technology Dr San Jose CA Fully refundableReserve now, pay when you stay $113 nightly $131 total Mar 6 - Mar 7 Total with taxes and fees 8.6/10 Excellent! (1,698 reviews) awesome Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F6%2F2026&endDate=3%2F7%2F2026&selected=16897&PinnedHotelID=16897&HadPinnedHotel=true®ionId=3000428561) ![Maple Tree Inn](https://images.trvl-media.com/lodging/1000000/20000/13900/13802/4363ca08_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Maple Tree Inn 711 E El Camino Real Sunnyvale CA Fully refundableReserve now, pay when you stay $94 nightly $106 total Mar 7 - Mar 8 Total with taxes and fees 9/10 Wonderful! (2,629 reviews) Breakfast Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=13802&PinnedHotelID=13802&HadPinnedHotel=true®ionId=3000428561) [See all 2,899 properties in Redwood Estates](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=3000428561) 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. ## Find the Best Redwood Estates Vacation Packages ## Redwood Estates Essential Information | Language | English | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Norman Y. Mineta San Jose Intl. Airport (SJC) | | Top Sights | [Testarossa Winery](https://www.expedia.com/Testarossa-Winery-Los-Gatos.d6289795.Vacation-Attraction), [Regale Winery and Vineyards](https://www.expedia.com/Regale-Winery-And-Vineyards-Los-Gatos.d6289805.Vacation-Attraction) and [Loma Prieta Winery](https://www.expedia.com/Loma-Prieta-Winery-Los-Gatos.d6289799.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Redwood Estates vacation package cost? ### What are the cheapest months to go to Redwood Estates? ### How many days is enough for Redwood Estates? ### How to find the best Redwood Estates package deals? ### Is it cheaper to book a Redwood Estates vacation as a package? ### When to book a vacation package to Redwood Estates? ### Does Expedia offer Book Now, Pay Later Redwood Estates vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Resorts in Holy City ](https://www.expedia.com/Holy-City-Resorts.d3000748625-aaResorts.Travel-Guide-Accommodation) - [Cabin Rentals in Holy City ](https://www.expedia.com/Holy-City-Cabins.d3000748625-aaCabins.Travel-Guide-Accommodation) - [Villas in Holy City ](https://www.expedia.com/Holy-City-Villas.d3000748625-aaVillas.Travel-Guide-Accommodation) - [3 Star Hotels in Holy City ](https://www.expedia.com/3Star-Holy-City-Hotels.s30-0-d3000748625.Travel-Guide-Filter-Hotels) - [Lexington Hills Hotels ](https://www.expedia.com/Lexington-Hills-Hotels.d553248635975849564.Travel-Guide-Hotels) - [Hotels near Villa del Monte Winery 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