Title: Roosevelt Park Vacation Packages & Trips 2025 from CA $624 | Expedia.ca [Roosevelt Park Travel Guide](https://expedia.ca/San-Jose-Roosevelt-Park.dx553248635976476337)[Hotels in Roosevelt Park](https://expedia.ca/Roosevelt-Park-San-Jose-Hotels.0-n553248635976476337-0.Travel-Guide-Filter-Hotels)[Flights to San Jose](https://expedia.ca/Cheap-Flights-To-San-Jose.d602703.Travel-Guide-Flights)[Things to do in San Jose](https://expedia.ca/Things-To-Do-In-San-Jose.d602703.Travel-Guide-Activities)[Roosevelt Park Car Rentals](https://expedia.ca/Car-Rentals-In-Roosevelt-Park.d553248635976476337.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) # Roosevelt Park Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 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 ## Top Holiday Package Deals in Roosevelt Park Price found within the past 48 hours. Click for updated prices. ![Aqua Breeze Inn](https://images.trvl-media.com/lodging/5000000/4120000/4110800/4110757/e7d0d42d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aqua Breeze Inn Westside Santa Cruz CA $1,081 per person Dec 13 - Dec 20 found 14 hours ago Roundtrip non-stop flight included Vancouver (YVR) to San Jose (SJC) 8/10 Very Good! (1,002 reviews) AC was good! Loved the family style room Reviewed on Sep 29, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-13/2025-12-20/?FromAirport=YVR&Destination=SJC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4110757&paandie=true&dealMarker=Mj1hp-M8tRXdm5U3PUheiFqX-nalk5VHedLlB_SVt9vF7tthpd8wP47ivxwZ8m6M) ![@ Marbella Lane - 3BR Designer Near Valley Fair](https://images.trvl-media.com/lodging/116000000/115910000/115904800/115904724/2fd260a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### @ Marbella Lane - 3BR Designer Near Valley Fair CA $3,964 per person Dec 22 - Dec 29 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to San Jose (SJC) No reviews [](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-29/?FromAirport=YUL&Destination=SJC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115904724&paandie=true&dealMarker=5Malm0OfuhmJguPqjHhBULNbWWgHL8Ns8Zr9Kbo5WwIrKRxTqD7Pf3Atw8dc2iub) ![Motel 6 Santa Cruz, CA ](https://images.trvl-media.com/lodging/6000000/5360000/5353900/5353868/f3c861b6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Motel 6 Santa Cruz, CA Westside Santa Cruz CA $2,149 per person Dec 13 - Dec 20 found 14 hours ago Roundtrip non-stop flight included Vancouver (YVR) to San Jose (SJC) 5.8/10 (545 reviews) Basic motel. Door was difficult to open due to damage to frame. No bulbs in bedside lamp. Smoke alarm smashed Reported but nothing done in a week. Lots of homeless in the area Reviewed on Sep 20, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-13/2025-12-20/?FromAirport=YVR&Destination=SJC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=5353868&paandie=true&dealMarker=A3WU4-pPmYbVDmoLpksoVzqR5ywyZfXq7XuFF2Yi0dMBeiCl6Utpm-qeOEy4F4VF) ## Where to stay in Roosevelt Park Find the best Roosevelt Park areas and neighborhoods for the activities you enjoy most. [Learn more about Roosevelt Park](https://expedia.ca/San-Jose-Roosevelt-Park.dx553248635976476337) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/193000/193591-San-Jose-Museum-Of-Art.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown San Jose 4 out of top 10 points of interest in this area 4.5/5(31 area reviews) 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, and jump on the metro at Santa Clara Station or St James Station to see more of the city. [Find hotel + flight trips in Downtown San Jose](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20San%20Jose&DestID=553248633938970011&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Kelley Park which includes a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26997-Kelley-Park.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South San Jose 4/5(19 area reviews) Southern region of San Jose, California, featuring a mix of businesses, green spaces, and parks. Explore trails like Coyote Creek and Guadalupe River, or visit parks such as Almaden Quicksilver County Park. Easily accessible via VTA stations and highways. [Find hotel + flight trips in South San Jose](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=South%20San%20Jose&DestID=6254400&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Winchester Mystery House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/193000/193370-San-Jose.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West San Jose 1 out of top 10 points of interest in this area 5/5(1 area review) While visiting West San Jose, you might make a stop by sights like Winchester Mystery House and Santana Row Shopping Center. [Find hotel + flight trips in West San Jose](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20San%20Jose&DestID=553248635976008440&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Willow Glen Explore this historic downtown with diverse architectural styles, and upscale living. Enjoy shopping and dining in Downtown Willow Glen, and access nearby VTA light rail and Caltrain stations. [Find hotel + flight trips in Willow Glen](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Willow%20Glen&DestID=553248635976008319&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### North San Jose 1 out of top 10 points of interest in this area 4/5(18 area reviews) If you're spending time in North San Jose, check out sights like Samsung Semiconductor Inc or Silicon Valley and hop on the metro to see more the city at Cisco Station or Baypointe Station. [Find hotel + flight trips in North San Jose](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20San%20Jose&DestID=553248635976481163&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Roosevelt Park Hotel Deals ![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 CA $129 CA $146 total Oct 24 - Oct 25 includes taxes & fees 9/10 Wonderful! (2,312 reviews) "Free breakfast every morning was really nice. The bed was comfortable. Location was very nice. Things I didn't care for was the check-in personnel. Also didn't like the bathroom lights. Not very bright. The person who checked me out was very nice, professional and smiled." Reviewed on Oct 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=13802&PinnedHotelID=13802&HadPinnedHotel=true®ionId=553248635976476337) ![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 CA $145 CA $166 total Nov 1 - Nov 2 includes taxes & fees 9/10 Wonderful! (1,630 reviews) "Spa and pool, nice staff" Reviewed on Oct 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=01%2F11%2F2025&endDate=02%2F11%2F2025&selected=23513&PinnedHotelID=23513&HadPinnedHotel=true®ionId=553248635976476337) ![Spark by Hilton San Jose Airport](https://images.trvl-media.com/lodging/1000000/20000/11500/11484/f79ad4e2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spark by Hilton San Jose Airport 2585 Seaboard Ave, San Jose, CA Fully refundableReserve now, pay when you stay CA $129 CA $149 total Oct 31 - Nov 1 includes taxes & fees 8.4/10 Very Good! (260 reviews) "No problem checking in and also checking out. Wheelchair acceasdible" Reviewed on Oct 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=31%2F10%2F2025&endDate=01%2F11%2F2025&selected=11484&PinnedHotelID=11484&HadPinnedHotel=true®ionId=553248635976476337) [See all 2,343 properties in Roosevelt Park](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=553248635976476337) 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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Roosevelt Park vacation package cost? > We make it simple to travel the world, with Roosevelt Park vacation packages starting from just CA $1,081. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate getaway, why not add a few experiences and tours to your travel itinerary? ### How do I get a cheap travel package to Roosevelt Park? > Think of all the fun things you could do in Roosevelt Park with a wad of extra cash in your wallet. Watch your savings stack up when you combine your flights, hotels and other bookings into a Roosevelt Park vacation package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options around the globe. Whether you're vacationing with the whole family or traveling with someone special, organizing a trip to Roosevelt Park is better with a package. ### Where should I stay in Roosevelt Park? > Visitors come from all over to experience Winchester Mystery House and San Jose Convention Center in Roosevelt Park. Stay within a stone's throw of these must-see attractions and visit them whenever you want. ### How far in advance should I book my Roosevelt Park vacation? > Be rewarded with the biggest variety at the cheapest prices by booking your Roosevelt Park adventure nice and early. Air carriers usually release tickets around a year prior to departure, so start your planning ASAP. Having said that, Expedia is committed to providing you with the best bargains around, so it's always a good time to book your dream vacation! ### What does an Expedia Roosevelt Park travel package include? > Flights, car rentals and hotels — we bring you the very best deals. All you have to do is pick and choose your preferred combination. After you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it simple to create an exciting Roosevelt Park getaway. ### What should I know before booking a Roosevelt Park travel package? > Find deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save a tidy sum just for bundling your bookings. Whether you're taking off on an adventure in the snow or relaxing on a sunny beach, your ideal vacation is just clicks away. ### Can I choose my airline with a Roosevelt Park Expedia vacation package? > Most definitely. Expedia has over 550 partner airlines to select from worldwide. With such a big range of choice, finding the perfect carrier to bring you to Roosevelt Park will be a cinch. ### If I'm not able to travel, can I cancel my Roosevelt Park vacation package? > Your situation can change unexpectedly, so yes. You may be able to change or cancel your Roosevelt Park vacation package for free within 24 hours of booking. For older bookings, you can still cancel and rebook, but your car rental company, hotel or airline may impose a charge. Looking for more information? Visit our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). We'll help make sure your getaway goes off without a hitch. ### Discover the most popular places to visit in Roosevelt Park ![Santana Row Shopping Center](https://mediaim.expedia.com/destination/2/3d9a96d40cf632a25806aa464e5b9cd3.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Santana Row Shopping Center During your trip to San Jose, you can enjoy retail therapy at Santana Row Shopping Center. Attend a sporting event or discover the mountain views in this family-friendly area. [](https://expedia.ca/Santana-Row-Shopping-Center-San-Jose.d6162551.Vacation-Attraction) ![Winchester Mystery House](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/193000/193624-Winchester-Mystery-House.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Winchester Mystery House Wonder about the alleged hauntings and other mysteries as you chart the life of a gun magnate’s widow in this unfinished manor. [](https://expedia.ca/Winchester-Mystery-House-West-San-Jose.d6069499.Vacation-Attraction) ![Raging Waters](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/486000/486963-raging-waters.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Raging Waters Bring your family to Raging Waters and enjoy some excitement at this theme park in San Jose. Discover the top-notch restaurants and great live music in this family-friendly area. [](https://expedia.ca/Raging-Waters-East-San-Jose.d6173045.Vacation-Attraction) ### Things to do ![Picture 2 for Activity San Jose: Valley Ghosts Haunted Walking Tour](https://mediaim.expedia.com/localexpert/48362066/f95600a9-61f5-4f2a-a4d6-b3977b51bed6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Jose Ghost Tour: The Scythe, Sacrifice, & Silhouette CA $44 per adult [](https://expedia.ca/things-to-do/san-jose-ghost-tour-the-scythe.a48362066.activity-details) ![Special Ops: Mysterious Market](https://mediaim.expedia.com/localexpert/46228102/09e3205f-95a4-4a65-bad8-32a9580cff52.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Escape Game San Jose: Epic 60-Minute Adventure at Valley Fair CA $65 per adult [](https://expedia.ca/things-to-do/the-escape-game-san-jose-epic-60-minute-adventure-at-valley-fair.a46228102.activity-details) ![Silicon Valley Tech Tour](https://mediaim.expedia.com/localexpert/475414/6027414a-4e5f-4c87-9d71-79d7d86452e5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Silicon Valley Tech Tour CA $259 per adult [](https://expedia.ca/things-to-do/silicon-valley-tech-tour.a475414.activity-details) [See all activities in San Jose](https://expedia.ca/things-to-do/search?rid=553248635976476337) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.