Title: Roosevelt Park Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $834 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. ![Juniper Hotel Cupertino, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/880000/878800/878745/57165126_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Juniper Hotel Cupertino, Curio Collection by Hilton CA $834 per person Feb 27 - Mar 3 found 1 day ago Roundtrip non-stop flight included Edmonton (YEA) to San Jose (SJC) 9/10 Wonderful! (1,000 reviews) Great hotel in the heart of Cupertino. Conveniently located by a major crossroad with access to lots of food and shopping options nearby. Note, hotel itself has limited options but they are not all that bad. Minutes to Apple, 15-20 mins to major tech companies. The Westfield mall is not too far, along with Santana Row if you are the mood for shopping. The room was spacious, clean and has excellent housekeeping staff. Front desk is attentive and helpful. They have a nook that sells packaged snacks (the choice here could be a little better). The hotel is pet friendly and our dog loved the place as well. Reviewed on Dec 6, 2025 ![Marbella Lane Triplex San Jose](https://images.trvl-media.com/lodging/54000000/53980000/53971600/53971587/9be7eace_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Marbella Lane Triplex San Jose Northside CA $3,458 per person Feb 4 - Feb 11 found 1 day ago Roundtrip non-stop flight included Victoria (YYJ) to San Jose (SJC) 7.4/10 Good! (43 reviews) It is very nice of a place. I just didnt get a kitchen to cook in. So the pictures lied and i couldnt get in just yet. Other then that great place, location and nice community. Reviewed on Nov 11, 2025 ![Global Luxury Suites San Jose Downtown](https://images.trvl-media.com/lodging/102000000/101770000/101760100/101760048/9e9319e0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Global Luxury Suites San Jose Downtown Downtown San Jose CA $2,537 per person Feb 4 - Feb 11 found 1 day ago Roundtrip non-stop flight included Victoria (YYJ) to San Jose (SJC) 6.6/10 (29 reviews) The room was in good condition, amenities were fine. Biggest issue was the location of the room to San Pedro Square. Unless the windows and doors are replaced there is a major noise issue in this unit - every night of the week there is live music, on Thurs-Sat there is music until 2:00am. This is very impactful to sleep Reviewed on Oct 28, 2025 ![Global Luxury Suites at Mountain View](https://images.trvl-media.com/lodging/17000000/16410000/16404500/16404421/02f25548_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Global Luxury Suites at Mountain View Shoreline West CA $1,287 per person Mar 9 - Mar 14 found 4 hours ago Roundtrip flight included Toronto (YYZ) to San Jose (SJC) 8.2/10 Very Good! (185 reviews) While the property itself is great (clean, quiet, good amenity), communication and management is poor. We were given a code to a wrong room in the Latch app as they re-assigned us to a new room on the day of check-in but didn’t update in their system properly. We stepped in a room that was clearly occupied! What’s worse was we were emailed that all staff would be on Thanksgiving break and we should call some back up phone number, but the back up person clearly belongs to a different firm and was not sure how to handle this and told us there is a chance nobody would be given it’s night before Thanksgiving (so very stressful for us after a long day of driving). And even more funny was we tried to call the original number after all, and they were actually not on break at all! They were indeed able to help. It seems the property is subcontracted through many firms and between each layer there is some communication barrier. Too many miscommunication and mismanagement made an otherwise wonderful stay stressful. Reviewed on Nov 29, 2025 ![Valley Inn San Jose](https://images.trvl-media.com/lodging/1000000/10000/4000/3981/1398d2e9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Valley Inn San Jose Newhall CA $1,734 per person Feb 4 - Feb 11 found 1 day ago Roundtrip non-stop flight included Victoria (YYJ) to San Jose (SJC) 6.2/10 (338 reviews) Neat and comfortable in the room Reviewed on Aug 6, 2025 ## 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 5 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 San Pedro Square and San Jose Museum of Art, 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) ![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) ![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) ### North San Jose 4/5(18 area reviews) If you're spending time in North San Jose, check out sights like Samsung Semiconductor Inc or Topgolf San Jose 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 ![The Domain Hotel](https://images.trvl-media.com/lodging/1000000/30000/21500/21433/2e56a61f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Domain Hotel 1085 E El Camino Real Sunnyvale CA Fully refundableReserve now, pay when you stay CA $135 CA $152 total Dec 18 - Dec 19 includes taxes & fees 8/10 Very Good! (1,402 reviews) very comfortable and clean Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=21433&PinnedHotelID=21433&HadPinnedHotel=true®ionId=553248635976476337) ![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 $112 CA $126 total Dec 31 - Jan 1, 2026 includes taxes & fees 9/10 Wonderful! (2,472 reviews) Clean room, bed was comfortable. Annoying beeping alarm started at 6 am though and continued for hours. Breakfast was pretty good (powdered eggs with ham, potatoes, yogurt, bagels, pancake machine.) Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=31%2F12%2F2025&endDate=01%2F01%2F2026&selected=13802&PinnedHotelID=13802&HadPinnedHotel=true®ionId=553248635976476337) ![Shashi Hotel Mountain View Palo Alto](https://images.trvl-media.com/lodging/68000000/67300000/67290100/67290011/0ef0ecb3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Shashi Hotel Mountain View Palo Alto 1625 N Shoreline Blvd Mountain View CA Fully refundableReserve now, pay when you stay CA $190 CA $209 total Jan 8 - Jan 9, 2026 includes taxes & fees 9.2/10 Wonderful! (1,189 reviews) good tast and reasonable p ri ce Reviewed on Dec 13, 2025 [](https://expedia.ca/Hotel-Search?startDate=08%2F01%2F2026&endDate=09%2F01%2F2026&selected=67290011&PinnedHotelID=67290011&HadPinnedHotel=true®ionId=553248635976476337) [See all 2,461 properties in Roosevelt Park](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F12%2F2025&endDate=19%2F12%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? ### How do I get a cheap travel package to Roosevelt Park? ### Where should I stay in Roosevelt Park? ### How far in advance should I book my Roosevelt Park vacation? ### What does an Expedia Roosevelt Park travel package include? ### What should I know before booking a Roosevelt Park travel package? ### Can I choose my airline with a Roosevelt Park Expedia vacation package? ### If I'm not able to travel, can I cancel my Roosevelt Park vacation package? ### Discover the most popular places to visit in Roosevelt Park ![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) ![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) ![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 $33 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 $255 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.