Title: Ski Vacations in Roosevelt Roads 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/6360451/3441fe46-31f2-46bc-b307-613f9edf876d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Roosevelt Roads Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Shannon Willitts Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## 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 ## Flight and Ski hotel deals in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado CA $730 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (498 reviews) loved it! all of the staff was super nice and helpful. was in a convenient area we were able to walk basically everywhere. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&HotelClass=40&dealMarker=VmzHMI7V6TGtEURhW0Q75mguoPJzalqQHXJ9cdmsGD8MXPi1gSAX-FEoE7GAxv_p) ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado CA $1,871 per person Nov 15 - Nov 22 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 8.8/10 Excellent! (545 reviews) Beautiful rooms. Grsat amenities. Amazing hot tub Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=VmzHMI7V6TGtEURhW0Q75p8pcUdJu9jhKRCu8KMTHEt3A_zXMUz2DcA_TL7uHPSR) ![Aire de O:live](https://images.trvl-media.com/lodging/1000000/530000/527600/527599/8d4c39ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aire de O:live Isla Verde CA $890 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (266 reviews) Spectacular, this place is extravagant! Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527599&paandie=true&HotelClass=40&dealMarker=XCgdIYCVEFfA4hAuwYOOV1lbvilIB2VUvgEuyiuVpVcTPD7SmK6YcpI0H5ncyDL6) ![Hotel Puerto Valdes](https://images.trvl-media.com/lodging/70000000/69380000/69371400/69371387/0dc1a939_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Puerto Valdes San Juan Antiguo CA $730 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (485 reviews) Beautiful intimate hotel in a great location. Staff was great and super helpful at all times. Definitely would stay here again. Reviewed on Sep 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=69371387&paandie=true&HotelClass=40&dealMarker=XCgdIYCVEFfA4hAuwYOOV1lbvilIB2VUvgEuyiuVpVcCKYpEKTrKptKpXfl8sdDQ) ![Fairmont El San Juan Hotel](https://images.trvl-media.com/lodging/1000000/10000/1600/1592/99d8d575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Hotel Isla Verde CA $1,091 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 8.4/10 Very Good! (1,958 reviews) For the duration of our stay we received excellent service! I would definitely stay here again! You will be pampered your entire stay. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=40&dealMarker=LZy2YRrGfz-r4fubBijsbgJoU29gSCcoPSxiq_0OsNFTynDCDtIYaqX0MopHGR7h) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Fairmont El San Juan Hotel](https://images.trvl-media.com/lodging/1000000/10000/1600/1592/99d8d575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Hotel Isla Verde CA $1,091 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 8.4/10 Very Good! (1,958 reviews) For the duration of our stay we received excellent service! I would definitely stay here again! You will be pampered your entire stay. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=50&dealMarker=LZy2YRrGfz-r4fubBijsbgJoU29gSCcoPSxiq_0OsNFTynDCDtIYaqX0MopHGR7h) ![Fairmont El San Juan Villa Experience](https://images.trvl-media.com/lodging/65000000/64580000/64577200/64577147/f326ce2d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Villa Experience Isla Verde CA $1,746 per person Nov 13 - Nov 17 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 7.6/10 Good! (125 reviews) Bianca and Melanie at the front desk were both very helpful and accommodating. Reviewed on Sep 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-13/2025-11-17/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=64577147&paandie=true&HotelClass=50&dealMarker=KsEbg6rqFHYM_eKobLIVSnvhKEME8xGepE1uOSEgOA1-D0v5__w5oG40CrtF1sxl) ![Condado Vanderbilt Hotel](https://images.trvl-media.com/lodging/10000000/9110000/9105300/9105241/2628fada_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Condado Vanderbilt Hotel Condado CA $1,138 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9.2/10 Wonderful! (1,584 reviews) Rooms were great, very clean, beautiful views three different swimming pools great restaurants, one of the nicest hotels in Puerto Rico Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=9105241&paandie=true&HotelClass=50&dealMarker=LZy2YRrGfz-r4fubBijsbgJoU29gSCcoPSxiq_0OsNFf-mIbGaqwULh7k42Fyt4V) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado CA $619 per person Nov 10 - Nov 13 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) to San Juan (SJU) 9/10 Wonderful! (498 reviews) loved it! all of the staff was super nice and helpful. was in a convenient area we were able to walk basically everywhere. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-13/?FromAirport=YYZ&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&HotelClass=40&dealMarker=Vs3w-Fj4UIwRnJPLGuNuI7tMz6ZwuXRtxY7yN3YmH99R-Jo22Rh3oxFsQBiljkwp) ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado CA $1,331 per person Nov 20 - Nov 23 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to San Juan (SJU) 8.8/10 Excellent! (545 reviews) Beautiful rooms. Grsat amenities. Amazing hot tub Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YUL&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&HotelClass=40&dealMarker=KsEbg6rqFHYM_eKobLIVSp661Poqta7n1SWUyjb01GnSUXWpkmUuZyhM_fOI9_6t) ![Fairmont El San Juan Hotel](https://images.trvl-media.com/lodging/1000000/10000/1600/1592/99d8d575_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont El San Juan Hotel Isla Verde CA $1,349 per person Nov 20 - Nov 23 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to San Juan (SJU) 8.4/10 Very Good! (1,958 reviews) For the duration of our stay we received excellent service! I would definitely stay here again! You will be pampered your entire stay. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-20/2025-11-23/?FromAirport=YUL&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1592&paandie=true&HotelClass=40&dealMarker=KsEbg6rqFHYM_eKobLIVSp661Poqta7n1SWUyjb01GnhuY9L4TPmkVbMgZsguXtl) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Roosevelt Roads Price found within the past 48 hours. Click for updated prices. ![The Oliver Hotel](https://images.trvl-media.com/lodging/108000000/107090000/107083400/107083384/2b5683ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Oliver Hotel San Juan Antiguo CA $689 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (36 reviews) Everything very nice and clean. There is no permanent staff manning the front desk, but they are a call and a couple of minutes away. The area, Puerta de Tierra, is very safe and within walkable distance to El Viejo San Juan. Only complaint: at arriving, on Thursday, I let the front desk to know that it was my wife birthday the following Saturday, and ask for their help to prepare a small surprise for my wife (that I was going to pay for). The following day I was told that the owners, due to their religion, do not celebrate birthdays. I found that a weird reason. It is their religion, not mine, and I didn’t want them to celebrate anything, I was the one celebrating my wife birthday. Reviewed on Sep 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=107083384&paandie=true&dealMarker=XCgdIYCVEFfA4hAuwYOOV1lbvilIB2VUvgEuyiuVpVeEt_xOB9NNrmRnAWRHUjQe) ![Ola Boutique Hotel](https://images.trvl-media.com/lodging/105000000/104220000/104217200/104217135/7963308f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ola Boutique Hotel Condado CA $730 per person Nov 10 - Nov 14 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 9/10 Wonderful! (498 reviews) loved it! all of the staff was super nice and helpful. was in a convenient area we were able to walk basically everywhere. Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104217135&paandie=true&dealMarker=VmzHMI7V6TGtEURhW0Q75mguoPJzalqQHXJ9cdmsGD8MXPi1gSAX-FEoE7GAxv_p) ![OLV Fifty Five - Adults Only](https://images.trvl-media.com/lodging/24000000/23160000/23155700/23155605/29ce7de9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OLV Fifty Five - Adults Only Condado CA $1,391 per person Nov 24 - Nov 28 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to San Juan (SJU) 8.8/10 Excellent! (545 reviews) Beautiful rooms. Grsat amenities. Amazing hot tub Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-24/2025-11-28/?FromAirport=YTO&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&hotelId=23155605&paandie=true&dealMarker=BRYVfMkd0iQ8mDytnrsevBkDh_davAKWVY-qia9usdVq_AFk_RULOEumSOmSg5yi) Don't see what you're looking for? See all available trips from Columbus to Roosevelt Roads [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-05/2025-11-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SJU&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Roosevelt Roads #### What are some benefits when booking ski vacations in Roosevelt Roads? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in Roosevelt Roads? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Roosevelt Roads, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in Roosevelt Roads with some as cheap as CA $619. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout Roosevelt Roads. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 54 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Roosevelt Roads. #### Can I book all-inclusive ski vacations in Roosevelt Roads? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Roosevelt Roads in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Roosevelt Roads's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in Roosevelt Roads? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in Roosevelt Roads. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 54. With Expedia Rewards, you can earn points towards your next booking. ## 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.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) ### Top Ski Vacation Destinations > - [Ski vacations in Canada](https://www.expedia.ca/lp/theme-vacations/ski-vacations/31/Canada) > - [Ski vacations in Whistler](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to Roosevelt Roads](https://expedia.ca/Cheap-Flights-To-Roosevelt-Roads.d6360451.Travel-Guide-Flights)[Roosevelt Roads Hotels](https://expedia.ca/Roosevelt-Roads-Hotels.d6360451.Travel-Guide-Hotels)[Roosevelt Roads Vacation Rentals](https://expedia.ca/Roosevelt-Roads-Vacation-Rentals.d6360451.Travel-Guide-VacationRentals)[Roosevelt Roads Car Rentals](https://expedia.ca/Car-Rentals-In-Roosevelt-Roads.d6360451.Car-Rental-Guide)[Roosevelt Roads Vacations](https://expedia.ca/Roosevelt-Roads.d6360451.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)