Title: Madison Vacation Packages & Trips 2025/2026 | Expedia.ca [Hotels in Madison](https://expedia.ca/Madison-Hotels.d6351360.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d6351360.Travel-Guide-VacationRentals)[Things to do in Madison](https://expedia.ca/Things-To-Do-In-Madison.d6351360.Travel-Guide-Activities)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d6351360.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6351360/06f4c349-6324-40b2-b8e2-fdda8d4d9e11.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Madison Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Phil Martin - ## 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 #### Your Madison Vacation History, cuisine, art and more … There's a whole lot to discover with a Madison vacation package. And with the ability to easily customize your city getaway, you know it'll be one that's tough to forget. [Early Mountain Vineyards](https://www.expedia.ca/Early-Mountain-Vineyards-Madison.d553248621532661743.Vacation-Attraction) is just one of the must-see attractions to check off your to-do list during a trip to Madison. Your Madison vacation is just a few clicks away. Search flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style. ## Ready to book your vacation to Madison? Choose your dates ## Madison Hotel Deals ![English Inn of Charlottesville](https://images.trvl-media.com/lodging/13000000/12380000/12372000/12371944/c0c5b4f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### English Inn of Charlottesville 2000 Morton Drive, Charlottesville, VA Fully refundableReserve now, pay when you stay CA $122 CA $144 total Nov 10 - Nov 11 includes taxes & fees 9/10 Wonderful! (2,500 reviews) "Lovely facility. Comfortable, clean, and located near lots of different shops." Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=12371944&PinnedHotelID=12371944&HadPinnedHotel=true®ionId=6351360) ![Massanutten Resort](https://images.trvl-media.com/lodging/78000000/77070000/77066200/77066188/9efaf70c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Massanutten Resort 1822 Resort Dr, McGaheysville, VA 8/10 Very Good! (1,004 reviews) "Everything was good" Reviewed on Oct 6, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=77066188&PinnedHotelID=77066188&HadPinnedHotel=true®ionId=6351360) [](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=77066188&PinnedHotelID=77066188&HadPinnedHotel=true®ionId=6351360) ![DoubleTree by Hilton Hotel Charlottesville](https://images.trvl-media.com/lodging/1000000/20000/11200/11153/fbee36d3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Charlottesville 990 Hilton Heights Rd, Charlottesville, VA Fully refundableReserve now, pay when you stay CA $137 CA $156 total Oct 19 - Oct 20 includes taxes & fees 8/10 Very Good! (1,011 reviews) "Hotel was better than expected. Very beautiful inside and out." Reviewed on Oct 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F10%2F2025&endDate=20%2F10%2F2025&selected=11153&PinnedHotelID=11153&HadPinnedHotel=true®ionId=6351360) [See all 1,710 properties in Madison](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025®ionId=6351360) 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) ### What to do in Madison ![Charlottesville's Five Vineyards & Wineries Private Tour](https://mediaim.expedia.com/localexpert/49353165/2b508ab9-7398-4972-97c6-03eb743ccddd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Charlottesville: Best Vineyards Private Tour (Up to 14 people) CA $1,337 per traveller [](https://expedia.ca/things-to-do/charlottesville-best-vineyards-private-tour-up-to-14-people.a49353165.activity-details) [See all activities in Madison](https://expedia.ca/things-to-do/search?rid=6351360) ## Explore a world of travel with Expedia \* 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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)