Title: Madison Vacation Packages & Trips 2026 | Expedia.ca [Hotels in Madison](https://expedia.ca/Madison-Hotels.d553248635975869814.Travel-Guide-Hotels)[Vacation Rentals in Madison](https://expedia.ca/Madison-Vacation-Rentals.d553248635975869814.Travel-Guide-VacationRentals)[Madison Car Rentals](https://expedia.ca/Car-Rentals-In-Madison.d553248635975869814.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248633992438829/5d7cc01d-9907-4eec-abde-2492263ae6b0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Madison 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 #### Your Madison Vacation The easiest way to experience this exciting city is with a custom-made Madison vacation package. Base yourself in the neighborhood of Downtown Cambridge, which is good for bars and pubs, culture and cafes or go someplace else — our packages are all about you. There's plenty to put on your must-see list during a trip to Madison, beginning with leading attractions such as [Harriet Tubman Underground Railroad National Historical Park](https://www.expedia.ca/Harriet-Tubman-Underground-Railroad-National-Historical-Park-Maryland.d553248633992438829.Vacation-Attraction) and [Spocott Windmill](https://www.expedia.ca/Spocott-Windmill-Cambridge.d553248621532662092.Vacation-Attraction). Whatever your travel plans or budget, organizing your ultimate tailored Madison vacation is easy with Expedia. ## Ready to book your vacation to Madison? Choose your dates ## Madison Hotel Deals ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency Chesapeake Bay 100 Heron Blvd Cambridge MD Fully refundableReserve now, pay when you stay CA $325 CA $435 total Apr 19 - Apr 20 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) Great service, room was clean, great food options Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=890486&PinnedHotelID=890486&HadPinnedHotel=true®ionId=553248635975869814) ![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rod 'N' Reel Resort 4165 Mears Ave Chesapeake Beach MD Fully refundableReserve now, pay when you stay CA $197 CA $247 total Apr 7 - Apr 8 includes taxes & fees 8.4/10 Very Good! (1,009 reviews) love the property for location and now that restaurant and lovely lobby and sitting areas it's quite nice (nicer!) Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=1050433&PinnedHotelID=1050433&HadPinnedHotel=true®ionId=553248635975869814) ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Inn at Perry Cabin 308 Watkins Ln St. Michaels MD CA $794 CA $873 total Apr 19 - Apr 20 includes taxes & fees 9.6/10 Exceptional! (376 reviews) The Inn at Perry Cabin was a great option Reviewed on Mar 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=14576&PinnedHotelID=14576&HadPinnedHotel=true®ionId=553248635975869814) [See all 556 properties in Madison](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F04%2F2026&endDate=02%2F04%2F2026®ionId=553248635975869814) 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) ## 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