Title: Middleton Vacation Packages & Trips 2026 from CA $1,244 | Expedia.ca [Middleton Travel Guide](https://expedia.ca/Middleton.dx8861)[Hotels in Middleton](https://expedia.ca/Middleton-Hotels.d8861.Travel-Guide-Hotels)[Vacation Rentals in Middleton](https://expedia.ca/Middleton-Vacation-Rentals.d8861.Travel-Guide-VacationRentals)[Things to do in Middleton](https://expedia.ca/Things-To-Do-In-Middleton.d8861.Travel-Guide-Activities)[Middleton Car Rentals](https://expedia.ca/Car-Rentals-In-Middleton.d8861.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Middleton 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 Middleton Vacation From its welcoming locals to its family-friendly attractions and beyond, there's loads to love about Middleton. Discover the delights of this awesome city with a Middleton vacation package that's made for you. If a sightseeing tour is on the agenda during your trip to Middleton, visit well-known attractions like [University of Wisconsin-Madison](https://www.expedia.ca/University-Of-Wisconsin-Madison-Eagle-Heights-Assembly.d6068319.Vacation-Attraction), [Camp Randall Stadium](https://www.expedia.ca/Camp-Randall-Stadium-Wisconsin.d6068321.Vacation-Attraction) and [Henry Vilas Zoo](https://www.expedia.ca/Henry-Vilas-Zoo-Madison.d6068337.Vacation-Attraction). That dream Middleton vacation is a couple of clicks away. Browse accommodations, flights and more on Expedia for a getaway that's tailored just for you. ## Top Middleton Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Speckled Hen Inn B&B](https://images.trvl-media.com/lodging/31000000/30320000/30320000/30319991/6befdccc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Speckled Hen Inn B&B CA $1,244 per person Jun 4 - Jun 7 found 1 day ago Roundtrip non-stop flight included Ottawa (YOW) to Madison (MSN) 9.8/10 Exceptional! (9 reviews) ![Graduate by Hilton Madison](https://images.trvl-media.com/lodging/1000000/20000/14400/14397/1f9877bc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Graduate by Hilton Madison Downtown Madison CA $2,021 per person May 5 - May 8 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Madison (MSN) 9/10 Wonderful! (1,000 reviews) Staff is exceptional. Super helpful and accommodating. Great location. Very happy with my stay. Reviewed on Mar 14, 2026 ![Hampton Inn & Suites Madison-West](https://images.trvl-media.com/lodging/3000000/2140000/2135000/2134982/w3838h2560x2y0-00a75c6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Madison-West CA $1,366 per person May 5 - May 8 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Madison (MSN) 9/10 Wonderful! (1,015 reviews) Loved it will be back Reviewed on Mar 23, 2026 ![Hilton Garden Inn Madison West/Middleton](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101843/bcd06f44_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Madison West/Middleton CA $1,363 per person May 5 - May 8 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Madison (MSN) 9/10 Wonderful! (1,007 reviews) Comfortable bed and good in house amenities like a bar/restaurant and pool/hot tub. The family friendly nature is very much prioritized, with large families with multiple children taking over the common spaces like to pool and lounge area. The sofa mattress was stained with no option to move to a new room, we weren’t given enough bedding or towels for the number of guests, the pool towels were consistently out, the bathroom door in our room didn’t latch, a spring came off the sofa bed and the hallways smelled like weed. Underwhelming stay. Reviewed on Mar 22, 2026 ![Hilton Garden Inn Madison Downtown](https://images.trvl-media.com/lodging/62000000/61530000/61523800/61523744/33d633fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Madison Downtown Downtown Madison CA $1,700 per person May 5 - May 8 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Madison (MSN) 9.4/10 Exceptional! (875 reviews) Clean room, super staff Reviewed on Mar 21, 2026 ## Ready to book your vacation to Middleton? Choose your dates ## Middleton Hotel Deals ![Courtyard by Marriott Madison West Middleton](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661912/f77402b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Courtyard by Marriott Madison West Middleton 2266 Deming Way Middleton WI Fully refundableReserve now, pay when you stay CA $118 CA $134 total Mar 29 - Mar 30 includes taxes & fees 9.2/10 Wonderful! (1,004 reviews) Great room, clean, and fantastic pool! Reviewed on Mar 15, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=1661912&PinnedHotelID=1661912&HadPinnedHotel=true®ionId=8861) ![Holiday Inn Express & Suites Madison West - Middleton by IHG](https://images.trvl-media.com/lodging/52000000/51480000/51477800/51477790/9c3e1c09_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express & Suites Madison West - Middleton by IHG 8353 MURPHY DRIVE Middleton WI Fully refundable CA $110 CA $125 total Mar 29 - Mar 30 includes taxes & fees 9.6/10 Exceptional! (677 reviews) Good location with restaurants and shopping nearby. Very clean! Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=51477790&PinnedHotelID=51477790&HadPinnedHotel=true®ionId=8861) ![Hilton Garden Inn Madison West/Middleton](https://images.trvl-media.com/lodging/2000000/1110000/1101900/1101843/bcd06f44_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Madison West/Middleton 1801 Deming Way Middleton WI Fully refundableReserve now, pay when you stay CA $105 CA $119 total Mar 29 - Mar 30 includes taxes & fees 8.8/10 Excellent! (1,005 reviews) When i book, breakfast was included. But not. Made error from expedia or they updated the beeakfast policy ? I dont know Pool was not maintained. Dirty. Water was very cold. Clorox smell was strong, skin got problem Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=1101843&PinnedHotelID=1101843&HadPinnedHotel=true®ionId=8861) [See all 454 properties in Middleton](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=8861) 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 Middleton ![Haunted Madison Capitol Building on Madison Ghosts Haunted Walking Tour](https://mediaim.expedia.com/localexpert/46586124/ba6c42a9-9e83-4e36-8e6e-e0e9933b8824.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Murmurs of Mourning & Murder: Madison Ghost Tour CA $44 per adult [](https://expedia.ca/things-to-do/murmurs-of-mourning-murder-madison-ghost-tour.a46586124.activity-details) ![Trolley Pub Public Tour](https://mediaim.expedia.com/localexpert/48956593/e77baf26-9704-49f2-9956-66027f0d5446.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Trolley Pub Public Tour CA $62 per adult [](https://expedia.ca/things-to-do/trolley-pub-public-tour.a48956593.activity-details) [See all activities in Middleton](https://expedia.ca/things-to-do/search?rid=8861) ## 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