
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, Camp Randall Stadium and Henry Vilas Zoo. 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.


1810 Emerson House Bed & Breakfast - Adults Only
per person
May 9 - May 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
9.4/10 Exceptional! (10 reviews)
The hosts were gracious and thorough with amenities. The property was lovely and comfortable.
The food was delicious.
Reviewed on Jul. 11, 2024

Super 8 by Wyndham Whitewater WI
per person
May 9 - May 11
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Madison (MSN)
7/10 Good! (499 reviews)
Our room and in particular, the bathroom smelled horribly of smoke. Was moved to a different room. Big dead moth in the bathtub and the towels were clean but stained. Breakfast was cereal, toast and Hostess twinkies and cupcakes. Worked for the weekend for two guys but would definitely not bring my wife here.
Reviewed on Sep. 30, 2024

Middleton Hotel Deals

Country Inn & Suites by Radisson, Madison West, WI
2212 Deming Way, Middleton, WI
Fully refundable
The price is CA $108 per night from Apr. 20 to Apr. 21
CA $108
CA $122 total
includes taxes & fees
Apr 20 - Apr 21
8.8/10 Excellent! (1,001 reviews)
"Easy to park. Clean rooms and dining area. Friendly staff. Room curtains were ripped and vending machine was out of order. I look fwd to staying again."
Reviewed on Apr. 3, 2025

Holiday Inn Express And Suites Madison West - Middleton by IHG
8353 MURPHY DRIVE, Middleton, WI
Fully refundable
The price is CA $145 per night from Apr. 20 to Apr. 21
CA $145
CA $165 total
includes taxes & fees
Apr 20 - Apr 21
9.6/10 Exceptional! (478 reviews)
Anniversary getaway
"Loved this hotel! Front desk was very Friendly and helpful. She suggested places to eat and we enjoyed her choices! The hotel was VERY clean and comfortable. Breakfast had MANY selections! (fried eggs, omeletes, bacon, sausage patties & links, warm cinnamon rolls, yogurt and more. This hotel is the ..."
Reviewed on Apr. 2, 2025

Courtyard by Marriott Madison West Middleton
2266 Deming Way, Middleton, WI
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Apr. 13 to Apr. 14
CA $148
CA $168 total
includes taxes & fees
Apr 13 - Apr 14
9/10 Wonderful! (1,001 reviews)
Nice stay
"Very clean. Room looked nice. Front desk was helpful. Great experience"
Reviewed on Apr. 1, 2025
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.
Frequently asked questions
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.