Middleton Vacation Packages

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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.
Evansville Inn & Suites By OYO

Evansville Inn & Suites By OYO

2.5 out of 5
per person
Feb. 13 - Feb. 16
found 4 hours ago
Roundtrip flight included
Kelowna (YLW) to Madison (MSN)
7.4/10 Good! (176 reviews)
It was very quiet and clean and the staff have always been great.

Reviewed on Nov. 22, 2024

The Edgewater

The Edgewater

4.5 out of 5
Downtown Madison
per person
Feb. 13 - Feb. 16
found 4 hours ago
Roundtrip flight included
Kelowna (YLW) to Madison (MSN)
9.2/10 Wonderful! (1,000 reviews)
Loved the lake views and layout of the hotel campus.

Reviewed on Nov. 20, 2024

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
Downtown Madison
per person
Feb. 13 - Feb. 16
found 4 hours ago
Roundtrip flight included
Kelowna (YLW) to Madison (MSN)
9.4/10 Exceptional! (1,999 reviews)
We stayed in the room ofd the pool and we absolutely loved it. Plus its located by State St so easy to walk around and find whatever you need.

Reviewed on Nov. 22, 2024

Holiday Inn Express & Suites Madison Central, an IHG Hotel

Holiday Inn Express & Suites Madison Central, an IHG Hotel

2.5 out of 5
per person
Feb. 13 - Feb. 16
found 4 hours ago
Roundtrip flight included
Kelowna (YLW) to Madison (MSN)
9.8/10 Exceptional! (785 reviews)
Never met a more friendly and gracious crew.

Reviewed on Nov. 19, 2024

Moxy Madison Downtown

Moxy Madison Downtown

3.5 out of 5
Tenney-Lapham
per person
Feb. 13 - Feb. 16
found 4 hours ago
Roundtrip flight included
Kelowna (YLW) to Madison (MSN)
9/10 Wonderful! (84 reviews)
Funky and cool vibe. Would definitely stay again. Double bed room has the bathroom separating the beds and each bed has its own tv. Artwork on the wall is tear off so you can take it home. Also received drink tokens on arrival. Only downfall is no mini fridge. Street parking was easy. Two thumbs up.

Reviewed on Nov. 11, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
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Middleton Hotel Deals

Country Inn & Suites by Radisson, Madison West, WI
Country Inn & Suites by Radisson, Madison West, WI
2.5 out of 5
2212 Deming Way, Middleton, WI
Fully refundable
The price is CA $88 per night from Dec. 22 to Dec. 23
CA $88
CA $100 total
includes taxes & fees
Dec 22 - Dec 23
8.8/10 Excellent! (1,002 reviews)
Comfortable stay for good price
"Excellent, clean, well-run hotel. Nothing too fancy but everything was in great condition and I had a comfortable stay."

Reviewed on Nov. 19, 2024

Country Inn & Suites by Radisson, Madison West, WI
Fairfield Inn & Suites by Marriott Madison West/Middleton
Fairfield Inn & Suites by Marriott Madison West/Middleton
2.5 out of 5
8212 Greenway Blvd, Middleton, WI
The price is CA $92 per night from Dec. 20 to Dec. 21
CA $92
CA $105 total
includes taxes & fees
Dec 20 - Dec 21
9/10 Wonderful! (788 reviews)
"interesting assortment of restaurants and shops in adjacent area."

Reviewed on Nov. 19, 2024

Fairfield Inn & Suites by Marriott Madison West/Middleton
Hilton Garden Inn Madison West/Middleton
Hilton Garden Inn Madison West/Middleton
3 out of 5
1801 Deming Way, Middleton, WI
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Nov. 24 to Nov. 25
CA $124
CA $141 total
includes taxes & fees
Nov 24 - Nov 25
8.8/10 Excellent! (881 reviews)
"Beautiful hotel in convenient area…shops and restaurants near by and easy access to the Madison area. Breakfast is marginal at best"

Reviewed on Nov. 11, 2024

Hilton Garden Inn Madison West/Middleton
See all 428 properties in Middleton
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middleton vacation package cost?
From as little as CA $780, you can tailor make your Middleton package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
How do I get a cheap travel package to Middleton?
Bundle your hotel and flight bookings, add extras such as a rental car or activities, and save with a Middleton vacation package. You won’t just pick up exciting discounts on your getaway — you’ll have plenty of choice within your reach too. When you book through Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties around the globe. Your unforgettable vacation starts right here, right now!
Where should I stay in Middleton?
With fascinating attractions such as West Towne Mall and Hilldale Shopping Center in this neighborhood, try to find a hotel near either of them. National Mustard Museum is another Middleton sight that pulls the crowds.
What are the top hotels in Middleton?
Country Inn & Suites by Radisson, Madison West, WI will make a great base for your Middleton escape. Situated in Middleton Springs, it’s one of this area’s leading hotels.
How far in advance should I book my Middleton vacation?
Travelers are normally able to browse international flights on Expedia up to a year in advance of departure. Booking last minute? With a bit of luck, it’s still possible to purchase a cheaper ticket just weeks before your flight.
What does an Expedia Middleton travel package include?
It comes down to what you’re after. If you’re traveling alone, you might decide to bundle flights and hotels. Bringing the whole family to Middleton? A travel package that includes hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility to tailor-make your travel package.
What should I know before booking a Middleton travel package?
You’ll score big savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything together just makes things easier. So why waste your time or money? Whether you’re putting together a luxury romantic escape or a low-cost family road trip, take a look at our vacation packages today.
Can I choose my airline with a Middleton Expedia vacation package?
Definitely. Expedia has over 550 airline partners to choose from around the world. With such a big range of choice, finding the ideal carrier to get you to Middleton will be a cinch.
If I'm not able to travel, can I cancel my Middleton vacation package?
It’s impossible to predict what the future holds, so it’s comforting to know that you can cancel or change your Middleton vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.