Middleton Vacations from $307

Book a Hotel + Flight or Car together to unlock savings

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.

The Latest Middleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Christmas Mountain Campground

Christmas Mountain Campground

3 out of 5
Price was $448, price is now $307 per person
$307
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9/10 Wonderful! (71 reviews)
Great well kept grounds. Missing wash cloths for bathroom. Not to big of a deal and that was the only hiccup. Very comfortable beds!

Reviewed on Oct 19, 2025

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

Bluegreen Vacations Christmas Mountain Village, an Ascend Collection Resort

3 out of 5
Price was $450, price is now $323 per person
$323
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
8.4/10 Very Good! (121 reviews)
All was great and will come back again

Reviewed on Sep 29, 2025

Club Wyndham Glacier Canyon

Club Wyndham Glacier Canyon

3.5 out of 5
Price was $532, price is now $403 per person
$403
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9/10 Wonderful! (381 reviews)
The 2 bedroom studio was great, also had a verh nice view. The waterparks were awesome

Reviewed on Sep 26, 2025

Great Wolf Lodge Wisconsin Dells

Great Wolf Lodge Wisconsin Dells

3.5 out of 5
Price was $638, price is now $489 per person
$489
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
8.2/10 Very Good! (1,003 reviews)
I was supposed to have access to a patio and due to construction did not. Everything is dated and the pools don’t look clean.

Reviewed on Oct 18, 2025

Club Wyndham Tamarack

Club Wyndham Tamarack

3.5 out of 5
Price was $410, price is now $316 per person
$316
per person
Jan 9 - Jan 12
found 5 hours ago
Roundtrip flight included
Chicago (CHI) to Madison (MSN)
9.2/10 Wonderful! (19 reviews)
This place far exceeded are expectations. Little hard to find our building in the subdivision at night but the property, location and room was really great! We are sharing our experience and will definitely do this again!

Reviewed on Feb 24, 2025

Don't see what you're looking for?
See all available trips from Columbus to Middleton
View all trips

Discover the most popular places to visit in Middleton

National Mustard Museum

5/5(2 reviews)

You can spend an afternoon exploring the galleries in National Mustard Museum in Middleton. Amble around the area's lakeside or attend a sporting event.

National Mustard Museum

What to do in Middleton

Haunted Madison Capitol Building on Madison Ghosts Haunted Walking Tour

Murmurs of Mourning & Murder: Madison Ghost Tour

$26
per adult
Murmurs of Mourning & Murder: Madison Ghost Tour
Trolley Pub Public Tour

Trolley Pub Public Tour

$45
per adult
Trolley Pub Public Tour
See all activities in Middleton

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
$72 nightly
The price is $82 total per night from Nov 6 to Nov 7
$82 total
Nov 6 - Nov 7
Total with taxes and fees
8.6/10 Excellent! (1,009 reviews)
Clean hotel

Reviewed on Oct 30, 2025

Country Inn & Suites by Radisson, Madison West, WI
Holiday Inn Express & Suites Madison West - Middleton by IHG

Holiday Inn Express & Suites Madison West - Middleton by IHG

2.5 out of 5
8353 MURPHY DRIVE, Middleton, WI
Fully refundable
$87 nightly
The price is $99 total per night from Dec 4 to Dec 5
$99 total
Dec 4 - Dec 5
Total with taxes and fees
9.6/10 Exceptional! (606 reviews)
Wonderful stay for a visit to UW Hospital. Less than 10 minute drive, quiet area, some restaurants in the area. Front desk was helpful! Breakfast was simple yet very good. Immaculately clean and comfortable room! Would stay here again!

Reviewed on Oct 31, 2025

Holiday Inn Express & Suites Madison West - Middleton by IHG
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
$81 nightly
The price is $92 total per night from Nov 16 to Nov 17
$92 total
Nov 16 - Nov 17
Total with taxes and fees
8.8/10 Excellent! (990 reviews)
The room was very clean, the staff are always super friendly and check in and out are easy.

Reviewed on Oct 23, 2025

Hilton Garden Inn Madison West/Middleton
See all 444 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.

Find the Best Middleton Vacation Packages

Middleton Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Dane County Regional Airport (MSN)
Population
19,000
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Henry Vilas Zoo, Overture Center for the Arts and Orpheum Theater

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Middleton vacation package cost?
Offering excellent value package deals from $307 on Expedia, you'll be pleasantly surprised at how much a vacation to Middleton costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Middleton?
If you're looking to book a cheap Middleton vacation package, consider visiting in August, October and December. You're likely to find better rates on flights and accommodations during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Middleton?
We'd recommend booking a Middleton vacation for at least 2 days. This will give you enough time to visit key attractions such as Pleasant View Golf Course and National Mustard Museum, and also check out neighborhoods like Regent and Spring Harbor. You could even slot in one or two day trips outside of Middleton.
How to find the best Middleton package deals?
Begin your search for a Middleton package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Middleton package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middleton adventure off to a flying start.
Is it cheaper to book a Middleton vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights individually. Better still, you can tailor your Middleton trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Middleton?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Middleton adventure.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
Jet off on your dream getaway to Middleton with our Book Now, Pay Later vacations. There's no need to save up or hold off until your next paycheck — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snap up bargains while they last.

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.