Middleton Vacation Packages 2025/2026 from $433

Middleton flight + hotel vacation packages

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

Hilton Madison Monona Terrace

Downtown Madison

$433

per person

Nov 27 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Madison (MSN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.

1810 Emerson House Bed & Breakfast - Adults Only

$577

per person

Nov 20 - Nov 22

found 2 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Madison (MSN)

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and concierge services are also provided.

Hotel Goodwin

$511

per person

Nov 20 - Nov 22

found 2 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Madison (MSN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free perks include continental breakfast, free self parking, and an area shuttle.

Ironworks Hotel

$517

per person

Nov 20 - Nov 22

found 2 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Madison (MSN)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free perks include continental breakfast, free self parking, and an area shuttle.

Cambria Hotel Madison East

$823

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Madison (MSN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Enjoy the 24-hour gym and perks like free self parking.

Top Middleton hotels deals

Country Inn & Suites by Radisson, Madison West, WI

2212 Deming Way, Middleton, WI

Free Cancellation

$84 nightly

$96 total

Sep 28 - Sep 29

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Holiday Inn Express & Suites Madison West - Middleton by IHG

8353 MURPHY DRIVE, Middleton, WI

Free Cancellation

$95 nightly

$108 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Fairfield Inn & Suites by Marriott Madison West/Middleton

8212 Greenway Blvd, Middleton, WI

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$111 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Hilton Garden Inn Madison West/Middleton

1801 Deming Way, Middleton, WI

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$105 total

Oct 19 - Oct 20

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

Courtyard by Marriott Madison West Middleton

2266 Deming Way, Middleton, WI

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$118 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, waterslide, and kid-friendly dining. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Hot Tub

Staybridge Suites Middleton Madison-West by IHG

7790 Elmwood Ave, Middleton, WI

Free Cancellation

$104 nightly

$118 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like full breakfast and free self parking.

Pool

Hot Tub

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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.

Popular places to visit

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.

Capital Brewery

4.5/5(4 reviews)

Enjoy a trip to Capital Brewery and popular activities like biking in Middleton. Amble around the area's lakeside or attend a sporting event.

Pleasant View Golf Course

3/5(1 review)

Play a round of golf in Middleton at Pleasant View Golf Course, and enjoy other activities such as biking. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Frequently asked questions

How much are vacation packages to Middleton?

Travelocity has great package deals to Middleton, including hotels and flights, starting at just $433. With the money you save, you could book some popular tours or maybe tack on some extra days to your adventure.

How long should my Middleton vacation be?

Typically, 3 nights is what many tourists book for their Middleton trip. That's a good base to start from, but there's plenty more to explore if you give yourself a little more time.

Where can I get the best vacation package deals for Middleton?

Landing a great package deal to Middleton is a breeze with Travelocity. With as many as 400 partner airlines and 1,000,000 properties all over the globe, you're flush with choice when it comes to your hotels and flights.

Why should I book my Middleton vacation package with Travelocity?

Whether you're searching for the ultimate unplugged escape or you crave the fun and excitement of the big city, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of websites for the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our team of customer service experts are available 24/7 should you need them.

Can I save on my Middleton car rental if I bundle it with my hotel or flight?

You certainly can — bundle your car, flight and hotel into a Middleton vacation package and you'll save plenty. With so many things to do in the Middleton area, that rental vehicle will make exploring a breeze. Once you've settled into the driver's seat, put the stereo on and make tracks to Wrigley Field, a well-known attraction about 120 mi from Middleton.

Which airport is best for Middleton?

Dane County Regional Airport (MSN) is the arrival point for those flying to Middleton. Once you touch down, you'll be 8 mi east of the center of town.

What is there to do in Middleton?

You'll sense a certain kind of magic as you roam the streets of Middleton. National Mustard Museum and Pleasant View Golf Course are just a couple of famous attractions that make this city such a sought-after destination, so put them on your to-do list.

Where should I stay when visiting Middleton?

The Country Inn & Suites by Radisson, Madison West, WI is popular with many travelers. Book soon before it's too late.