Middleton Vacation Packages 2025 from $337

Middleton flight + hotel vacation packages

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

Days Inn by Wyndham Portage

per person

Feb 7 - Feb 9

found 21 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

This hotel features an indoor pool and a spa tub. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Bluegreen Christmas Mountain Village, an Ascend Resort

per person

Feb 7 - Feb 9

found 21 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

A golf course and an indoor pool are featured at this smoke-free resort. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy downhill skiing. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.

Christmas Mountain Campground

per person

Feb 7 - Feb 9

found 21 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

This resort features a golf course, ski-in/ski-out access, and a restaurant. Take advantage of ski lessons, ski rentals and ski storage on site, and enjoy downhill skiing. Bring the family and enjoy the mini golf, waterslide, and playground.

Club Wyndham Tamarack

per person

Feb 7 - Feb 9

found 21 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

This hotel features an outdoor pool and an indoor pool. Enjoy the indoor tennis court and perks like free self parking and free WiFi. Concierge services are provided for your convenience.

Baker's Sunset Bay Resort

per person

Feb 7 - Feb 9

found 21 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Madison (MSN)

This smoke-free hotel's private beach and 2 indoor pools are some of the highlights. Bring the family and enjoy the children's pool, waterslide, and playground. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.

Top Middleton hotels deals

Country Inn & Suites by Radisson, Madison West, WI

2212 Deming Way, Middleton, WI

Free Cancellation

$76

includes taxes & fees

$67 per night

Dec 29 - Dec 30

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 spa tub and free perks like continental 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

$70

includes taxes & fees

$62 per night

Jan 13 - Jan 14, 2025

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.

Pool

Breakfast included

Courtyard by Marriott Madison West Middleton

2266 Deming Way, Middleton, WI

Free Cancellation

Reserve now, pay when you stay

$85

includes taxes & fees

$75 per night

Dec 28 - Dec 29

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 self parking, a coffee shop, and a terrace are also offered.

Parking included

Free WiFi

Hilton Garden Inn Madison West/Middleton

1801 Deming Way, Middleton, WI

Free Cancellation

Reserve now, pay when you stay

$90

includes taxes & fees

$79 per night

Dec 27 - Dec 28

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.

Holiday Inn Express And Suites Madison West - Middleton, an IHG Hotel

8353 MURPHY DRIVE, Middleton, WI

Free Cancellation

$94

includes taxes & fees

$83 per night

Dec 24 - Dec 25

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.

Pool

Breakfast included

Residence Inn by Marriott Madison West/Middleton

8400 Market St, Middleton, WI

Free Cancellation

Reserve now, pay when you stay

$92

includes taxes & fees

$81 per night

Dec 24 - Dec 25

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 on-the-go breakfast and free self parking.

Pool

Breakfast included

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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.

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.

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.

Frequently asked questions

How much are vacation packages to Middleton?

Travelocity has great package deals to Middleton, including hotels and flights, starting at just $337. 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.