Top Adventure vacation packages in Southeast Wisconsin

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

Saint Kate - The Arts Hotel

Downtown Milwaukee

Save 100% on your flight

$334

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Everything was perfect

Reviewed on Jan 27, 2026

The Iron Horse Hotel

Walker's Point

Save 100% on your flight

$371

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.2/10 Wonderful! (1,008 reviews)

Big clean room and friendly staff.

Reviewed on Jan 26, 2026

The Pfister Hotel

Downtown Milwaukee

$373

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.6/10 Exceptional! (1,786 reviews)

We were offered a glass of champagne while waiting for check in!

Reviewed on Jan 26, 2026

Hilton Milwaukee

Westown

$423

per person

Feb 27 - Mar 1

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

8.4/10 Very Good! (1,075 reviews)

Unique older building with skyway connection to the convention center.

Reviewed on Jan 26, 2026

Lodge Geneva National

$511

per person

Apr 16 - Apr 19

found 15 hours ago

Roundtrip non-stop flight included

Fresno (FAT) to Chicago (ORD)

9/10 Wonderful! (1,346 reviews)

STAFF WAS EXCELLENT. ROOMS REMODEL IS A BIG PLUS. Not ok with them allowing pets, or maybe allow them in a specific section.

Reviewed on Jan 27, 2026

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3 Night Adventure vacations in Southeast Wisconsin

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

Saint Kate - The Arts Hotel

Downtown Milwaukee

$582

per person

Apr 9 - Apr 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Everything was perfect

Reviewed on Jan 27, 2026

The Iron Horse Hotel

Walker's Point

$746

per person

Feb 27 - Mar 2

just found

Roundtrip non-stop flight included

Manhattan (MHK) to Milwaukee (MKE)

9.2/10 Wonderful! (1,008 reviews)

Big clean room and friendly staff.

Reviewed on Jan 26, 2026

The Pfister Hotel

Downtown Milwaukee

$642

per person

Apr 9 - Apr 12

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Milwaukee (MKE)

9.6/10 Exceptional! (1,786 reviews)

We were offered a glass of champagne while waiting for check in!

Reviewed on Jan 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

View all trips

4 Night Adventure vacations in Southeast Wisconsin

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

The Pfister Hotel

Downtown Milwaukee

$687

per person

Apr 15 - Apr 19

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.6/10 Exceptional! (1,786 reviews)

We were offered a glass of champagne while waiting for check in!

Reviewed on Jan 26, 2026

Saint Kate - The Arts Hotel

Downtown Milwaukee

$859

per person

Apr 15 - Apr 19

found 14 hours ago

Roundtrip flight included

Orlando (MCO) to Milwaukee (MKE)

9.8/10 Exceptional! (2,425 reviews)

Everything was perfect

Reviewed on Jan 27, 2026

The Iron Horse Hotel

Walker's Point

$802

per person

Mar 12 - Mar 16

found 7 hours ago

Roundtrip flight included

Charlotte (CLT) to Milwaukee (MKE)

9.2/10 Wonderful! (1,008 reviews)

Big clean room and friendly staff.

Reviewed on Jan 26, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southeast Wisconsin

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How can I book the best Southeast Wisconsin adventure trips?

Choose your own adventure in Southeast Wisconsin, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Southeast Wisconsin family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Southeast Wisconsin. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Southeast Wisconsin adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Southeast Wisconsin adventure vacation for couples?

Book a Southeast Wisconsin couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Southeast Wisconsin?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Southeast Wisconsin with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Southeast Wisconsin adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

Top Adventure Southeast Wisconsin Hotels

Abbey Resort and Avani Spa

269 Fontana Boulevard Fontana WI

1 hour drive from American Family Field

Book a stay at this beach resort in Fontana. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in ...

8.4/10 Very Good! (1,732 reviews)

Had a great time. James was very helpful.

Reviewed on Jan 21, 2026

Hyatt Regency Milwaukee

333 W Kilbourn Ave Milwaukee WI

6 min drive from American Family Field

Book a stay at this business-friendly hotel in Milwaukee. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...

8.4/10 Very Good! (1,248 reviews)

Staff was great, food was good. Stay was enjoyable. Volleyball kids were not obnoxious

Reviewed on Jan 26, 2026

Grand Geneva Resort & Spa

7036 Grand Geneva Wy Lake Geneva WI

1 hour drive from American Family Field

Book a stay at this spa resort in Lake Geneva. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

8.6/10 Excellent! (1,001 reviews)

Love staying at this hotel for my birthday!! This was our 3rd time staying here!! We also did ski that day at the Mountain top and it was nearby 5mins drive to our room!! The only concern is Room 6307 the shower drainage doesn’t drain well !!

Reviewed on Jan 15, 2026

See all 2,346 properties in Southeast Wisconsin

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.