Southwest Wisconsin Holidays from £795
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Your Southwest Wisconsin Holiday
Set off on your next big adventure with a Southwest Wisconsin holiday package, and leave relaxed knowing all the details are already organised. And with the ability to tailor your escape, it'll be one to remember! A trip to Southwest Wisconsin wouldn't be complete without exploring some of its most well-known cities, starting with Wisconsin Dells. A couple of the most popular attractions here include Mt. Olympus Water and Theme Park and Chula Vista Waterparks. Lake Delton is another favourite city with Southwest Wisconsin travellers. Visitors to this exciting city enjoy Mt. Olympus Water and Theme Park and Chula Vista Waterparks. Quit dreaming and get packing, because your Southwest Wisconsin holiday is just clicks away with Expedia.
Top Southwest Wisconsin Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
£1,055
per person
1 Oct - 6 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Room and hotel was clean, gorgeous property great food. The rooftop bar has great views. Breakfast buffet is good, really nice variety it does get busy though.
Reviewed on 7 Aug 2026
Where to stay in Southwest Wisconsin
Find the best Southwest Wisconsin areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Wisconsin
Downtown Madison
1 out of top 10 points of interest in this area
The ample dining options and fantastic lake views are top of the list for many visitors to Downtown Madison. A stop by Orpheum Theater or Overture Center for the Arts might round out your trip.
Lake Delton
1 out of top 10 points of interest in this area
If you're spending some time in Lake Delton, Noah's Ark Waterpark and Mt. Olympus Water and Theme Park are top sights worth seeing.
Downtown Wisconsin Dells
While visiting Downtown Wisconsin Dells, you might make a stop by sights like Justagame Fieldhouse and Wizard Quest.
Monona
Monona is noteworthy for its restaurants, and you can make a stop at top attractions like Aldo Leopold Nature Center and Lake Monona.
Historic Downtown La Crosse
The abundant dining options and stunning river views are top of the list for many visitors to Historic Downtown La Crosse. A stop by La Crosse Center or Oktoberfest Grounds might round out your trip.
Southwest Wisconsin Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Dane County Regional Airport (MSN) |
Top hotels in Southwest Wisconsin
Mt. Olympus Water & Theme Park Resort
655 N. Frontage Road Wisconsin Dells WI
Fully refundableReserve now, pay when you stay
£42
30 Aug - 31 Aug
includes taxes & fees
7/10 Good! (2,868 reviews)
"Clean , friendly most of all spacious room Thank you"
Reviewed on 7 Aug 2026
The Madison Concourse Hotel and Governor's Club
1 W Dayton St Madison WI
£102
9 Aug - 10 Aug
includes taxes & fees
Baymont by Wyndham Madison West/Middleton WI West
8102 Excelsior Dr Madison WI
£58
23 Aug - 24 Aug
includes taxes & fees
8/10 Very good! (1,415 reviews)
"Loved it, going back today"
Reviewed on 7 Aug 2026
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.
Stay near popular Southwest Wisconsin attractions
Mt. Olympus Water and Theme Park
7.4/10 (1,284 reviews)
Have a fun-filled day at Mt. Olympus Water and Theme Park and see why people love this theme park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.
Camp Randall Stadium
9.0/10 (1,067 reviews)
Catch an event at Camp Randall Stadium during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Kalahari Indoor Waterpark
8.8/10 (445 reviews)
Enjoy the rides and games at Kalahari Indoor Waterpark and see why this is a favourite theme park in Baraboo. Stroll along the lakeside or experience the entertainment choices in this family-friendly area.
Noah's Ark Waterpark
8.4/10 (959 reviews)
Have a fun-filled day at Noah's Ark Waterpark and find out why this is a popular theme park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.
Chula Vista Waterparks
7.6/10 (630 reviews)
Enjoy a stop at Chula Vista Waterparks, an entertaining place to visit in Wisconsin Dells. While you're in the area, stroll along the riverfront.
The House on the Rock
9.4/10 (246 reviews)
You can find out about the history of Spring Green with a stop at The House on the Rock. You can enjoy the cafes while in the area.
Ho-Chunk Gaming Wisconsin Dells
8.0/10 (667 reviews)
Why not roll the dice with a visit to Ho-Chunk Gaming Wisconsin Dells during your time in Baraboo? Amble around this family-friendly area's lakeside or experience its entertainment choices.
Frequently asked questions
How much does a Southwest Wisconsin travel package cost?
Starting from as low as £795, a travel package is your ticket to affordable travel. Create your own Southwest Wisconsin trip by picking from our great range of hotels, airfares and rental cars.
If I'm not able to travel, can I cancel my Southwest Wisconsin travel package?
You can. We totally understand that life doesn't always go to plan, so we're here to help if you need to make changes to your Southwest Wisconsin travel package. You may be able to amend or cancel your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Southwest Wisconsin?
Bundle your flights and hotels with Expedia to save on your next adventure. With more than 550 partner airlines and 1,000,000 hotels across the world, your Southwest Wisconsin travel package can be tailored exactly to suit your travel style. With all those extra dollars, why not throw in a few interesting experiences and tours? It's an easy way to unlock even more discounts. Your dream getaway to Southwest Wisconsin is closer than you thought!
Does Expedia offer Book Now, Pay Later Southwest Wisconsin holidays?
We sure do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply select the payment plan that suits best during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:
- Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday across multiple transactions.
- Low deposit holidays: If paying a small percentage of your trip (rather than the total upfront) makes it easier to hit that "book now" button, choose a low deposit holiday payment plan from Klarna.
How far in advance should I book my Southwest Wisconsin holiday?
Smart travellers will likely want to book early. You can generally look up international fares on Expedia up to a year before your intended flight. If you're purchasing your ticket at the last minute, don't worry. Bargain prices occasionally occur in the last weeks prior to departure.
What does an Expedia Southwest Wisconsin travel package include?
It comes down to what kind of getaway you have in the works. Southwest Wisconsin holiday deals can include car rentals, hotels and flights. You can mix and match to find the travel package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Southwest Wisconsin travel package?
Design deals that suit your budget with an Expedia package. Hotels, airfares, rental cars — we've got them all. You'll save loads just by combining your bookings. Whether you're taking off on an adventure in the snow or drinking cocktails on a beach, your dream getaway is only clicks away.
Can I choose my airline with a Southwest Wisconsin Expedia travel package?
Yes, you're in charge. We offer more than 550 partner airlines worldwide, so you can customize your Southwest Wisconsin escape according to your budget and travel needs.
Explore a world of travel with Expedia
- Hotels near American Players Theatre
- Barn! Pool w/ Rock Climbing Wall! Indoor BBall/Pickleball Court + Playground!
- Spring Valley Inn
- Gay-Friendly Hotels in Baraboo
- The Baraboo Hideaway
- The Tinkham Lodge
- Baraboo Hotels
- Barneveld Hotels
- Blue Mounds Hotels
- Newly remodeled Farmhouse with Country Charm! Sleeps 10 people comfortably
- Vernon County Hotels
- Don Q Inn
- Private location 2 bedroom mobile home great view of the Mississippi River
- Hillsboro Hotels
- Hotels near Kalahari Indoor Waterpark
- Fly Fishing in the Driftless Region
- Silver Birch Retreat. Spacious
- Enjoy A memorable experience in our unique Cabin on Wisconsin River
- Mauston Hotels
- Lodge w/ Indoor Pool
- A Comfy Cozy Cottage on Clowney
- Hotels near Mt. Olympus Water and Theme Park
- River's Edge Cabin
- Hotels near Noah's Ark Waterpark
- 170 Year old countryside cottage with deck - Location near Devil's Lake
- Maon House Bed and Breakfast
- The Driftless Escape! Modern
- Richland Center Hotels
- Hotels with a View in Southwest Wisconsin
- Luxury Hotels in Southwest Wisconsin
- Lodges in Southwest Wisconsin
- Hotels near Top Secret
- Blakley Hobbit Small Cabin
- Bright
- American Great Outdoors @ Spring Brook Resort
- Atlantis Family Waterpark Hotel
- Beachtop Condo at Delton Grand
- Birchcliff Resort
- Bluegreen Odyssey Dells
- Cabin In The Middle Of 72 Acres ~ Private Swim Pond ~ Memorial Day to Labor Day
- Chula Vista Resort Condo
- Club Wyndham Glacier Canyon
- The Dells Domain 2.0
- Delton Grand Resort
- Dreamy Dells Oasis for Families & Couples
- Eagles Nest Retreat! Private Decks In Town
- Elegant Birch @ Spring Brook Resort
- Rental Cabin #401 w/ Queen Bed
- Gay-Friendly Hotels in Wisconsin Dells
- Golf-Adjacent condo with balcony & arcade
- Great Wolf Lodge Wisconsin Dells
- Hana Log Cabin near Devil's Lake
- Ho
- Large Home w/ Indoor Basketball Court + Game Room!
- Majestic Pines @ Spring Brook Resort
- New Updated 3BD/3BA Waterparks, Golf, Spa & Dining
- Americinn by Wyndham Reedsburg
- Riverfront Reset! Dells Cabin w/ Kayaks & Deck
- Serene river-view condo with in-room jetted tub & two fireplaces
- Shamrock Motel
- Sunrise Beach
- The Getaway at Tamarack
- The Oak at Treetop Villas
- Voyageur Inn and Conference Center
- Welcome to Whiskey Woods!
- Wingate by Wyndham Wisconsin Dells Waterpark
- Cozy updated Boutique Motel on the Lake Delton Strip
- Wisconsin Dells Hotels
- The Cottage at Streamwalk
- Adams Holidays
- Arena Holidays
- Visit Baraboo
- Visit Dodgeville
- Genoa Holidays
- Gotham Holidays
- Jeremy Allen's Grand Illusions Theater
- Kalahari Indoor Waterpark
- Knuckleheads Bowling and Family Entertainment Center
- Visit Lake Delton
- Madison Holidays
- Visit Melvina
- Middleton Holidays
- Monona Holidays
- Portage Holidays
- Visit Sauk City
- Verona Holidays
- Wisconsin Dells Holidays
- Visit Wisconsin Dells
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
