Southwest Wisconsin Holidays

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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
Madison featuring flowers, a house and a garden

Downtown Madison

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.

Find hotels in Downtown Madison

Top hotels in Southwest Wisconsin

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

3.5 out of 5
1 W Dayton St Madison WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (3,418 reviews)
We were not aware we had a free breakfast. We did have a brunch on Christmas morning that was good, waiters were very nice. This is the second survey you have sent me. I replied to the first with comments about the lack of housekeeping for the entire stay. Had we not contacted the front desk we would ...

Reviewed on 1 Jan 2026

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The Madison Concourse Hotel and Governor's Club
DoubleTree by Hilton Madison East

DoubleTree by Hilton Madison East

4 out of 5
4402 E Washington Ave Madison WI
Fully refundableReserve now, pay when you stay
The price is Rp1.769.171 per night from 11 Jan to 12 Jan
Rp1.769.171
Rp2.043.393 total
11 Jan - 12 Jan
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Hotel looked anazing! Lovedvthat it is pet friendly. Super kind staff.

Reviewed on 29 Dec 2025

DoubleTree by Hilton Madison East
Hampton Inn & Suites Madison-West

Hampton Inn & Suites Madison-West

2.5 out of 5
483 Commerce Dr Madison WI
Fully refundableReserve now, pay when you stay
The price is Rp1.220.591 per night from 11 Jan to 12 Jan
Rp1.220.591
Rp1.409.782 total
11 Jan - 12 Jan
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Friendly, helpful and efficient staff. Large, quiet and clean room. Breakfast bar had a lot of choices and large seating area with a lot of tables and a community sized high top to share

Reviewed on 29 Dec 2025

Hampton Inn & Suites Madison-West
See all 3,688 properties in Southwest 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.

Popular places to visit

Kalahari Indoor Waterpark

Bring the children to Kalahari Indoor Waterpark and have a fun-filled day at this theme park in Baraboo. Stroll along the lakeside or experience the entertainment choices in this family-friendly area.

Kalahari Indoor Waterpark

Alliant Energy Center

Catch an event at Alliant Energy Center during your trip to Madison. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Alliant Energy Center

Frequently asked questions

Can I cancel my flight booking to Southwest Wisconsin due to COVID-19?
Our Customer Service Portal is where you can get important information about changing or cancelling your flight due to COVID-19. Before you reserve a seat, it's a good idea to look over the terms and conditions of your preferred carrier too.
What's the best way to find cheap flights to Southwest Wisconsin that have flexible change policies?
It's as easy as counting to three with Expedia. First, enter your preferred travel dates and press "Search." Step 2: Check the "No change fee" box below the "Flexible change policies" subheading on the left-hand side of your screen. Step 3. Reserve your flexible and cheap ticket to Southwest Wisconsin.
What are some of the general tips for travellers to Southwest Wisconsin during the COVID-19 outbreak?
With new rules, restrictions and safety measures to follow, travel looks a bit different these days. These are some helpful things to know before you hop on that plane to Southwest Wisconsin:
  • Investigate if any travel restrictions apply to your origin and destination before locking in a flight. Also check if there are any requirements you'll need to follow on arrival, such as taking a COVID-19 test.
  • When you pass through airport screening, do not remove your face mask. You will be asked to lower it briefly for identification purposes. Travellers who refuse to wear a mask may face civil penalties and may also be escorted from the terminal.
  • Rather than handing a TSA agent your boarding pass, position it directly on the scanner yourself. Once that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on bag. It must be no larger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for scanning.
  • To minimize handling during the screening process, put items such as your belt, phone and wallet into your carry-on instead of into the bins.
  • Transport all food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to touch and open your bag for inspection.

Which airlines fly to Southwest Wisconsin?
Arrange your airfare with United Airlines and then start piecing together your Southwest Wisconsin to-do list. This leading airline provides 238 flights every month to Dane County Regional Airport (MSN), a major gateway.
How can I find cheap tickets to Southwest Wisconsin?
In the last seven days, was the best price for a flight to Southwest Wisconsin. If you want to save even more, book ahead of time and be flexible with your travel dates. Search for your flight to Southwest Wisconsin, then see prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Southwest Wisconsin?
The cost of a round-trip flight to Southwest Wisconsin in the last seven days fluctuated between and . If you were heading one way from (), you could have landed a cheap fare from only .
What are the most popular airports to fly into in Southwest Wisconsin?
Jet into Dane County Regional Airport (MSN) and enjoy all that Southwest Wisconsin has to offer. As the region's main entry point, around 1068 flights touch down here each month.
When is the cheapest time to fly to Southwest Wisconsin?
If you can be flexible with what date you travel to Southwest Wisconsin, try to fly out earlier in the week. The most economical day to take off is usually Tuesday, followed by Monday. Saturday is typically the costliest day, with many holiday makers opting to take off on the weekend.
How much is a plane ticket to Southwest Wisconsin?
In the last seven days, fares varied between and . Have a look at our fantastic deals to Southwest Wisconsin, pick your favourite and then start packing your bags.
What months are the cheapest to book a flight to Southwest Wisconsin?
The best month to snare a top deal to Southwest Wisconsin is February, while the priciest month is December. Steer clear of this month if you're on a tight budget.
Which airlines with flights to Southwest Wisconsin employ COVID-19 cleanliness policies?
In response to the current pandemic, many airlines have adopted extra rules and standards to help their passengers fly with peace of mind. Check out what these carriers are doing:
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

How long is a flight to Southwest Wisconsin?
Your flight to Southwest Wisconsin could be short or it could be long depending on where you take off from. Before you fill your laptop with podcasts and audiobooks, check out the average flight times for these leading domestic routes:
  • Chicago, IL Airport (ORD-O'Hare Intl.) to Dane County Regional Airport (MSN) - 59 minutes
  • Minneapolis, MN Airport (MSP-Minneapolis - St. Paul Intl.) to Dane County Regional Airport (MSN) - 1 hour and 3 minutes
  • Dallas, TX Airport (DFW-Dallas-Fort Worth Intl.) to Dane County Regional Airport (MSN) - 2 hours and 23 minutes

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.