Madison Vacations

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Find the Best Madison Vacation Packages

Madison Hotel Deals

AmericInn by Wyndham Madison SD
AmericInn by Wyndham Madison SD
2.5 out of 5
504 SE 10th St, Madison, SD
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (283 reviews)
"Room was a bit dirty. Could use a fresh paint job, lots of spackle that could be covered up. Had jacuzzi tub, bottom was dirty and walls around it were a bit icky. The room did the job, staff was friendly, just could freshen up the place and cleaning detail could be better."

Reviewed on 3 March 2025

AmericInn by Wyndham Madison SD
Best Western Plus Lakeview Hotel
Best Western Plus Lakeview Hotel
2.5 out of 5
SE QUAD OF HWY 34 AND WASHINGTON AVE, Madison, SD
9.4/10 Exceptional! (191 reviews)
"Very well-maintained facility with super nice and helpful employees."

Reviewed on 22 February 2025

Best Western Plus Lakeview Hotel
The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio
The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio
Madison
10/10 Exceptional! (2 reviews)
"Great spot to stay if you want to be near a quiet little town. It’s also within driving distance of some cool South Dakota attractions!"

Reviewed on 22 January 2025

The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio
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.

Frequently asked questions

How much does a Madison vacation package cost?
Offering excellent value package deals on Expedia, you’ll be surprised at how little a vacation to Madison costs! Expedia’s packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Madison?
November, December and January are the best times to search for cheap Madison vacation packages. Traveling in less busy months means you can generally find better prices on hotels and flights.
How to find the best Madison package deals?
Use Expedia’s handy filters to find some of the best Madison package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your trip for midweek, or look for Madison package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it’s usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Madison vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Madison getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Madison?
If you have your Madison vacation dates locked in, book early to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Madison?

  1. Choose your dates: The things you’d like to do in Madison and your favorite season will help you decide when to travel.
  2. Budget wisely: In addition to the price of your stay, you’ll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Madison.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you want to experience in Madison. Then, estimate how long you’ll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Madison vacation package.

Discover the most popular places to visit in Madison