Madison Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Madison

Grandstay Hotel and Suites Milbank

Grandstay Hotel and Suites Milbank

2.5 out of 5
1005 S. Dakota Street, Milbank, SD
Fully refundableReserve now, pay when you stay
The price is 3.521.734 ₫ per night from 27 Aug to 28 Aug
3.521.734 ₫
3.827.949 ₫ total
27 Aug - 28 Aug
includes taxes & fees
9.4/10 Exceptional! (244 reviews)
"The lady working the front desk was very accommodating."

Reviewed on 10 Aug 2025

Grandstay Hotel and Suites Milbank
Lantern Motel

Lantern Motel

2 out of 5
1010 S Dakota St, Milbank, SD
Fully refundableReserve now, pay when you stay
The price is 1.561.151 ₫ per night from 16 Aug to 17 Aug
1.561.151 ₫
1.696.971 ₫ total
16 Aug - 17 Aug
includes taxes & fees
9/10 Wonderful! (26 reviews)
"I love how simple it was to check in & out!! The fridge was a little noisy, but the bed was comfy and the room was quiet."

Reviewed on 11 Aug 2025

Lantern Motel
Viking Inn

Viking Inn

2 out of 5
1428 E Hwy 7, Montevideo, MN
Fully refundableReserve now, pay when you stay
The price is 2.247.111 ₫ per night from 17 Aug to 18 Aug
2.247.111 ₫
2.480.248 ₫ total
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (188 reviews)
Our return trip from Sturgis
"Very clean and well kept room and stocked very nicely with coffee and snacks, recommend staying there"

Reviewed on 12 Aug 2025

Viking Inn
See all 45 properties in Madison
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 holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Madison costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Madison?
Travel in the off-peak season and you're likely to get cheap Madison holiday packages. Remember that public holidays and major local events can impact prices, so do some research before you go.
How many days is enough for Madison?
The ideal length of your Madison holiday depends on what you'd like to do. Usually, a handful of days to a week will give you time to tick off all the leading sights and explore some hidden treasures along the way.
How to find the best Madison package deals?
Use Expedia's filters to find some terrific Madison package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Madison package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as early as possible.
Is it cheaper to book a Madison holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging stays and flights individually. Better still, you can personalise your Madison trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Madison?
If you're planning a spontaneous Madison adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Madison?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Madison.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to put aside for your trip to Madison. Then, select a property that fits your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Work out your trip length: Think about how much time you'd like to spend exploring Madison. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Madison holiday package.