Madison Packages (Flight + Hotel)

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Top hotels in Madison

Best Way Inn Madison

Best Way Inn Madison

2.5 out of 5
700 Clifty Drive Madison IN
Fully refundableReserve now, pay when you stay
The price is ฿2,656 per night from 20 Jul to 21 Jul
฿2,656
฿3,055 total
20 Jul - 21 Jul
includes taxes & fees
7/10 Good! (552 reviews)
"This was one of the few rooms left in town for Madison Regatta 2026. Pretty standard for a pet friendly hotel, we were traveling without our dog, definitely in need of a massive remodel. Front desk had a left over Covid glass in place, so communication required asking for repeats at loud volumes ..."

Reviewed on 7 Jul 2026

Best Way Inn Madison
Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
The price is ฿3,904 per night from 20 Jul to 21 Jul
฿3,904
฿4,490 total
20 Jul - 21 Jul
includes taxes & fees
Hillside Inn
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
The price is ฿3,995 per night from 27 Jul to 28 Jul
฿3,995
฿4,594 total
27 Jul - 28 Jul
includes taxes & fees
9.4/10 Exceptional! (147 reviews)
"Friendly and helpful staff. Beautiful location overlooking the bridge. Walking distance to restaurants and taverns"

Reviewed on 13 Jul 2026

Riverboat Inn and Suites
See all 1,123 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.

Stay near popular Madison attractions

A waterfall cascading over a rocky cliff surrounded by dense green foliage.

Clifty Falls State Park

9.2/10 (183 reviews)
Dramatic waterfalls cascade through ancient fossil beds at this Indiana state park. Hike the rugged trails to four distinct falls, then unwind with panoramic Ohio River views from the elegant Clifty Inn.
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Frequently asked questions

How much does a Madison holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Madison costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Madison?
You can usually find reduced prices and better availability in January, February and March. Browse our cheap Madison holiday packages and you could get some great off-season discounts.
How many days is enough for Madison?
The ideal length of your Madison holiday depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to hit all the major sights and explore some hidden gems along the way.
Is it worth booking a holiday package to Madison?
Madison is a good holiday destination with attractions like Lanier Mansion among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Madison holiday promises a good time for everyone.
How to find the best Madison package deals?
Start your search for a Madison package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Madison package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Madison escape underway.
Is it cheaper to book a Madison holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your Madison trip to match your exact needs. Pick 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 considering an impromptu Madison adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Madison?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite time of year and the activities on offer will also help you decide when to escape to Madison.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to experiences and flights. Your accommodation will probably be the largest expense during your trip to Madison.
  3. Set the duration of your trip: Start by making a list of all the attractions you'd like to experience in Madison. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Madison holiday package that brings all your bookings together.

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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.