Madison Vacations

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Find the Best Madison Vacation Packages

Madison Hotel Deals

Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
The price is NT$3,821 per night from Jul 15 to Jul 16
NT$3,821
NT$4,394 total
Jul 15 - Jul 16
includes taxes & fees
9.2/10 Wonderful! (142 reviews)
"We enjoyed our stay at Riverboat Inn in Madison, IN. We had a small poolside room that was clean and very quiet - great for relaxing. The continental breakfast was sufficient for us as we are not big breakfast eaters, and we enjoyed having coffee on the deck overlooking the Ohio River. The staff ..."

Reviewed on 2026/7/7

Riverboat Inn and Suites
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 NT$2,541 per night from Jul 9 to Jul 10
NT$2,541
NT$2,922 total
Jul 9 - Jul 10
includes taxes & fees
7/10 Good! (551 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 2026/7/7

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 NT$3,734 per night from Jul 9 to Jul 10
NT$3,734
NT$4,294 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Was nice, good breakfast, BUT room was not ADA compliant (no grab bars in shower) only one single serve coffee pod, no microwave in room"

Reviewed on 2026/7/6

Hillside Inn
See all 1,125 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 vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation 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 vacation packages and you could get some great off-season discounts.
How many days is enough for Madison?
The ideal length of your Madison vacation 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 vacation package to Madison?
Madison is a good vacation 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 vacation 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 vacation as a package?
An Expedia vacation 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 vacation 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 favorite 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 accommodations 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 vacation 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.