Madison Vacations
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Find the Best Madison Vacation Packages
Madison Hotel Deals
Hillside Inn
831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
NT$2,845
NT$3,271 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"If you are looking to stay in an older Historic hotel with a great view give this one a try. The rooms are nicely finished and have as many modern amenities as one would expect. Your own private balcony is a real plus with views of the Ohio river and down town Madison. Walking to either is easy from ..."
Reviewed on 2026/10/10
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
108 ST. MICHAELS AVENUE Madison IN
Fully refundableReserve now, pay when you stay
NT$5,126
NT$5,895 total
Oct 18 - Oct 19
includes taxes & fees
9.8/10 Exceptional! (464 reviews)
"The room was clean and welcoming, with an awesome view. The bartender was the best. We stopped in to grab a drink before dinner, and she was absolutely the best. Very friendly, helpful with information about the local places to eat, and just easy to talk to. Made great mixed drinks too. The history ..."
Reviewed on 2026/10/6
Riverboat Inn and Suites
906 E 1st St Madison IN
NT$3,324
NT$3,823 total
Oct 18 - Oct 19
includes taxes & fees
9.2/10 Wonderful! (165 reviews)
"Very friendly staff. Fun outdoor area with a great view of the water."
Reviewed on 2026/10/4
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
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.
Historic District
9.4/10 (205 reviews)
Madison Historic District features America's largest National Historic Landmark District, with 130+ blocks of 19th-century architecture. Explore Federal and Greek Revival homes or join guided mansion tours.
Lanier Mansion
9.0/10 (55 reviews)
The Lanier Mansion features exceptional Greek Revival architecture from 1844. Explore its grand spiral staircase, restored rooms, and formal gardens while docents share stories of this historic home.
Schofield House
9.4/10 (3 reviews)
Step inside this Federal-style brick inn where Indiana's Grand Lodge of Freemasons was born in 1818. Explore period furnishings and Masonic exhibits that reveal early 19th-century life in this historical treasure.
Madison Railroad Station Museum
8.8/10 (25 reviews)
This restored 1895 Pennsylvania Railroad depot features an octagonal waiting room and exhibits showcasing Madison's rail heritage. Step inside the 1918 red caboose to experience America's railroad golden age.
Lanthier Winery
9.0/10 (43 reviews)
Madison's oldest winery offers award-winning wines and an art gallery in a European-style setting. Enjoy free tastings in the stone-walled Cellar Room while exploring the charming French country gardens.
Jeremiah Sullivan House
8.6/10 (11 reviews)
This elegant Federal-style mansion, Madison's first, showcases Judge Sullivan's home who named Indianapolis. Tour the period-furnished interiors and original bakehouse for a glimpse into 19th-century Indiana life.
Thomas Family Winery
8.4/10 (18 reviews)
Housed in an 1850s stable, Thomas Family Winery crafts traditional wines and ciders in a historic setting. Sample their artisanal offerings in the pub-style tasting room while enjoying live music on the garden patio.
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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
