Book Exclusive Madison Vacation Packages

Choose one or more items to build your trip:

Madison flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Brown Hotel

The Brown Hotel

4.5 out of 5
Downtown Louisville
Price was CA $1,024, price is now CA $923 per person
CA $923
per person
Dec 5 - Dec 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this luxury hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Cottonwood Airport & Expo Hotel Louisville

Cottonwood Airport & Expo Hotel Louisville

3.5 out of 5
Shively
Price was CA $1,064, price is now CA $931 per person
CA $931
per person
Dec 5 - Dec 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Churchill Downs and L&N Federal Credit Union Stadium are located nearby.
Louisville Marriott Downtown

Louisville Marriott Downtown

4 out of 5
Downtown Louisville
Price was CA $1,216, price is now CA $1,066 per person
CA $1,066
per person
Dec 5 - Dec 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Hyatt Regency Louisville

Hyatt Regency Louisville

4 out of 5
Downtown Louisville
Price was CA $1,182, price is now CA $1,039 per person
CA $1,039
per person
Dec 5 - Dec 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions KFC Yum Center and Whiskey Row are located nearby.
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

4 out of 5
Downtown Louisville
Price was CA $1,208, price is now CA $1,098 per person
CA $1,098
per person
Dec 5 - Dec 7
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Louisville (SDF)
Book a stay at this business-friendly hotel in Louisville. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Whiskey Row and KFC Yum Center are located nearby.

Top Madison hotels deals

Best Way Inn Madison

Best Way Inn Madison

2.5 out of 5
700 Clifty Drive Madison IN
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $129 total
Oct 5 - Oct 6
includes taxes & fees
Book a stay at this business-friendly motel in Madison. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Johnson Lake and Sunrise Falls Golf Course are located nearby.
Pool
Pet-friendly
Hillside Inn

Hillside Inn

2.5 out of 5
831 E Main St Madison IN
Free cancellation
Reserve now, pay when you stay
The price is CA $127 per night
CA $127
CA $146 total
Oct 6 - Oct 7
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thomas Family Winery and Schroeder Saddletree Factory Museum are located nearby.
Breakfast included
Parking included
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

3 out of 5
108 ST. MICHAELS AVENUE Madison IN
Free cancellation
Reserve now, pay when you stay
The price is CA $229 per night
CA $229
CA $263 total
Oct 11 - Oct 12
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Thomas Family Winery and Dr. William Hutching's Office & Hosptal are located nearby.
Breakfast included
Parking included
Riverboat Inn and Suites

Riverboat Inn and Suites

3 out of 5
906 E 1st St Madison IN
The price is CA $140 per night
CA $140
CA $161 total
Oct 18 - Oct 19
includes taxes & fees
Stay at this guesthouse in Madison. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thomas Family Winery and Dr. William Hutching's Office & Hosptal are located nearby.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

2.5 out of 5
300 Franks Dr Madison IN
Free cancellation
The price is CA $155 per night
CA $155
CA $179 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Madison. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sunrise Falls Golf Course and Johnson Lake are located nearby.
Pool
Breakfast included
The Chandler Hotel

The Chandler Hotel

2 out of 5
111 E 2nd St Madison IN
The price is CA $263 per night
CA $263
CA $302 total
Nov 3 - Nov 4
includes taxes & fees
Stay at this hotel in Madison. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Thomas Family Winery and Schofield House are located nearby.
Parking included
Free WiFi
Don't see what you're looking for?
See all available properties in Madison
View all properties
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)
You can take time to visit Clifty Falls State Park during your travels to Madison. Stroll along the riverfront or discover the area's waterfalls.
See properties

Madison Vacations

Traveling is all about feeling inspired, having new experiences and forging meaningful memories. And all of that starts with doing a little research into your destination! Ready to discover a few key details about Madison?

To help get you oriented, Madison is 85 miles (137 kilometers) to the southeast of the noteworthy city of Indianapolis.

With so many things to do in this corner of Southeastern Indiana, it's easy to understand why 12,000 locals reside here.

Places to visit in Madison

Are you looking to relieve the stresses of your hectic life? Suck in the fresh air as you take off on an adventure through Clifty Falls State Park. Want some more options? Don your finest khakis and grab hold of your favorite clubs. If you're to itching to indulge in a day out on the green, lock in a tee time at Sunrise Falls Golf Course. And that's not all there is. Add a little extravagance to your adventure with an outing to Lanthier Winery. Explore the winery, book a tour and enjoy a taste of the end product!

Where do you fly into for Madison?

Stow your tray table, fasten your seatbelt and prepare to explore Madison! Once you hit the runway at Louisville International Airport (SDF), the busy main streets will be just 45 miles (72 kilometers) northeast of here.

Frequently asked questions

How much are vacation packages to Madison?
Splash out on a memorable travel experience in Madison with a vacation package starting at CA $923. Locking in tours, flights and hotels through Travelocity has never been easier. On top of that, our vacation deals will leave you with more cash in your pocket for fun activities.
How long should my Madison vacation be?
Typically, 2 nights is what many visitors book for their Madison trip. That's a rough guide, but there's loads more to explore if you allow yourself a little longer.
Where can I get the best vacation package deals for Madison?
There are fantastic Madison package deals to be snapped up with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties all over the world? Remember this when you're ready to cross another place off your travel bucket list.
Why should I book my Madison vacation bundle via Travelocity?
From our 24/7 customer care to our range of fantastic destinations, we're committed to giving you the vacation of a lifetime. All you need to do is to click and book — our Price Match Guarantee will ensure you lock in the best price.
Can I save on my Madison car rental if I book it with hotels and flights?
Combining your car, hotel and flight into a Madison vacation package is an excellent way to score the best deal. Plus, having your own wheels gives you absolute freedom to get to all those amazing sights you're hoping to explore. Located 137 kilometers from Madison, Indianapolis Motor Speedway is one place that should feature on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Madison?
Cincinnati - Northern Kentucky Intl. Airport (CVG) is one place you can start your Madison adventure. Situated 72 kilometers northeast of Madison, it welcomes travelers from all over every day. Another fantastic option is Louisville Intl. Airport (SDF), 72 kilometers away from central Madison.
What is there to do in Madison?
Madison is full of sights to discover, such as Lanier Mansion and Madison Railroad Station Museum. These well-known attractions are at the top of most travelers' must-see lists.
Where should I stay when visiting Madison?
Many visitors opt to hit the hay at the Holiday Inn Express Hotel & Suites Madison, an IHG Hotel. It's an excellent base for your Madison escape.

Photos of local treasures

Browse Madison vacation photos for more inspiration

A waterfall cascading into a pool surrounded by dense forest.
A town with a river, a bridge, and a mix of historic and modern buildings.
A town with a river, a bridge, and a mix of historic and modern buildings.
A river with a boat docked at a pier, a bridge in the background, and industrial chimneys emitting smoke.
A riverside walkway with benches, a brick wall, and a metal fence.