Madison Vacation Packages 2026 from $266

Madison flight + hotel vacation packages

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

Hyatt Place Cincinnati/Blue Ash

$266

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Cincinnati (CVG)

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

stayAPT Suites Louisville North-Clarksville

$527

per person

Dec 2 - Dec 6

found 13 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

A 24-hour gym, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. Barbecue grills are provided for your convenience.

voco The Clair Cincinnati Downtown by IHG

Downtown Cincinnati

$575

per person

Dec 11 - Dec 14

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Cincinnati (CVG)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a coffee shop, and luggage storage are also offered.

Cottonwood Airport & Expo Hotel Louisville

Shively

$657

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.

Regina's Country Livin'

$542

per person

Dec 2 - Dec 6

found 2 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Louisville (SDF)

This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A picnic area is also provided.

Top Madison hotels deals

Best Way Inn Madison

700 Clifty Drive Madison IN

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$91 total

Oct 1 - Oct 2

Total with taxes and fees

This motel features an indoor pool, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Free self parking and a picnic area are also offered on site.

Pool

Pet friendly

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

108 ST. MICHAELS AVENUE Madison IN

$149 nightly

$171 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel features a gym and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Breakfast included

Parking included

Hillside Inn

831 E Main St Madison IN

$89 nightly

$102 total

Oct 1 - Oct 2

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace is also provided.

Breakfast included

Parking included

Riverboat Inn and Suites

906 E 1st St Madison IN

$107 nightly

$123 total

Oct 18 - Oct 19

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this guesthouse. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A terrace is also provided.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites Madison by IHG

300 Franks Dr Madison IN

$112 nightly

$129 total

Oct 29 - Oct 30

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

The Chandler Hotel

111 E 2nd St Madison IN

$207 nightly

$238 total

Oct 8 - Oct 9

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A gym and a virtual front desk are also provided.

Parking included

Free WiFi

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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

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 $266. 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 85 mi 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 45 mi northeast of Madison, it welcomes travelers from all over every day. Another fantastic option is Louisville Intl. Airport (SDF), 45 mi 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.