Madison Vacations from $409

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Your Madison Vacation

With a Madison vacation package, say goodbye to endless planning and hello to hassle-free adventure. Every detail of your escape has been taken care of before departing, so you can make the most of your time experiencing this awesome city. You'll want to do a little exploring during your trip to Madison. Drop by famous attractions like Clifty Falls State Park, Lanier Mansion and Lanthier Winery. A few quick clicks is all it takes to put together your ideal Madison vacation on Expedia.

The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Cincinnati Riverfront by IHG

Holiday Inn Express & Suites Cincinnati Riverfront by IHG

Botany Hills
$409
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Cincinnati (CVG)
9/10 Wonderful! (1,273 reviews)
The Lytle Park Hotel, Autograph Collection

The Lytle Park Hotel, Autograph Collection

Downtown Cincinnati
Save 100% on your flight
$735
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Cincinnati (CVG)
9.6/10 Exceptional! (314 reviews)
voco The Clair Cincinnati Downtown by IHG

voco The Clair Cincinnati Downtown by IHG

Downtown Cincinnati
$558
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Cincinnati (CVG)
9.2/10 Wonderful! (1,398 reviews)
Staff were friendly and helpful. Breakfast was very good and wait staff on point.

Reviewed on Sep 27, 2026

Louisville Marriott Downtown

Louisville Marriott Downtown

Downtown Louisville
$571
per person
Nov 12 - Nov 15
just found
Roundtrip flight included
Baltimore (BWI) to Louisville (SDF)
9/10 Wonderful! (1,003 reviews)
Hotel Distil, Autograph Collection

Hotel Distil, Autograph Collection

Downtown Louisville
$828
per person
Nov 12 - Nov 15
just found
Roundtrip flight included
Baltimore (BWI) to Louisville (SDF)
9.6/10 Exceptional! (505 reviews)
Great hotel, right in the middle of the city.

Reviewed on Sep 27, 2026

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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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A white neoclassical building with a tall tower and columns, surrounded by trees and a clear blue sky.

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.
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A yellow building with white columns and a front door, surrounded by trees and a brick pathway.

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.
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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.
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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.
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Francis Costigan House

8.6/10 (10 reviews)
This masterpiece of Greek Revival architecture showcases Francis Costigan's genius in maximizing a narrow lot. Tour the ingeniously designed parlor with curved walls and elegant pocket doors on Monday mornings.
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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.
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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.
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Madison Hotel Deals

Best Way Inn Madison

Best Way Inn Madison

700 Clifty Drive Madison IN
Fully refundableReserve now, pay when you stay
$71 nightly
$82 total
Oct 1 - Oct 2
Total with taxes and fees
6.8/10 (565 reviews)
"It was terrible"

Reviewed on Sep 20, 2026

Best Way Inn Madison
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

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
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill
Hillside Inn

Hillside Inn

831 E Main St Madison IN
Fully refundableReserve now, pay when you stay
$89 nightly
$102 total
Oct 1 - Oct 2
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
"Hillside Inn was very nice. Room was clean and comfortable. Bed was comfortable. Balcony was very nice with a beautiful view of the city. All of the staff that I interacted with were lovely and very helpful. The overall building could use some maintenance. Would absolutely stay again."

Reviewed on Sep 29, 2026

Hillside Inn
See all 1,133 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.

Find the Best Madison Vacation Packages

Things to do in and around Madison

Madison, Indiana offers a variety of outdoor activities perfect for adventure seekers, including scenic bike rides along the best trails and access to recreational areas and campgrounds. Sports fans can enjoy local sporting events and discover free attractions throughout the area. Whether you're staying at a resort or exploring the town, Madison provides an ideal backdrop for outdoor enthusiasts looking to experience its natural beauty and engaging activities.

Shopping

In Madison, you can explore charming local shops for unique gifts and souvenirs. If you're up for a drive, check out the Old Brownsboro Crossing Shopping Center and Chamberlain Pointe Shopping Center, both offering a variety of entertainment and family-friendly vibes, located 31 miles away.

Recreation

Experience the serene atmosphere at Sunrise Falls Golf Course, where you can enjoy a round of golf amidst beautiful landscapes. For relaxation, head to Muscatatuck County Park, perfect for unwinding in nature. Don’t miss the cultural charm of Hoosier Theater, offering entertaining performances for the whole family.

Adventure

Experience fun at Charlestown Family Activities Park, a thrilling waterpark 25 miles from Madison, perfect for family adventures. For a unique challenge, visit Zeddies Tennis Center, located 5 miles away, where you can enjoy an energetic game in an adventurous atmosphere.

Nightlife

Madison, Indiana, offers a charming nightlife with spots like The Red Geranium, where you can enjoy live music and cocktails. For a laid-back vibe, visit the Clifty Inn Lounge, perfect for relaxing with friends over drinks and good conversation.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Madison

Madison, Indiana, is perfect for outdoor and adventure vacations, offering a blend of scenic beauty and rich history. Explore popular attractions like historic houses, state parks, and significant historic sites. Whether you're seeking cultural experiences or outdoor adventures, Madison has plenty to offer for a memorable getaway.

  • Clifty Falls State Park: Experience the beauty of nature at Clifty Falls State Park, where you can hike scenic trails that lead to stunning waterfalls and rugged cliffs. The park offers adventure seekers opportunities for bird watching, picnicking, and exploring its diverse ecosystems, making it a perfect spot for outdoor enthusiasts.
  • Historic District: Step back in time in Madison's Historic District, where charming 19th-century architecture and rich cultural heritage come together. Stroll through quaint streets lined with beautifully preserved buildings, galleries, and shops, immersing yourself in the town's vibrant history and local art scene.
  • Madison Railroad Station Museum: Discover the fascinating history of rail travel at the Madison Railroad Station Museum. This engaging museum showcases vintage locomotives and memorabilia, offering a glimpse into the impact of railroads on the region's development and culture.

Best time to go to Madison

The best time to visit Madison can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Madison falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Madison falls in January, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.8°F (-0.1°C)Light RainMostly CloudySlightly LowSlightly Low
February35.2°F (1.8°C)Light RainMostly CloudySlightly LowAverage
March45.1°F (7.3°C)Light RainMostly CloudyAverageAverage
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May64.9°F (18.3°C)Light RainMostly SunnySlightly HighSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
July76.1°F (24.5°C)Light RainMostly SunnySlightly HighSlightly High
August74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
September68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
October57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
November45.0°F (7.2°C)Light RainMostly SunnyAverageSlightly Low
December37.8°F (3.2°C)Light RainMostly CloudySlightly LowSlightly Low

Tips to save on your trip to Madison

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Madison.
  • Consider traveling during the off-peak season (typically November to January) for more affordable package holidays to Madison.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Madison Essential Information

Language
English
Currency
U.S dollars
Population
12,000
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Clifty Falls State Park, Lanthier Winery and Thomas Family Winery

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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 from $409 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 typically find lower rates and greater availability in January, February and May. Take a look at our cheap Madison vacation packages and you could land some great off-season discounts.
How many days is enough for Madison?
Generally, a handful of days is enough to visit the major attractions during your Madison vacation. But if you want to have more time to chill out or take day tours, consider extending your trip.
Is it worth booking a vacation package to Madison?
Madison is a good vacation destination with attractions like Clifty Falls State Park among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a Madison vacation promises fun 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.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
Your Madison getaway is meant to be an escape from your daily routine, not a source of money-related stress. So to give you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

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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.