Madison Vacation Packages 2026 from $544

Madison flight + hotel vacation packages

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

Hotel Indigo Cleveland Downtown by IHG

Downtown Cleveland

$544

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Cleveland (CLE)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-in, and express check-out are also on offer.

Kimpton Schofield Hotel by IHG

Downtown Cleveland

$654

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Cleveland (CLE)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, laundry service, and valet parking. A coffee shop, a lobby fireplace, and WiFi in public areas are also on offer.

Hilton Garden Inn Cleveland Downtown

Downtown Cleveland

$603

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Cleveland (CLE)

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. You'll appreciate the gym, bar/lounge, and laundry facilities.

InterContinental Cleveland by IHG

Fairfax

$680

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Cleveland (CLE)

This luxury hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. WiFi in public areas is free. Valet parking, a terrace, and a lobby fireplace are also offered.

The Westin Cleveland Downtown

Downtown Cleveland

$559

per person

May 15 - May 18

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Cleveland (CLE)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a snack bar/deli are also offered.

Top Madison hotels deals

Hampton Inn Madison

171 Water Tower Drive Madison OH

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$112 total

Mar 8 - Mar 9

Total with taxes and fees

This hotel features an indoor pool and a gym. 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 self-serve breakfast and free self parking.

Holiday Inn Express & Suites Madison by IHG

181 WATER TOWER DRIVE Madison OH

Free Cancellation

$95 nightly

$109 total

Mar 2 - Mar 3

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.

Lakefront Property, Family Friendly and Pets Allowed

Madison OH

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Madison on the Lake Home with Lake Erie views & Pool in Wine Country!

Madison OH

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An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.

Lake Erie Beachfront Retreat - 8 Bedrooms + Private Beach!

Madison OH

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A hot tub is featured at this vacation home, along with a garden and barbecue grills.

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$67 total

Mar 17 - Mar 18

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli is provided and the front desk is staffed around-the-clock.

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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.

Popular places to visit

Hogback Ridge

Explore the great outdoors at Hogback Ridge, a lovely green space in Madison. Take in the theater scene while you're in the area.

Grand River Cellars Winery

You can enjoy a tasting or tour at Grand River Cellars Winery during your travels to Madison. Wander the lakeside in this family-friendly area.

Chalet Debonne Vineyards

4.5/5(6 reviews)

You can enjoy a tasting or tour at Chalet Debonne Vineyards during your travels to Madison. Wander the lakeside in this trendy area.

Frequently asked questions

How much are vacation packages to Madison?

Travelocity offers flight and hotel packages starting at an incredible $544. With such huge savings, you'll be saying hello to Madison in the blink of an eye.

How long should my Madison vacation be?

There's no rule for how long your vacation in Madison should be, but many travelers stay around 2 nights. Got some flexibility with your travel dates? Extend your escape by a couple more nights. Then you'll have sufficient time to explore the surrounding areas too.

Where can I get the best vacation package deals for Madison?

For the perfect package deal to Madison, you can't go past Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties worldwide to create your ultimate trip — it's as easy as that.

Why should I book my Madison vacation bundle via Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you're getting the best deal available.

Can I save money on my Madison car rental if I book it with my hotel or flight?

With a Madison vacation package, you can bundle your flight, car and hotel bookings and save a nice amount. If you want to see the best of this fabulous destination, why not make a beeline for Henry Ford Museum? This must-see attraction is 120 mi from Madison. With your own wheels, you'll be there in a jiffy.

Which airport is best for Madison?

One of the handiest options is Hopkins Intl. Airport (CLE), 50 mi southwest of the hustle and bustle of downtown Madison. You can also fly into Erie Intl. Airport (ERI), 50 mi away from central Madison).

What is there to do in Madison?

Madison is overflowing with places to explore, like Chalet Debonne Vineyards and Laurentia Vineyard & Winery. These renowned attractions top most tourists' travel schedules.

Where should I stay when visiting Madison?

Many visitors stay at the Hampton Inn Madison. It's sure to be a good base for your Madison getaway.