Madison Vacation Packages 2026 from $361

Madison flight + hotel vacation packages

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

Holiday Inn Cleveland Clinic by IHG

Fairfax

$361

per person

Sep 4 - Sep 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

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

Fidelity Hotel

Downtown Cleveland

Save 100% on your flight

$519

per person

Sep 4 - Sep 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a communal living room, and dry cleaning are also offered.

Hilton Garden Inn Cleveland Downtown

Downtown Cleveland

$415

per person

Sep 4 - Sep 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. A bar/lounge, a 24-hour front desk, and a fireplace in the lobby are also provided.

Hotel Cleveland, Autograph Collection

Downtown Cleveland

$1,115

per person

Sep 25 - Sep 29

found 21 hours ago

Roundtrip flight included

Orlando (MCO) to Cleveland (CLE)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Self parking is offered and multilingual staff can provide around-the-clock assistance.

The Westin Cleveland Downtown

Downtown Cleveland

$466

per person

Sep 4 - Sep 6

found 1 day ago

Roundtrip flight included

Orlando (MCO) 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

$130 nightly

$150 total

Jul 26 - Jul 27

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

$99 nightly

$114 total

Jul 30 - Jul 31

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.

Charming 2-bedroom house in delightful Madison with AC

Madison OH

$320 nightly

$320 total

Jul 19 - Jul 20

Total with taxes and fees

This vacation home featured laundry facilities and barbecue grills.

Lakefront Retreat w/ Private Beach. Sleeps 12

Madison OH

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills.

Best Western Plus Mentor-Cleveland Northeast

8434 Mentor Avenue Mentor OH

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$136 total

Jul 20 - Jul 21

Total with taxes and fees

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

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$78 total

Jul 27 - Jul 28

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.

Stay near popular Madison attractions

Hogback Ridge

9.6/10 (5 reviews)

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

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Frequently asked questions

How much are vacation packages to Madison?

Travelocity offers flight and hotel packages starting at an incredible $361. 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.