Madison Vacation Packages 2026 from $426

Madison flight + hotel vacation packages

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

Hilton Cleveland Downtown

Downtown Cleveland

$426

per person

Aug 14 - Aug 16

found 5 hours ago

Roundtrip flight included

Tampa (TPA) to Cleveland (CLE)

The hotel's indoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

Save 100% on your flight

$533

per person

Aug 21 - Aug 24

found 3 hours ago

Roundtrip flight included

Tampa (TPA) to Cleveland (CLE)

This apartment features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference center. Free self parking, barbecue grills, and a virtual front desk are also on offer.

ROOST Cleveland

Downtown Cleveland

$1,471

per person

Jul 13 - Jul 16

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Cleveland (CLE)

A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Dry cleaning, luggage storage, and concierge services are also on offer.

InterContinental Cleveland by IHG

Fairfax

$577

per person

Aug 7 - Aug 9

found 7 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) 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.

Hotel Kilbourne Downtown Sandusky

Historic Downtown Sandusky

$875

per person

Jul 5 - Jul 9

found 13 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Cleveland (CLE)

This hotel features 2 bars/lounges and a rooftop terrace. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. A snack bar/deli and luggage storage are also provided.

Top Madison hotels deals

Holiday Inn Express & Suites Madison by IHG

181 WATER TOWER DRIVE Madison OH

Free Cancellation

$114 nightly

$131 total

Jun 4 - Jun 5

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

Hampton Inn Madison

171 Water Tower Drive Madison OH

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$136 total

Jun 28 - Jun 29

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.

Pool

Breakfast included

SkyLight Inn Cleveland - Willoughby

34600 Maplegrove Rd Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$60 nightly

$69 total

Jun 15 - Jun 16

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and express check-in are also on offer.

Parking included

Free WiFi

Red Roof Inn Cleveland - Mentor/ Willoughby

4166 State Route 306 Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$62 nightly

$72 total

Jun 14 - Jun 15

Total with taxes and fees

Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.

Pet friendly

Parking included

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$64 nightly

$73 total

Jun 23 - Jun 24

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.

Pet friendly

Parking included

Four Points by Sheraton Cleveland-Eastlake

35000 Curtis Blvd Eastlake OH

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$146 total

Jun 7 - Jun 8

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, conference center, and conference space. Enjoy the 24-hour gym and perks like free self parking.

Pool

Parking included

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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.

Laurentia Vineyard & Winery

You can enjoy a tasting or tour at Laurentia Vineyard & Winery during your travels to Madison. Take in the theater scene while you're in the 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 family-friendly area.

Frequently asked questions

How much are vacation packages to Madison?

Travelocity offers flight and hotel packages starting at an incredible $426. 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.