Madison Vacation Packages 2026 from $491

Madison flight + hotel vacation packages

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

Hotel Indigo Cleveland Downtown by IHG

Downtown Cleveland

$491

per person

Dec 1 - Dec 5

found 16 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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, a computer station, and luggage storage are also on offer.

Kimpton Schofield Hotel by IHG

Downtown Cleveland

$577

per person

Nov 6 - Nov 10

found 12 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

ROOST Cleveland

Downtown Cleveland

$564

per person

Dec 1 - Dec 5

found 16 hours ago

Roundtrip non-stop flight included

San Juan (SJU) to Cleveland (CLE)

A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A snack bar/deli, a communal living room, and luggage storage are also on offer.

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

$669

per person

Dec 1 - Dec 5

found 16 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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.

The Westin Cleveland Downtown

Downtown Cleveland

$560

per person

Dec 1 - Dec 5

found 16 hours ago

Roundtrip non-stop flight included

San Juan (SJU) 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

$106 nightly

$122 total

Sep 28 - Sep 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

Holiday Inn Express & Suites Madison by IHG

181 WATER TOWER DRIVE Madison OH

Free Cancellation

$91 nightly

$105 total

Oct 19 - Oct 20

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

Lakefront Retreat w/ Private Beach. Sleeps 12

Madison OH

Get rates

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

Kitchen

Washer

Lake Erie Beachfront Retreat - 8 BR + Private Beach & Hot tub!

Madison OH

Get rates

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

Hot Tub

Kitchen

Perfect Blissful 3 Bedroom Retreat Near Lake Erie, Spire, Wine Country, & Trails

Madison OH

Get rates

This vacation home includes a garden and laundry facilities.

Kitchen

Washer

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$77 total

Oct 19 - Oct 20

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

Don't see what you're looking for?

See all available properties in Madison

View all properties

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.

See properties

Frequently asked questions

How much are vacation packages to Madison?

Travelocity offers flight and hotel packages starting at an incredible $491. 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.