Madison Vacation Packages 2026 from $584

Madison flight + hotel vacation packages

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

Hilton Garden Inn Cleveland Downtown

Downtown Cleveland

$584

per person

Jul 30 - Aug 3

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

ROOST Cleveland

Downtown Cleveland

Save 100% on your flight

$718

per person

Aug 3 - Aug 7

found 1 hour ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Hotel Indigo Cleveland Downtown by IHG

Downtown Cleveland

$616

per person

Jul 30 - Aug 3

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Landing Apartments near Rivergate Park Area

Cuyahoga Valley

$757

per person

Jul 30 - Aug 3

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Kimpton Schofield Hotel by IHG

Downtown Cleveland

$675

per person

Jul 30 - Aug 3

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

Top Madison hotels deals

Hampton Inn Madison

171 Water Tower Drive Madison OH

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$141 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

Holiday Inn Express & Suites Madison by IHG

181 WATER TOWER DRIVE Madison OH

Free Cancellation

$118 nightly

$136 total

Jul 20 - Jul 21

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 Property, Family Friendly and Pets Allowed

Madison OH

Get rates

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

Kitchen

Washer

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

Charming 2-bedroom house in delightful Madison with AC

Madison OH

$319 nightly

$319 total

Jun 20 - Jun 21

Total with taxes and fees

This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Willow Lodge Willoughby – Cleveland Mentor

35110 Maplegrove Road Willoughby OH

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$78 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

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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.

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.

Frequently asked questions

How much are vacation packages to Madison?

Travelocity offers flight and hotel packages starting at an incredible $584. 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.