Deals on vacations and trips to Madison

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Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Cleveland-Westlake

Hampton Inn Cleveland-Westlake

2.5 out of 5
Price was $264, price is now $223 per person
$223
per person
Feb 6 - Feb 8
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and free internet in public areas. There's a gym on site, and a 24-hour front desk and a garden are also provided.
Hampton Inn & Suites Cleveland/Independence

Hampton Inn & Suites Cleveland/Independence

2.5 out of 5
Price was $287, price is now $228 per person
$228
per person
Feb 6 - Feb 8
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was $308, price is now $258 per person
$258
per person
Feb 6 - Feb 8
found 4 hours 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, laundry service, and valet parking. A coffee shop, a lobby fireplace, and WiFi in public areas are also on offer.
Holiday Inn Cleveland Clinic by IHG

Holiday Inn Cleveland Clinic by IHG

3 out of 5
Fairfax
Price was $639, price is now $537 per person
$537
per person
Jan 19 - Jan 22
found 21 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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.
Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Price was $298, price is now $250 per person
$250
per person
Feb 6 - Feb 8
found 4 hours 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. A terrace, express check-in, and express check-out are also on offer.

Top Madison hotels deals

Holiday Inn Express & Suites Madison by IHG

Holiday Inn Express & Suites Madison by IHG

2.5 out of 5
181 WATER TOWER DRIVE Madison OH
Free Cancellation
$78 nightly
The price is $90 total per night
$90 total
Jan 5 - Jan 6, 2026
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

Hampton Inn Madison

2.5 out of 5
171 Water Tower Drive Madison OH
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $101 total per night
$101 total
Jan 1 - Jan 2, 2026
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
The Caboose

The Caboose

Madison OH
$290 nightly
The price is $303 total per night
$303 total
Dec 31 - Jan 1, 2026
Total with taxes and fees
A garden is available at this bed & breakfast.
Free WiFi
Air conditioning
The Lost Pearl

The Lost Pearl

3.5 out of 5
4194 Dayton Rd. Madison OH
$237 nightly
The price is $249 total per night
$249 total
Dec 16 - Dec 17
Total with taxes and fees
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and a picnic area are also provided.
Parking included
Free WiFi
Lakefront Property, Family Friendly and Pets Allowed

Lakefront Property, Family Friendly and Pets Allowed

Madison OH
Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Hot Tub
Kitchen
Willow Lodge Willoughby – Cleveland Mentor

Willow Lodge Willoughby – Cleveland Mentor

2 out of 5
35110 Maplegrove Road Willoughby OH
Free Cancellation
Reserve now, pay when you stay
$55 nightly
The price is $64 total per night
$64 total
Dec 16 - Dec 17
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

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 trendy area.

Grand River Cellars Winery

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.

Laurentia Vineyard & Winery

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 relaxing area.

Chalet Debonne Vineyards

Frequently asked questions

How much are vacation packages to Madison?
Travelocity offers flight and hotel packages starting at an incredible $223. 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.

Photos of local treasures

Browse Madison vacation photos for more inspiration

Photo by Eric O
Photo by Eric O