Madison Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Eric O
Choose two or more items and save on your trip:
    Plan, book, travel with confidence
  • payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
  • lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Madison Vacation

Say goodbye to planning worries and hello to a Madison vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Fairport Harbor, which is good for watersports, views and nature. If your trip to Madison includes a little sightseeing, hit up much-loved attractions like Chalet Debonne Vineyards, Grand River Cellars Winery and Laurentia Vineyard & Winery. Don't delay visiting this destination any longer. The perfect Madison vacation is just a few clicks away with Expedia.

Top Madison Vacation Deals

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
Downtown Cleveland
per person
Jul. 1 - Jul. 4
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
7.6/10 Good! (1,002 reviews)
Very warm and welcoming Staff

Reviewed on Apr. 5, 2024

InterContinental Cleveland, an IHG Hotel

InterContinental Cleveland, an IHG Hotel

4.5 out of 5
Fairfax
per person
Jul. 1 - Jul. 4
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
9/10 Wonderful! (693 reviews)
Easy access to Cleveland Clinic for appointments.

Reviewed on Apr. 2, 2024

InterContinental Suites Hotel Cleveland, an IHG Hotel

InterContinental Suites Hotel Cleveland, an IHG Hotel

4 out of 5
Fairfax
per person
Jul. 1 - Jul. 4
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
8.8/10 Excellent! (1,001 reviews)
We loved this hotel. The rooms are very spacious, bathrooms are huge and clean, the bed was very comfortable. The restaurant and bar was wonderful, and we really enjoyed having Laura take care of us. I would stay here every night if I could.

Reviewed on Apr. 10, 2024

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

4 out of 5
Downtown Cleveland
per person
Jul. 1 - Jul. 4
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
7.4/10 Good! (1,003 reviews)
Great location close to the rock hall

Reviewed on Apr. 17, 2024

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
per person
Jul. 1 - Jul. 4
Roundtrip non-stop flight included
Halifax (YHZ) to Cleveland (CLE)
8.4/10 Very Good! (1,000 reviews)
Kim, at the front desk, was absolutely delightful and helpful. She was friendly and so welcoming.

Reviewed on Apr. 14, 2024

Prices and availability subject to change. Additional terms may apply.

Where to stay in Madison

Find the best Madison areas and neighborhoods for the activities you enjoy most. Learn more about Madison
Default Image

Madison-on-the-Lake

1 out of top 10 points of interest in this area

While visiting Madison-on-the-Lake, you might make a stop by sights like Lake Erie and Rabbit Run Community Arts Association.

Find hotel + flight trips in Madison-on-the-Lake

Madison Hotel Deals

Hampton Inn Madison
Hampton Inn Madison
2.5 out of 5
171 Water Tower Drive, Madison, OH
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from May 5 to May 6
CA $139
CA $161 total
includes taxes & fees
May 5 - May 6
9.6/10 Exceptional! (564 reviews)
"It was a great experience"

Reviewed on Mar. 30, 2024

Hampton Inn Madison
Holiday Inn Express & Suites Madison, an IHG Hotel
Holiday Inn Express & Suites Madison, an IHG Hotel
2.5 out of 5
181 WATER TOWER DRIVE, Madison, OH
Fully refundable
The price is CA $141 per night from Apr. 28 to Apr. 29
CA $141
CA $163 total
includes taxes & fees
Apr 28 - Apr 29
9.2/10 Wonderful! (435 reviews)
"Clean"

Reviewed on Mar. 31, 2024

Holiday Inn Express & Suites Madison, an IHG Hotel
Best Western Plus Mentor-Cleveland Northeast
Best Western Plus Mentor-Cleveland Northeast
3 out of 5
8434 Mentor Avenue, Mentor, OH
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Apr. 28 to Apr. 29
CA $139
CA $161 total
includes taxes & fees
Apr 28 - Apr 29
9.2/10 Wonderful! (913 reviews)
"This looks better than website. We were so impressed."

Reviewed on Apr. 16, 2024

Best Western Plus Mentor-Cleveland Northeast
See all 587 properties in Madison
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Madison vacation package cost?
Our Madison vacation packages, which start from just CA $1,071, are the best way to save. Pick and choose your preferred hotels, flights and more to create a personalized getaway.
How do I get a cheap travel package to Madison?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we’ve got everything you need. Select the combination that best suits you and watch your savings grow. Of course, a package deal is never one-size-fits-all. That’s why Expedia offers over 550 airlines and 1,000,000 hotels globally, which lets you customize your Madison adventure.
Where should I stay in Madison?
A getaway to Madison wouldn’t be complete without stopping by Chalet Debonne Vineyards, Laurentia Vineyard & Winery and Grand River Cellars Winery. Spend your evenings close to these tourist attractions and make sightseeing simple.
What are the top hotels in Madison?
If it’s your first visit to Madison, make a reservation at Tony And Rose’s Vineyard Cottage Overlooking Debevc Farms And Debonne Vineyards or Vineyard View | Walk To Wineries And River| Hot Tub. Both will make you feel at home and are top options with many savvy travelers.
How far in advance should I book my Madison vacation?
Travelers are generally able to compare international flights on Expedia up to 12 months prior to departure. Booking last minute? With a bit of luck, it’s still possible to nab an affordable ticket just weeks before your flight.
What does an Expedia Madison travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your ideal Madison trip. You can also add on fun things like tours and activities once you’ve made your booking. You’re in charge! When you bundle your bookings with Expedia, you’ll score discounts you won’t find elsewhere.
What should I know before booking a Madison travel package?
Locking in all the parts of your escape together is one of the best ways to save. Bundle your airfares, rental cars and hotels into a neat little package. But you’re not limited to hotels. Expedia has all types of properties, including vacation rentals like beachfront villas and serviced residences. The list is almost endless!
Can I choose my airline with a Madison Expedia vacation package?
With a vacation package, you’re in charge. Whether you’re looking to fly to Madison in economy or first class, simply choose from the available airline options. Expedia has access to over 550 partner airlines throughout the world.
If I'm not able to travel, can I cancel my Madison vacation package?
You can. We get that things don’t always go to plan, so we’re here to help if you have to make changes to your Madison vacation package. It may be possible to cancel or amend your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Madison

Image for Chalet Debonne Vineyards

Chalet Debonne Vineyards

You can enjoy a tasting or tour at Chalet Debonne Vineyards during your travels to Madison. Wander the lakeside in this trendy area.

Chalet Debonne Vineyards
Image for Laurentia Vineyard & 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
Image for Grand River Cellars Winery

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

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.