Madison-on-the-Lake Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Madison-on-the-Lake

Price found within the past 48 hours. Click for updated prices.
Kent State University Hotel and Conference Center

Kent State University Hotel and Conference Center

3.5 out of 5
Price was CA $1,815, price is now CA $1,525 per person
CA $1,525
per person
Oct 17 - Oct 22
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
9.4/10 Exceptional! (1,009 reviews)
Location is perfect for walking distance to restaurants and bars. Police station adjacent to hotel so felt safe walking my dog out after dark. Hotel restaurant with good menu and average prices 11-14$ sandwiches. Only down side is no complimentary breakfast. Nice surprise I found during this stay was outdoor patio. Located on second floor. Large area with tables /chairs , couches etc . Nice get away in afternoon to relax with the sun

Reviewed on Aug. 28, 2025

InterContinental Cleveland by IHG

InterContinental Cleveland by IHG

4.5 out of 5
Fairfax
Price was CA $2,574, price is now CA $1,941 per person
CA $1,941
per person
Oct 17 - Oct 22
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
9/10 Wonderful! (823 reviews)
The hotel staff were great especially the manager Cloyd ! He went out of his way to welcome us and help us in several ways. This guy deserves a raise and a promotion! I hear he even has a long commute to the hotel, showing dedication and commitment!

Reviewed on Aug. 28, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was CA $2,532, price is now CA $1,950 per person
CA $1,950
per person
Oct 17 - Oct 22
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
8.6/10 Excellent! (1,549 reviews)
My room had a great view of Lake Erie

Reviewed on Aug. 30, 2025

Fidelity Hotel

Fidelity Hotel

4 out of 5
Downtown Cleveland
Price was CA $2,250, price is now CA $1,800 per person
CA $1,800
per person
Oct 17 - Oct 22
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
9.6/10 Exceptional! (328 reviews)
Stayed for one night. Staff was very polite, the room was clean and cute. Recommend staying here

Reviewed on Aug. 28, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was CA $2,637, price is now CA $2,141 per person
CA $2,141
per person
Oct 17 - Oct 22
found 4 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Cleveland (CLE)
8.6/10 Excellent! (1,018 reviews)
The staff at this hotel are amazing! The hotel itself is clean and modern and within walking distance from many attractions. The only “downside” we experienced was an odd loud whirring type noise outside our window at night.

Reviewed on Aug. 23, 2025

Where to stay in Madison-on-the-Lake

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

George Haywood's Lakefront

Though George Haywood's Lakefront might not have many top sights, you can venture to the surrounding area to see attractions like Rabbit Run Community Arts Association and Deer Lake Golf Club.

Find hotels in George Haywood's Lakefront

Madison-on-the-Lake Hotel Deals

Lakefront Property, Family Friendly and Pets Allowed

Lakefront Property, Family Friendly and Pets Allowed

Madison
Get rates
Lakefront Property, Family Friendly and Pets Allowed
Red Roof Inn Cleveland - Mentor/ Willoughby

Red Roof Inn Cleveland - Mentor/ Willoughby

2 out of 5
4166 State Route 306, Willoughby, OH
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Sep 3 to Sep 4
CA $86
CA $100 total
Sep 3 - Sep 4
includes taxes & fees
7.2/10 Good! (1,009 reviews)
"For a quick stop it's a good place to go"

Reviewed on Aug. 22, 2025

Red Roof Inn Cleveland - Mentor/ Willoughby
Best Western Plus Mentor-Cleveland Northeast

Best Western Plus Mentor-Cleveland Northeast

2.5 out of 5
8434 Mentor Avenue, Mentor, OH
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Sep 7 to Sep 8
CA $151
CA $174 total
Sep 7 - Sep 8
includes taxes & fees
Best Western Plus Mentor-Cleveland Northeast
See all 609 properties in Madison-on-the-Lake
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Madison-on-the-Lake vacation package cost?
Live it up in Madison-on-the-Lake from as low as CA $1,525. We offer a great selection of flights, hotels and rental cars to suit every budget and style. Score even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Madison-on-the-Lake?
Bundle your hotel and flight bookings, toss in extras such as a rental car or activities, and save with a Madison-on-the-Lake vacation package. You won't just land exciting discounts on your adventure — you'll have a world of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties all over the world. Your dream vacation begins right here, right now!
How far in advance should I book my Madison-on-the-Lake vacation?
Savvy travelers book early. Air carriers generally release flights up to a year prior to departure, and this is when you can score some rock-bottom prices. Boss just told you to take some vacation time in a few weeks? No problem! Expedia are never short on fantastic bargains to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Madison-on-the-Lake travel package include?
Expedia has everything you need to organize your Madison-on-the-Lake trip, but what your package looks like is your call. Choose from any combination of rental cars, flights and hotels. Chasing a few activities to keep you on the move? Once you've made your booking, you can add them too. Whatever your style, there's a vacation package to suit your needs.
Can I choose my airline with a Madison-on-the-Lake Expedia vacation package?
You can, and with over 550 airlines to pick from worldwide, you've got lots of choice. Take a look at the available options and see which airline best fits your budget and needs.
If I'm not able to travel, can I cancel my Madison-on-the-Lake vacation package?
If your travel plans in Madison-on-the-Lake have been upended, it's a relief to know that it is possible to cancel your booking. If your booking was made in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. For more information, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.