Madison-on-the-Lake Vacation Packages

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

Price found within the past 48 hours. Click for updated prices.
Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Price was CA $1,028, price is now CA $831 per person
CA $831
per person
Nov 14 - Nov 17
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
8.6/10 Excellent! (1,018 reviews)
Not a fan of the non existent parking….as there was not any. If there is an event going on when you check in pay for the valet, definitely worth it rather than the hassle of finding parking. Something I wish I’d knew prior to arrival.

Reviewed on Aug. 30, 2025

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
Price was CA $1,112, price is now CA $893 per person
CA $893
per person
Nov 14 - Nov 17
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
8.8/10 Excellent! (1,004 reviews)
Great staff, nice room

Reviewed on Aug. 31, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was CA $1,255, price is now CA $1,029 per person
CA $1,029
per person
Nov 14 - Nov 17
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
8.6/10 Excellent! (1,549 reviews)
EASY CHECK IN. THE STAFFS CHECKING YOU IN ARE THE BEST !

Reviewed on Sep. 1, 2025

Hotel Indigo Cleveland Downtown by IHG

Hotel Indigo Cleveland Downtown by IHG

3.5 out of 5
Downtown Cleveland
Price was CA $1,047, price is now CA $874 per person
CA $874
per person
Nov 14 - Nov 17
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to Cleveland (CLE)
8.4/10 Very Good! (1,326 reviews)
Access to Cleveland Clinic 4 miles. Walking distance to several restaurants

Reviewed on Sep. 2, 2025

InterContinental Cleveland by IHG

InterContinental Cleveland by IHG

4.5 out of 5
Fairfax
Price was CA $1,139, price is now CA $956 per person
CA $956
per person
Nov 14 - Nov 17
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) 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

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
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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 $87 per night from Sep 7 to Sep 8
CA $87
CA $100 total
Sep 7 - Sep 8
includes taxes & fees
Red Roof Inn Cleveland - Mentor/ Willoughby
Pete's Lakefront Motel

Pete's Lakefront Motel

2 out of 5
5225 Old Lake Rd, Geneva, OH
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 12 to Sep 13
CA $172
CA $197 total
Sep 12 - Sep 13
includes taxes & fees
Pete's Lakefront Motel
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.
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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 $831. 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.