Madison - Lakeland Vacations from $225

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 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 - Lakeland Vacation

With a personalized vacation package to Madison - Lakeland, you can spend less time planning and more time uncovering this intriguing neighborhood. From its watersports to its views, there's plenty to discover here. Plan enough time to visit leading nearby sights such as Rabbit Run Community Arts Association during your trip to Madison - Lakeland. Stop daydreaming and start doing. When you're ready to book your vacation to Madison - Lakeland, Expedia will help you get there.

The Latest Madison - Lakeland Vacation Packages

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

Hampton Inn & Suites Cleveland-Beachwood

2.5 out of 5
Price was $279, price is now $225 per person
$225
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9/10 Wonderful! (1,002 reviews)
The breakfast was amazing and everyone working was super friendly and very helpful!

Reviewed on Sep 2, 2025

The Willoughby House

The Willoughby House

3 out of 5
Price was $625, price is now $473 per person
$473
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Cleveland (CLE)
10/10 Exceptional! (4 reviews)
Clean rooms and comfortable beds helped us throughly enjoy our stay!

Reviewed on Aug 26, 2025

InterContinental Suites Hotel Cleveland by IHG

InterContinental Suites Hotel Cleveland by IHG

4 out of 5
Fairfax
Price was $365, price is now $291 per person
$291
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (1,006 reviews)
This is very conveniently located by the Cleveland Clinic. I found it comfortable and very clean. I would definitely stay here again.

Reviewed on Sep 4, 2025

Berlin Heritage Inn

Berlin Heritage Inn

2.5 out of 5
Price was $440, price is now $355 per person
$355
per person
Oct 30 - Nov 2
found 20 hours ago
Roundtrip flight included
Orlando (MCO) to Cleveland (CLE)
9.2/10 Wonderful! (1,001 reviews)
The room was very clean. The staff was great

Reviewed on Sep 6, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Price was $469, price is now $381 per person
$381
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,567 reviews)
Staff was very friendly and the view was awesome

Reviewed on Sep 3, 2025

Where to stay in Madison - Lakeland

Find the best Madison - Lakeland areas and neighborhoods for the activities you enjoy most. Learn more about Madison - Lakeland
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 hotels in Madison-on-the-Lake

Madison - Lakeland Hotel Deals

Red Roof Inn Ashtabula - Austinburg

Red Roof Inn Ashtabula - Austinburg

2 out of 5
1860 Austinburg-Ashtabula Rd, I-90 Exit 223, Austinburg, OH
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $80 total per night from Oct 1 to Oct 2
$80 total
Oct 1 - Oct 2
Total with taxes and fees
Red Roof Inn Ashtabula - Austinburg
Comfort Inn

Comfort Inn

2.5 out of 5
7581 Auburn Rd, Rt 44 Off I-90, Painesville, OH
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Sep 21 to Sep 22
$114 total
Sep 21 - Sep 22
Total with taxes and fees
Comfort Inn
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
$139 nightly
The price is $160 total per night from Sep 12 to Sep 13
$160 total
Sep 12 - Sep 13
Total with taxes and fees
Pete's Lakefront Motel
See all 561 properties in Madison - Lakeland
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Madison - Lakeland

Chalet Debonne Vineyards

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

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

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