Madison Vacations from $310

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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.

The Latest Madison 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 $405, price is now $310 per person
$310
per person
Oct 8 - Oct 12
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.2/10 Very Good! (1,004 reviews)
Decent breakfasts nice variety and good comfortable beds. It is clean with great

Reviewed on Aug 15, 2025

The Willoughby House

The Willoughby House

3 out of 5
Save 100% on your flight
Price was $578, price is now $408 per person
$408
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
10/10 Exceptional! (2 reviews)
Beautiful property. Nice location. Excellent lounge & restaurant.

Reviewed on Aug 4, 2025

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

DoubleTree by Hilton Hotel Cleveland Downtown - Lakeside

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $492, price is now $368 per person
$368
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
7.2/10 Good! (1,263 reviews)
This is a very tired property and front desk staff were not very well trained or friendly.

Reviewed on Aug 19, 2025

Kimpton Schofield Hotel by IHG

Kimpton Schofield Hotel by IHG

4.5 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $694, price is now $536 per person
$536
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,012 reviews)
Super friendly staff.

Reviewed on Aug 18, 2025

The Westin Cleveland Downtown

The Westin Cleveland Downtown

4 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $781, price is now $611 per person
$611
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.6/10 Excellent! (1,491 reviews)
Issue w shower water temp adjustment

Reviewed on Aug 18, 2025

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Where to stay in Madison

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

Discover the most popular places to visit in Madison

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

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

Madison Hotel 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
Fully refundable
$89 nightly
The price is $103 total per night from Sep 7 to Sep 8
$103 total
Sep 7 - Sep 8
Total includes taxes and fees
9.4/10 Exceptional! (600 reviews)
"Our room is clean and comfortable! The girl that checked us in was very sweet and accommodating. My only issue was there was a few long black hairs on the shower wall before any of us showered. Also the drain was slow in the shower so water would rise over your feet which grosses me out. Otherwise, ..."

Reviewed on Aug 11, 2025

Holiday Inn Express & Suites Madison by IHG
Hampton Inn Madison

Hampton Inn Madison

2.5 out of 5
171 Water Tower Drive, Madison, OH
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $117 total per night from Sep 1 to Sep 2
$117 total
Sep 1 - Sep 2
Total includes taxes and fees
9.6/10 Exceptional! (726 reviews)
"Quiet and clean"

Reviewed on Aug 15, 2025

Hampton Inn Madison
Lakefront Property, Family Friendly and Pets Allowed

Lakefront Property, Family Friendly and Pets Allowed

Madison
9.6/10 Exceptional! (104 reviews)
"Wonderful location, nice neighbors, cozy home a very nice deck. Wish it was not as difficult to get to the beach."

Reviewed on Aug 3, 2025

Get rates
Lakefront Property, Family Friendly and Pets Allowed
See all 645 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.

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Frequently asked questions

How much does a Madison vacation package cost?
Offering excellent value package deals from $310 on Expedia, you'll be thrilled with how little a vacation to Madison costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Madison?
If you'd like to snag a cheap Madison vacation package, consider traveling in February, November and December. You'll usually find better rates on hotels and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Madison?
The ideal length for your Madison vacation depends on what you'd like to see. Usually, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden treasures along the way.
How to find the best Madison package deals?
Finding a cheap Madison package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Madison package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalized Madison vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Madison?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Madison escape.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
Your Madison trip is meant to be an escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.