Madison Vacations from $343

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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.
Comfort Suites Hartville - North Canton

Comfort Suites Hartville - North Canton

2.5 out of 5
Price was $436, price is now $343 per person
$343
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Cleveland (CLE)
9.6/10 Exceptional! (1,001 reviews)
We had traveled back to Ohio for the weekend and were looking for something between the airport and Canton. This hotel exceeded all expectations. It was spotless. Staff were pleasant. Great location. We will definitely stay there again when we're in town.

Reviewed on May 3, 2026

Hilton Garden Inn Cleveland Downtown

Hilton Garden Inn Cleveland Downtown

3 out of 5
Downtown Cleveland
Save 100% on your flight
Price was $728, price is now $512 per person
$512
per person
Jul 1 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Cleveland (CLE)
7.6/10 Good! (1,007 reviews)
The location was perfect, only 8min walk from the Arena and Stadium

Reviewed on May 3, 2026

Fidelity Hotel

Fidelity Hotel

4.5 out of 5
Downtown Cleveland
Price was $1,062, price is now $804 per person
$804
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Mesa (AZA) to Cleveland (CLE)
9.6/10 Exceptional! (725 reviews)
Weird place. Rooms are small, overstuffed and fussy. No desk in mine. Barely a place to sit.

Reviewed on May 5, 2026

Anchor Bay Inn and Suites

Anchor Bay Inn and Suites

2 out of 5
Price was $767, price is now $612 per person
$612
per person
Jul 9 - Jul 14
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
8.8/10 Excellent! (161 reviews)
Room was very clean but the heat/

Reviewed on Oct 29, 2025

Sprucewood Inn

Sprucewood Inn

2 out of 5
Price was $510, price is now $408 per person
$408
per person
Jul 9 - Jul 14
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Cleveland (CLE)
6.8/10 (695 reviews)
The staff was very friendly. The beds were quite comfortable with fluffy pillows, which made for some good sleep. There was hot water and everything else worked great.

Reviewed on May 3, 2026

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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
Lake Erie in Ohio at sunrise

Madison-on-the-Lake

2 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 beach near Cumings Beach Park.

Find hotels in Madison-on-the-Lake

Discover the most popular places to visit in Madison

Hogback Ridge Falls - Waterfall - Hogback Ridge Metro Park, Ohio

Hogback Ridge

Explore the great outdoors at Hogback Ridge, a lovely green space in Madison. Take in the theater scene while you're in the area.

Hogback Ridge

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

Chalet Debonne Vineyards

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

Chalet Debonne Vineyards

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
$110 nightly
The price is $127 total per night from May 13 to May 14
$127 total
May 13 - May 14
Total with taxes and fees
9.6/10 Exceptional! (814 reviews)
Best breakfast I’ve had a a hotel in years! Friendly staff & great property. I was concerned by the low rating and was pleasantly surprised that this Hampton was do nice!

Reviewed on May 1, 2026

Hampton Inn Madison
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
$99 nightly
The price is $114 total per night from May 10 to May 11
$114 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (706 reviews)
Very well maintained with a great breakfast and helpful staff.

Reviewed on Apr 20, 2026

Holiday Inn Express & Suites Madison by IHG
Madison on the Lake Home with Lake Erie views & Pool in Wine Country!

Madison on the Lake Home with Lake Erie views & Pool in Wine Country!

Madison OH
9.6/10 Exceptional! (27 reviews)
Spent a week and enjoyed my time here. The house is lovely and has all the things needed to be comfortable. Nice area & very quiet. Would return again. Host responded quickly to my questions.

Reviewed on Feb 14, 2026

Get rates
Madison on the Lake Home with Lake Erie views & Pool in Wine Country!
See all 684 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.

Find the Best Madison Vacation Packages

Madison Essential Information

Language
English
Currency
U.S dollars
Population
3,200
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Chalet Debonne Vineyards, Laurentia Vineyard & Winery and Grand River Cellars Winery

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Frequently asked questions

How much does a Madison vacation package cost?
Offering excellent value package deals from $343 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.

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