Madison Vacations from $273
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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.
Cedar Stables Inn and Suites
$273
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
8.8/10 Excellent! (547 reviews)
This was our third stay. The room in itself was clean and cute, as expected. One of our keys didn't work on arrival. The issue was resolved nicely right away. Reason for a reduced rating from our two previous 5 star rating: Entrance needs a lot of attention. Walkway really needs a good power washing, heavily stained. Windows also need a good cleaning. Though I don't know where someone would go to smoke, I feel an entrance isn't the place.
There is a hall rental that shares the entrance. The patrons renting the hall Friday and Saturday evening (individual events) took their party out into the parking lot. The Saturday evening patrons set off fireworks in the parking lot.
Reviewed on Aug 7, 2026
Fidelity Hotel
Downtown Cleveland
$958
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.6/10 Exceptional! (875 reviews)
While the hotel was within walking distance of our planned restaurant, there wasn't much nightlife to walk to. We also found the room was ridiculously small. So small that we could not open the drawers to the dresser and the bathroom had strange closet like double doors (which were very difficult to open from inside the washroom) because a real door would not have fit in the room. There was not even space to have our suitcases open other than on the bed. The room was also very dimly lit and our only window faced directly into the parking garage next door. Won't be back.
Reviewed on Aug 6, 2026
Landing Apartments near Rivergate Park Area
Cuyahoga Valley
$892
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cleveland (CLE)
9.2/10 Wonderful! (9 reviews)
I had excellent communication with the corporate office and the on-site manager.
The building is fabulous with an excellent gym, rec room and pool. The garage is easy to get in and out, plus a brewery right next door...it was the perfect choice.
I will look for the company in other cities for future travels.
Reviewed on Jul 28, 2026
Where to stay in Madison
Find the best Madison areas and neighborhoods for the activities you enjoy most. Learn more about Madison
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 Rabbit Run Community Arts Association.
George Haywood's Lakefront
If you're spending some time in George Haywood's Lakefront, Lake Erie is a top sight worth visiting.
Madison Beach
Though Madison Beach might not have many top sights, you can venture to the surrounding area to see attractions like Geneva State Park and Geneva Marina.
Madison - Lakeland
While Madison - Lakeland might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Geneva State Park and Geneva Marina.
Cumings Beach Park
Though Cumings Beach Park might not have many top sights, you can venture to the surrounding area to see attractions like Geneva State Park and Geneva Marina.
Stay near popular Madison attractions
Hogback Ridge
9.6/10 (5 reviews)
Hike the unique hogback formation where steep valleys flank a narrow ridge resembling a hog's spine. Explore diverse habitats via accessible boardwalks and scenic overlook decks amid seasonal wildflower displays.
Grand River Cellars Winery
9.0/10 (23 reviews)
This award-winning Ohio winery showcases local Grand River Valley grapes in a rustic setting. Sample diverse wine flights on their woodland patio while enjoying live music and locally-inspired cuisine.
Laurentia Vineyard & Winery
9.0/10 (17 reviews)
This Grand River Valley estate winery welcomes guests with a log-and-stone tasting room featuring a central fireplace. Sample their acclaimed wines while enjoying seasonal dishes on the patio overlooking the vineyards.
Chalet Debonne Vineyards
9.2/10 (44 reviews)
Debonné Vineyards, Ohio's largest estate winery, offers over 50 wines across 175 acres in the Grand River Valley. Sample wine flights in the rustic chalet while enjoying live entertainment on weekends.
Rabbit Run Community Arts Association
10.0/10 (1 review)
One of the few remaining barn theaters in the US, Rabbit Run offers intimate performances in a 19th-century setting. Bring a picnic dinner to enjoy on the landscaped grounds before summer evening shows.
Baci Winery
Savor estate-grown wines and Italian cuisine at Baci Winery, a Grand River Valley gem with vineyard panoramas. Weekend visitors can enhance their tasting experience with live music performances on the scenic grounds.
Madison Hotel Deals
Holiday Inn Express & Suites Madison by IHG
181 WATER TOWER DRIVE Madison OH
Fully refundable
$95 nightly
$109 total
Sep 7 - Sep 8
Total with taxes and fees
Hampton Inn Madison
171 Water Tower Drive Madison OH
Fully refundableReserve now, pay when you stay
$114 nightly
$131 total
Sep 7 - Sep 8
Total with taxes and fees
Charming 2-bedroom house in delightful Madison with AC
Madison OH
$320 nightly
$320 total
Aug 9 - Aug 10
Total with taxes and fees
8.8/10 Excellent! (3 reviews)
"Beautiful, pet friendly , host was easy to communicate with , we would stay again"
Reviewed on Aug 1, 2026
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 $273 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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- Walnut Beach Park
- Mentor Marsh - Carol H. Sweet Nature Center
- Austinburg Township Park
- Rabbit Run Community Arts Association
- Ashtabula Vacations
- Pioneer Waterland & Dry Fun Park
- Deer Lake Golf Club
- M Cellars
- South River Vineyard
- North Coast Marina
- Ashtabula Recreation Unlimited Marina
- Visit Geneva-on-the-Lake
- Geneva Vacations
- Fairport Harbor Lakefront Park Beach
- Old Firehouse Winery
- Saybrook Township Park
- Geneva State Park
- Black Brook Golf Course
- Mechanicsville Road Covered Bridge
- Allison's Mini-Golf
- Lakehouse Inn & Winery
- Headlands Beach State Park
- Chalet Debonne Vineyards
- Harpersfield Covered Bridge
- Geneva-On-The-Lake Vacations
- Fairport Harbor Marine Museum and Lighthouse
- Visit Madison
- Painesville Vacations
- Visit Geneva
- Laurentia Vineyard & Winery
- Adventure Zone
- Little Mountain Country Club
- Ferrante Winery
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
