Madison Vacations from $827

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Your Madison Vacation

The easiest way to experience this exciting city is with a custom-made Madison vacation package. Base yourself in the neighborhood of Downtown Cambridge, which is good for bars and pubs, culture and cafes or go someplace else — our packages are all about you. There's plenty to put on your must-see list during a trip to Madison, beginning with leading attractions such as Harriet Tubman Underground Railroad National Historical Park and Spocott Windmill. Whatever your travel plans or budget, organizing your ultimate tailored Madison vacation is easy with Expedia.

The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
Fairfield Inn & Suites by Marriott Ocean City

Fairfield Inn & Suites by Marriott Ocean City

2.5 out of 5
Downtown Ocean City
Price was $960, price is now $827 per person
$827
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Salisbury (SBY)
17.2/10 Exceptional! (916 reviews)
Spotless room! Well stocked with towels and toiletries! Nice breakfast! Staff friendly and professional!

Reviewed on Nov 20, 2025

Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $3,397, price is now $2,240 per person
$2,240
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Salisbury (SBY)
15.2/10 Exceptional! (95 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,672, price is now $1,382 per person
$1,382
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Salisbury (SBY)
18.8/10 Exceptional! (15 reviews)
Stayed in unit 505 and it was beautiful! We loved it!

Reviewed on Aug 23, 2025

Club Ocean Villas II

Club Ocean Villas II

3.5 out of 5
North Ocean City
Price was $1,118, price is now $927 per person
$927
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Salisbury (SBY)
17.2/10 Exceptional! (58 reviews)
Did not like the outdated furniture, small televisions and the hot tub wasn’t sanitized until the next day. Notified office told them hot tub cover was not on and they said they were waiting for a new cover to come in. Pools don’t open until 10 There were ants on the counter tops and the first night we were locked out . Staff said they had us listed as checked out . We did get new cards immediately. We have stayed in the condos for over 30 years Disappointed especially for paying g what we paid

Reviewed on Jul 7, 2025

Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk

2.5 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $5,694, price is now $4,836 per person
$4,836
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Salisbury (SBY)
18/10 Exceptional! (1,003 reviews)
Very friendly staff! Efficient check-in process and a nice clean room with a mini kitchen.

Reviewed on Nov 22, 2025

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Discover the most popular places to visit in Madison

Cambridge

Harriet Tubman Underground Railroad National Historical Park

4.5/5(14 reviews)

Learn about one of the key figures in the historic freedom of enslaved people in this park and visitor center.

Harriet Tubman Underground Railroad National Historical Park

Find the Best Madison Vacation Packages

Madison Essential Information

Language
English
Currency
U.S dollars
Top Sights
Bill Burton Fishing Pier State Park, Cove Point Lighthouse and Choptank River Lighthouse

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Frequently asked questions

How much does a Madison vacation package cost?
You can pick up a vacation package to this popular destination from $827 on Expedia. But how much your vacation to Madison costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Madison?
If you're looking to snag a cheap Madison vacation package, consider traveling in November, December and January. You're likely to find lower prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Madison?
The ideal duration for your Madison vacation depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to tick off all the major attractions and explore some hidden spots along the way.
How to find the best Madison package deals?
Use Expedia's handy filters to find some unbeatable Madison package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Madison package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Madison vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Madison?
If you're considering an impromptu Madison trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Madison vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.