Madison Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NT$5,067 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Madison Vacation Packages

Madison Hotel Deals

Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is NT$6,247 per night from Jul 22 to Jul 23
NT$6,247
NT$8,476 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."

Reviewed on 2025/6/22

Hyatt Regency Chesapeake Bay
Solomons Inn Resort & Marina
Solomons Inn Resort & Marina
2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is NT$3,635 per night from Jul 6 to Jul 7
NT$3,635
NT$4,035 total
Jul 6 - Jul 7
includes taxes & fees
7.8/10 Good! (811 reviews)
Fabulous
"Wonderful stay for my friends birthday.Janai at front desk was exceptional in getting birthday care for the room and assuring a waterfront room. Janai and my friend shared the same birthday. Everyone was so nice and accommodating. Will be my new getaway spot."

Reviewed on 2025/6/24

Solomons Inn Resort & Marina
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
The price is NT$3,538 per night from Jul 6 to Jul 7
NT$3,538
NT$3,892 total
Jul 6 - Jul 7
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"We enjoyed our 3 day stay at St Michaels inn everyone was friendly and the free breakfast was good"

Reviewed on 2025/6/28

St Michaels Inn
See all 503 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.

Frequently asked questions

How much does a Madison vacation package cost?
You can pick up a vacation package to this popular destination 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?
January, February and November are great times to look for cheap Madison vacation packages. Traveling in quieter periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Madison?
With a well-organized itinerary, you can easily visit the main Madison sights in a handful of days. But if you'd like to discover hidden spots or take day trips, think about booking your Madison vacation for longer.
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.
How to plan a trip to Madison?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Madison.
  2. Set your budget: Factor in costs such as food, flights and transportation when working out how much to put aside for your trip to Madison. Then, pick a hotel that fits your budget, whether that's an affordable stay or a more upscale getaway.
  3. Decide your trip length: Consider how long you'd like to spend exploring Madison. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Madison vacation package that brings all your bookings together.

Discover the most popular places to visit in Madison

Cambridge

Harriet Tubman Underground Railroad National Historical Park

4.5/5(14 reviews)

You can spend time studying the exhibits at Harriet Tubman Underground Railroad National Historical Park in Madison. While you're in the area, stroll along the riverfront.

Harriet Tubman Underground Railroad National Historical Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.