Madison Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to Rp173.195 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Madison

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 Rp3.918.883 per night from 13 Jul to 14 Jul
Rp3.918.883
Rp5.230.069 total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Amazing!
"Stay was very relaxing, as the hotel offers an resort many amenities and very spacious."

Reviewed on 15 Jun 2025

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 Rp2.125.051 per night from 27 Jun to 28 Jun
Rp2.125.051
Rp2.358.807 total
27 Jun - 28 Jun
includes taxes & fees
7.8/10 Good! (800 reviews)
"I love the staff Mr. Colvin and all the wonderful Receptionist. The room was clean and house keeping amazing. The life guard was awesome as well. The breakfast was plentiful. The over all stay was joyful...Thanks much!!!!"

Reviewed on 17 Jun 2025

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 Rp1.996.499 per night from 1 Jul to 2 Jul
Rp1.996.499
Rp2.196.214 total
1 Jul - 2 Jul
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Pool was clean and enjoyable . Rooms were ok, staff were super accommodating ."

Reviewed on 14 Jun 2025

St Michaels Inn
See all 501 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 holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday 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 holiday packages. Travelling in quieter periods means you can generally find lower prices on accommodation and flights.
How many days is enough for Madison?
With a well-organised 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Madison holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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 holiday package that brings all your bookings together.

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