Madison Vacations

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    Save up to ₩234,741 when you book a flight and hotel together*
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Find the Best Madison Vacation Packages

Madison Hotel Deals

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road, Madison, CT
The price is ₩719,916 per night from Sep 4 to Sep 5
₩719,916
₩827,903 total
Sep 4 - Sep 5
includes taxes & fees
9.4/10 Exceptional! (305 reviews)
"Everything was wonderful! Everyone was extremely friendly and helpful! The room was comfortable with a beautiful view from the balcony. I would highly recommend!!"

Reviewed on Aug 1, 2025

Madison Beach Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is ₩187,285 per night from Aug 24 to Aug 25
₩187,285
₩215,378 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (838 reviews)
"Very near Yale university. The hotel is very clean and the hotel staff were kind and helpful. I got a work out in their nice fitness room. I enjoyed my stay before making my self into NYC."

Reviewed on Aug 2, 2025

Cambria Hotel New Haven University Area
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is ₩132,922 per night from Aug 10 to Aug 11
₩132,922
₩152,860 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,248 reviews)
"We enjoyed this place a lot"

Reviewed on Aug 3, 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,913 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.

Discover the most popular places to visit in Madison

Anna Mia's

Enjoy an outing to Anna Mia's during your stay in Madison. While you're in the area, stroll along the beautiful beaches.

Anna Mia's

Frequently asked questions

How much does a Madison vacation package cost?
You can grab a vacation package to this top destination on Expedia. However, 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?
You can usually find lower prices and better availability in January, February and November. Take a look at our cheap Madison vacation packages and you could score some great off-season discounts.
How many days is enough for Madison?
For your Madison vacation, a few days will be enough to see all the highlights. Be sure to stop by Meigs Point Nature Center — it's one of the major attractions in this destination. If you're looking for more adventure, consider basing yourself here and setting off on some tours from Madison.
Is it worth booking a vacation package to Madison?
During your Madison vacation, you can count on experiencing some top-notch cafes and dining. Leave enough room in your itinerary to visit major sights like Hammonasset Beach State Park and Scranton Memorial Library.
How to find the best Madison package deals?
Use Expedia's filters to find some of the best Madison package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Madison package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a personalized Madison vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Madison?
Score incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Madison getaway.
How to plan a trip to Madison?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite time of year and the activities available will also help you decide when to visit Madison.
  2. Budget wisely: On top of the price of your hotel, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Madison.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Madison. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Madison vacation 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.