Madison Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Shannon Willitts

Top hotels in Madison

Madison Beach Hotel
Madison Beach Hotel
4 out of 5
94 West Wharf Road, Madison, CT
The price is 11.740.401 ₫ per night from 13 Jul to 14 Jul
11.740.401 ₫
13.501.461 ₫ total
13 Jul - 14 Jul
includes taxes & fees
9.4/10 Exceptional! (296 reviews)
Perfect spot
"This is the perfect place to stay"

Reviewed on 17 Jun 2025

Madison Beach Hotel
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is 3.859.451 ₫ per night from 6 Jul to 7 Jul
3.859.451 ₫
4.438.368 ₫ total
6 Jul - 7 Jul
includes taxes & fees
8.8/10 Excellent! (1,603 reviews)
"Great place and the staff is top notch! It is located in an area with lots of restaurants and bars nearby. Not far from the Yale campus and all of the stores to shop at. I’d definitely stay again."

Reviewed on 25 Jun 2025

New Haven Hotel
La Quinta Inn & Suites by Wyndham New Haven
La Quinta Inn & Suites by Wyndham New Haven
3 out of 5
400 Sargent Dr, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is 2.559.919 ₫ per night from 6 Jul to 7 Jul
2.559.919 ₫
2.943.907 ₫ total
6 Jul - 7 Jul
includes taxes & fees
5.8/10 (1,005 reviews)
"Good"

Reviewed on 27 Jun 2025

La Quinta Inn & Suites by Wyndham New Haven
See all 1,930 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 grab a holiday package to this top destination on Expedia. However, 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?
You can usually find lower prices and better availability in January, February and November. Take a look at our cheap Madison holiday packages and you could score some great off-season discounts.
How many days is enough for Madison?
For your Madison holiday, a few days will be enough to see all the highlights. Be sure to stop by Meigs Point Nature Centre --- 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 holiday package to Madison?
During your Madison holiday, 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 holiday package as early as possible.
Is it cheaper to book a Madison holiday as a package?
Expedia holiday 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 personalised Madison holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 favourite 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 holiday package that brings all your bookings together.

Popular places to visit

Hammonasset Beach State Park

Hammonasset Beach State Park

4.5/5(3 reviews)

You can take time to visit Hammonasset Beach State Park during your travels to Madison. While you're in the area, stroll along the beautiful beaches.

Hammonasset Beach State Park

North Madison Shopping Center

You can search for that perfect souvenir at North Madison Shopping Center during your visit to Madison. While you're in the area, wander around the natural setting.

North Madison Shopping Center

RJ Julia Booksellers

Enjoy an outing to RJ Julia Booksellers during your stay in Madison. While you're in the area, stroll along the beautiful beaches.

RJ Julia Booksellers