Madison Holidays

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Photo by Shannon Willitts

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Your Madison Holiday

With plenty of highlights as well as some hidden gems, this city is best explored with a Madison holiday package. Check out hotels located in Essex Village, which is great for walking, hiking and views. Like to start exploring your surroundings? Hammonasset Beach State Park, Hammonasset Beach and RJ Julia Booksellers are just three of the leading places to visit during your trip to Madison. Whoever you're travelling with and whatever you plan to spend, your ultimate Madison holiday is just a few clicks away with Expedia.

Madison Holiday

Madison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
19,100
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hammonasset Beach State Park, Hammonasset Beach and Stony Creek Museum

Our pick of the best Madison Hotel Deals

Madison Beach Hotel
Madison Beach Hotel
4 out of 5
94 West Wharf Road, Madison, CT
The price is AU$1,163 per night from 13 July to 14 July
AU$1,163
13 July - 14 July
includes taxes & fees
9.4/10 Exceptional! (297 reviews)
"Great stay!!"

Reviewed on 3 Jul. 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 AU$259 per night from 13 July to 14 July
AU$259
13 July - 14 July
includes taxes & fees
8.8/10 Excellent! (1,627 reviews)
"The property was very nice with great customer service.We stayed on a Friday night and we could hear the music from the night club behind the hotel late into the night. Other than that I have no complaints about the property."

Reviewed on 3 Jul. 2025

New Haven Hotel
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$177 per night from 3 Aug to 4 Aug
AU$177
3 Aug - 4 Aug
includes taxes & fees
7.4/10 Good! (1,002 reviews)
"It had a good vibe walking in, the only thing I disliked was the Queen size bed was definitely a full size bed, but was marked as a queen size bed."

Reviewed on 1 Jul. 2025

Clarion Inn
See all 1,929 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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 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.

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