Madison Holidays

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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
Fully refundableReserve now, pay when you stay
The price is AU$713 per night from 11 Sept to 12 Sept
AU$713
11 Sept - 12 Sept
includes taxes & fees
9.4/10 Exceptional! (312 reviews)
"The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again."

Reviewed on 18 Aug. 2025

Madison Beach Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is AU$128 per night from 28 Aug to 29 Aug
AU$128
28 Aug - 29 Aug
includes taxes & fees
6.8/10 (1,006 reviews)
"The Staff Are Very Pleasant & Polite"

Reviewed on 23 Aug. 2025

Motel 6 New Haven - Branford, CT
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 AU$186 per night from 31 Aug to 1 Sept
AU$186
31 Aug - 1 Sept
includes taxes & fees
7.8/10 Good! (1,297 reviews)
"Desk staff were very professional and knowledgeable of the area."

Reviewed on 21 Aug. 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,910 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.