Madison Trips (flight + hotel)

Photo by Shannon Willitts

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to P 3,118 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

Madison Beach Hotel
Madison Beach Hotel
4 out of 5
94 West Wharf Road, Madison, CT
The price is P25,706 per night from Jun 30 to Jul 1
P25,706
P29,562 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (296 reviews)
Perfect spot
"This is the perfect place to stay"

Reviewed on Jun 17, 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 P7,386 per night from Jun 30 to Jul 1
P7,386
P8,494 total
Jun 30 - Jul 1
includes taxes & fees
8.8/10 Excellent! (1,606 reviews)
"Great staff and clean, centrally-located hotel!"

Reviewed on Jun 20, 2025

New Haven 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 P4,070 per night from Jul 1 to Jul 2
P4,070
P4,738 total
Jul 1 - Jul 2
includes taxes & fees
6.8/10 (1,002 reviews)
"Inexpensive, clean, and available on very short notice after a minor travel interruption. We were quite satisfied with the accommodations."

Reviewed on Jun 18, 2025

Motel 6 New Haven - Branford, CT
See all 1,931 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 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.

Popular places to visit

Allis-Bushnell House and Museum

You can spend time exploring the galleries in Allis-Bushnell House and Museum during your trip to Madison. While you're in the area, stroll along the beautiful beaches.

Allis-Bushnell House and Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.