Madison Packages (Flight + Hotel)
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Top hotels in Madison
Madison Beach Hotel
94 West Wharf Road Madison CT
฿16,287
฿18,730 total
2 Sept - 3 Sept
includes taxes & fees
9.4/10 Exceptional! (380 reviews)
"The hotel was excellent in every way, rooms, food, staff and property. I would only suggest a few amenities in the rooms that we expect in a lodging of this status. The room should have had a pen and note pad, wine glasses, an opener, plastic tumblers in the bathroom, and boosters for much better ..."
Reviewed on 5 Aug 2026
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
฿2,094
฿2,442 total
3 Sept - 4 Sept
includes taxes & fees
7.2/10 Good! (1,015 reviews)
"I need my money"
Reviewed on 7 Aug 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
฿3,759
฿4,323 total
13 Aug - 14 Aug
includes taxes & fees
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.
Stay near popular Madison attractions
Photo by Shannon Willitts
Hammonasset Beach State Park
8.8/10 (137 reviews)
Connecticut's largest shoreline park features two miles of sandy beach along Long Island Sound. Explore hiking trails or visit the Meigs Point Nature Centre for interactive exhibits about local ecosystems.
Hammonasset Beach
9.4/10 (14 reviews)
Connecticut's largest shoreline park offers two miles of sandy beaches along the Long Island Sound. Explore diverse ecosystems on nature trails or visit the Meigs Point Nature Centre for wildlife exhibits.
North Madison Shopping Center
8.8/10 (10 reviews)
This local retail hub offers convenient shopping with a variety of stores and services for everyday needs. Browse through grocery, clothing, and dining options while enjoying the relaxed small-town atmosphere.
Deacon John Grave House
8.0/10 (2 reviews)
This 1685 saltbox home showcases seven generations of the Grave family through preserved colonial rooms. Explore American domestic life with an intimate guided tour of this New England architectural treasure.
East Wharf Beach Park
Why not spend a lazy afternoon at East Wharf Beach Park during your trip to Madison?
Scranton Memorial Library
8.0/10 (3 reviews)
The E.C. Scranton Memorial Library has served Madison since 1901 with over 100,000 volumes. Browse their extensive collection or attend one of their frequent author talks and cultural workshops.
Madison Green Historic District
You can learn about the history of Madison with a trip to Madison Green Historic District.
RJ Julia Booksellers
9.6/10 (12 reviews)
This beloved independent bookshop hosts over 300 author events annually in its charming two-story space. Browse the thoughtfully curated selection, then relax with your new book at the cosy in-store café.
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?
- 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.
- 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.
- 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.
- 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.
