Madison Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Madison

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 S$416 per night from 17 Dec to 18 Dec
S$416
includes taxes & fees
17 Dec - 18 Dec
9.2/10 Wonderful! (263 reviews)
"The hotel is majestic and on the water with beautiful views. The staff was without exception incredibly attentive and friendly- from Sara and Matthew at the front desk to the gentleman who helped us with the fireplace to Mike and the other valets who took care of the car. Wonderful experience!"

Reviewed on 21 Nov,2024

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 S$200 per night from 20 Dec to 21 Dec
S$200
includes taxes & fees
20 Dec - 21 Dec
8.8/10 Excellent! (1,327 reviews)
"The staff friendly and helpful . Room was comfortable,quiet and clean ."

Reviewed on 17 Nov,2024

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 S$109 per night from 1 Dec to 2 Dec
S$109
includes taxes & fees
1 Dec - 2 Dec
6.6/10 (1,007 reviews)
"Thanks"

Reviewed on 21 Nov,2024

Motel 6 New Haven - Branford, CT
See all 1,873 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?
Explore the best of Madison from as little as . Choose from a wonderful selection of rental cars, hotels and flights to suit your budget. Pick up even better deals when you add a few sightseeing activities to your package.
How do I get a cheap travel package to Madison?
Booking a hotel and flight together with Expedia won’t just save you time — it’ll save you cash too. A Madison holiday package makes it easy to organise your perfect trip. With more than 550 airlines all over the world to choose from, finding convenient flights that fit your schedule won’t be hard. In addition to that, we have over 1,000,000 hotels globally to take your pick of. Now that’s choice! Whatever your budget, Expedia puts more of the world within your reach.
Where should I stay in Madison?
A holiday in Madison isn’t complete without stopping by Hammonasset Beach State Park, Hammonasset Beach and Meigs Point Nature Centre. Spend your nights near these sights and make sightseeing simple.
What are the top hotels in Madison?
Many travellers opt to stay at Madison Beach Hotel in Madison Centre. If it’s your first time in Madison, you’ll feel very welcome here.
How far in advance should I book my Madison holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Most carriers display prices up to 12 months prior to departure dates. Generally, this is the cheapest time to book. If circumstances have left you booking late, last-minute deals to Madison sometimes become available in the weeks leading up to departure.
What does an Expedia Madison travel package include?
Select from any combination of hotels, flights and rental cars. Once you’ve made your booking, you can also add on experiences and tours. Want to pick your airfare class? That’s also possible. The choice is yours when it comes to creating your dream Madison escape.
What should I know before booking a Madison travel package?
Whether it’s relaxation or adventure you’re after, a Madison holiday package lets you organise your escape your way. Plus, you’ll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Madison Expedia holiday package?
With a holiday package, you’re always in charge. Whether you’d prefer to fly to Madison in economy or business class, simply choose from the available airline options. Expedia has access to over 550 airline partners across the world.
If I'm not able to travel, can I cancel my Madison holiday package?
Certainly, and we’ll help you every step of the way. You may be able to change or cancel your Madison holiday package for free within 24 hours of booking. But you may incur a fee from your airline, hotel or car rental company for older bookings. If your circumstances suddenly change, visit our Customer Service Portal for further information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.