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Book Exclusive Madison Vacation Packages

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Madison flight + hotel packages

Trumbull Marriott Shelton
Extended Stay America - Shelton - Fairfield County
Courtyard by Marriott New Haven Orange-Milford
Hilton Garden Inn Milford
Holiday Inn Bridgeport-Trumbull-Fairfield

Top Madison hotels deals

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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.

Popular places to visit in Madison

Frequently asked questions

How much are vacation packages to Madison?
Enjoy a fulfilling travel experience in Madison with a vacation package starting from just $258. Reserving hotels, flights and tours through Travelocity is so simple. What’s more, our deals will leave you with extra money for fun, fun, fun!
Where can I get the best vacation package deals for Madison?
Head straight to Travelocity. With access to 400 airlines and 665,000 properties worldwide, finding the best Madison package deal couldn’t be simpler.
Why should I purchase my Madison vacation bundle with Travelocity?
Because you’ll never wander on your own if you secure your trip through us, and we offer 24/7 customer support and high-quality service to boot. Add to that our Price Match Guarantee and countless experiences to select from. It’s our job to help you have the trip of a lifetime.
Can I save money on my Madison car rental if I combine it with a hotel or flight?
Booking a Madison vacation package with Travelocity is a simple way to save you time and money. You can bundle a car, hotel and flight, or any combination of them, and score awesome discounts. You can also add in some tours and experiences. Once you’ve picked up the keys to your rental car, head out of the neighborhood and discover what the surrounding area has to offer. About 81 mi from Madison, Times Square is the perfect road trip.
What is the best time of year to go to Madison?
If you prefer to wander wisely, January is a terrific time to do it. That’s when hotel rates are at their cheapest. By way of comparison, prices are highest around June. July, August, June are the most popular months to stay in Madison, so expect long lines for major attractions. Hoping to avoid the busy season? You’ll find fewer visitors during December, January, February.
What is there to do in Madison?
Dig out your travel plan and add in Hammonasset Beach State Park and Anna Mias. They’re just two of the top attractions in Madison.
Where should I stay when visiting Madison?
After a fun-filled day of sightseeing around Madison, catch some Zs at the Tidewater Inn. This top option has everything you need for a comfortable stay.

^Savings based on all package bookings with Flight + Hotel made on Travelocity.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.