Madison Vacations from $261

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Your Madison Vacation

Reserve a Madison vacation package that includes everything you need and no unnecessary extras. Great for walking, hiking and views, think about basing yourself in the neighborhood of Essex Village. Hammonasset Beach State Park, Hammonasset Beach and Meigs Point Nature Center are just a few of the many sights worth checking out during your trip to Madison. That dream Madison vacation is a few clicks away. Explore airfares, hotels and more on Expedia for a trip that's tailored just for you.

The Latest Madison vacation packages

Price found within the past 48 hours. Click for updated prices.
The Best Way Inn

The Best Way Inn

2 out of 5
West New Haven
Price was $309, price is now $261 per person
$261
per person
Nov 23 - Nov 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
5/10 (8 reviews)
The staff was helpful. The room was clean. The place needs some repairs.

Reviewed on Jun 13, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,505, price is now $868 per person
$868
per person
Dec 7 - Dec 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $397, price is now $283 per person
$283
per person
Nov 23 - Nov 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.2/10 Very Good! (1,008 reviews)
Always a nice clean room. Staff is great.

Reviewed on Oct 11, 2025

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
Price was $769, price is now $651 per person
$651
per person
Nov 13 - Nov 18
found 2 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
8.8/10 Excellent! (1,783 reviews)
Microtel is conveniently located minutes from the Mohegan Casino, grocery store, and restaurants.

Reviewed on Oct 10, 2025

Whitney Inn & Suites

Whitney Inn & Suites

2 out of 5
Price was $366, price is now $312 per person
$312
per person
Nov 23 - Nov 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
6.8/10 (556 reviews)
Very clean and we felt very safe

Reviewed on Sep 14, 2025

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Discover the most popular places to visit in Madison

Looks a little like out of Africa

Hammonasset Beach State Park

You can take time to visit Hammonasset Beach State Park during your travels to Madison. While you're in the area, stroll along the beautiful beaches.

Hammonasset Beach State Park

North Madison Shopping Center

You can search for that perfect souvenir at North Madison Shopping Center during your trip to Madison. While you're in the area, wander around the natural setting.

North Madison Shopping Center

Meigs Point Nature Center

Enjoy the collegiate vibe at Meigs Point Nature Center during your stay in Madison. While you're in the area, stroll along the beautiful beaches.

Meigs Point Nature Center

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
$303 nightly
The price is $348 total per night from Nov 4 to Nov 5
$348 total
Nov 4 - Nov 5
Total with taxes and fees
9.4/10 Exceptional! (321 reviews)
"Wonderful"

Reviewed on Oct 6, 2025

Madison Beach Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $192 total per night from Oct 26 to Oct 27
$192 total
Oct 26 - Oct 27
Total with taxes and fees
8.4/10 Very Good! (1,005 reviews)
"We have a lovely stay at the Omni New Haven. The room was clean and quiet with a super comfy bed and pillows. The staff were friendly and helpful. If you are visiting Yale, it's right on the campus. Very walkable!"

Reviewed on Oct 6, 2025

Omni New Haven Hotel at Yale
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
$119 nightly
The price is $137 total per night from Oct 26 to Oct 27
$137 total
Oct 26 - Oct 27
Total with taxes and fees
9/10 Wonderful! (1,813 reviews)
"Great safe parking"

Reviewed on Oct 6, 2025

New Haven Hotel
See all 1,905 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.

Madison Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
19,100
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Hammonasset Beach State Park, Hammonasset Beach and Stony Creek Museum

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Frequently asked questions

How much does a Madison vacation package cost?
You can grab a vacation package to this top destination from $261 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?
November, December and January are great times to search for cheap Madison vacation packages. Traveling in less busy periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Madison?
You can see all the major attractions in Madison in a few days, including the must-see Allis-Bushnell House and Museum. If you're looking for a longer Madison vacation, check out which kind of excursions and activities are available nearby.
Is it worth booking a vacation package to Madison?
Well known for its cafes, dining and a host of other highlights, you can be assured Madison is a good vacation destination. Some of the top attractions to stick on your to-do list? Don't miss Hammonasset Beach State Park and Scranton Memorial Library during your Madison vacation.
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.
Does Expedia offer Book Now, Pay Later Madison vacation packages?
Your Madison break should be an escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.