Madison Vacation Packages

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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.

Top Madison Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook

2 out of 5
per person
Jul. 26 - Jul. 28
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (804 reviews)
The area was safe and quiet and it was right off the higway. There were places to eat and shop near by The room smelled of cleaning products and the rooms were dated however we were only spending a night in a budget hotel so you get what you pay for the room had two beds and one had a stain on the sheet so we slept in the other and that one had a stain on the comforter the breakfast was continental so recommend eating someplace else. breakfast was in a brown bag and was a donut and a granola bar a fruit cup and a fruity drink if you are looking for no frills budget stay I would recommend staying here however I would check the sheets or bring your own

Reviewed on May 17, 2024

Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
per person
Aug. 18 - Aug. 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
8.4/10 Very Good! (1,009 reviews)
The property was well kept and clean

Reviewed on May 26, 2024

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Jul. 26 - Jul. 28
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (1,000 reviews)
A short weekend away with my 8 year old. As a single mom, I look for value, easy and location. This was amazing all around! Loved the indoor and outdoor pools, local towns and state parks recommended by the hotel staff all amazing!

Reviewed on May 27, 2024

James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast

4 out of 5
Old Saybrook Center
per person
Jul. 26 - Jul. 28
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.4/10 Exceptional! (7 reviews)
Near nice shops and restaurants

Reviewed on May 26, 2024

The Niantic Inn

The Niantic Inn

2 out of 5
per person
Jul. 26 - Jul. 28
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (15 reviews)
Very nice accommodations.

Reviewed on May 19, 2024

Madison Hotel Deals

Madison Beach Hotel
Madison Beach Hotel
4 out of 5
94 West Wharf Road, Madison, CT
The price is CA $450 per night from May 29 to May 30
CA $450
CA $517 total
includes taxes & fees
May 29 - May 30
9.2/10 Wonderful! (245 reviews)
"Beautiful hotel and restaurant."

Reviewed on May 25, 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 CA $217 per night from Jun. 3 to Jun. 4
CA $217
CA $249 total
includes taxes & fees
Jun 3 - Jun 4
8.8/10 Excellent! (1,236 reviews)
"Excellent welcoming staff in a very convenient lication to the Yale University Art Gallery. Good restaurants around the corner. Spacious, clean and quiet rooms."

Reviewed on May 24, 2024

New Haven Hotel
Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel
2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is CA $196 per night from May 29 to May 30
CA $196
CA $226 total
includes taxes & fees
May 29 - May 30
8.4/10 Very Good! (1,007 reviews)
"The property was well kept and clean"

Reviewed on May 26, 2024

Holiday Inn Express Southington, an IHG Hotel
See all 1,876 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Madison vacation package cost?
Explore the best of Madison from as little as CA $512. 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 vacation package makes it easy to organize 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 vacation in Madison isn’t complete without stopping by Hammonasset Beach State Park, Hammonasset Beach and Meigs Point Nature Center. Spend your nights near these sights and make sightseeing simple.
What are the top hotels in Madison?
Many travelers opt to stay at Madison Beach Hotel in Madison Center. If it’s your first time in Madison, you’ll feel very welcome here.
How far in advance should I book my Madison vacation?
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 vacation package lets you organize your escape your way. Plus, you’ll get access to great discounts when you combine your accommodations with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Madison Expedia vacation package?
With a vacation 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 vacation package?
Certainly, and we’ll help you every step of the way. You may be able to change or cancel your Madison vacation 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.

Discover the most popular places to visit in Madison

Image for Hammonasset Beach State Park

Hammonasset Beach State Park

4.5/5(2 reviews)

Explore the great outdoors at Hammonasset Beach State Park, a lovely green space in Madison. While you're in the area, stroll along the beautiful beaches.

Hammonasset Beach State Park
Image for Hammonasset Beach

Hammonasset Beach

Why not spend a lazy afternoon at Hammonasset Beach during your trip to Madison? While you're in the area, stroll along the beaches.

Hammonasset Beach
Image for North Madison Shopping Center

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