
Madison Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
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.


Omni New Haven Hotel at Yale
Downtown New Haven
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New Haven (HVN)
8.4/10 Very Good! (1,011 reviews)
Overall was a decent stay. Staff was very friendly, but the hotel is very dated and the location is a tad sketchy.
Reviewed on Aug. 7, 2025


Cambria Hotel New Haven University Area
West River
per person
Sep 7 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New Haven (HVN)
8.8/10 Excellent! (838 reviews)
Clean and quiet. Checked in late and checked out early. So didn’t really have the time to explore
Reviewed on Aug. 6, 2025
Madison Hotel Deals

Madison Beach Hotel
94 West Wharf Road, Madison, CT
The price is CA $587 per night from Sep 7 to Sep 8
CA $587
CA $676 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (305 reviews)
"Everything was wonderful! Everyone was extremely friendly and helpful! The room was comfortable with a beautiful view from the balcony. I would highly recommend!!"
Reviewed on Aug. 1, 2025

Cambria Hotel New Haven University Area
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 24 to Aug 25
CA $186
CA $213 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (838 reviews)
"Very near Yale university. The hotel is very clean and the hotel staff were kind and helpful. I got a work out in their nice fitness room. I enjoyed my stay before making my self into NYC."
Reviewed on Aug. 2, 2025

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Aug 12 to Aug 13
CA $144
CA $165 total
Aug 12 - Aug 13
includes taxes & fees
7.8/10 Good! (1,250 reviews)
"Clean and efficient. Family friendly."
Reviewed on Aug. 5, 2025
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
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.