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.
Liberty Inn
Price was CA $793, price is now CA $754 per person
CA $754
per person
Aug 10 - Aug 15
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
7.6/10 Good! (649 reviews)
Perfect clean and safe for a quick overnight stay. Owner is very nice and polite. There are no amenities. Only complaint I have is that is if right on I-95 and is noisy.
Reviewed on May 25, 2026
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $1,031, price is now CA $835 per person
CA $835
per person
Aug 10 - Aug 15
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
8/10 Very Good! (1,004 reviews)
Friendly staff, clean room, nice location
Reviewed on Jun 3, 2026
The Scranton Seahorse Inn
Madison Center
Price was CA $1,791, price is now CA $1,673 per person
CA $1,673
per person
Aug 10 - Aug 15
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
9/10 Wonderful! (243 reviews)
We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful.
Reviewed on Apr 22, 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Price was CA $769, price is now CA $760 per person
CA $760
per person
Aug 10 - Aug 15
found 7 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to New Haven (HVN)
7.2/10 Good! (477 reviews)
The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby.
Reviewed on Apr 16, 2026
Madison Hotel Deals
Madison Beach Hotel
94 West Wharf Road Madison CT
The price is CA $581 per night from Jun 15 to Jun 16
CA $581
CA $668 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (370 reviews)
"Hotel and staff were awesome"
Reviewed on Jun 3, 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Jun 14 to Jun 15
CA $179
CA $206 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (2,152 reviews)
"Thin walls with horrible noise blocking. Otherwise is ok."
Reviewed on Jun 1, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Jun 29 to Jun 30
CA $138
CA $158 total
Jun 29 - Jun 30
includes taxes & fees
8.6/10 Excellent! (1,321 reviews)
"Great stay"
Reviewed on Jun 3, 2026
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.
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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.
