Madison Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Quality Suites Stratford
Price was CA $553, price is now CA $551 per person
CA $551
per person
Apr 24 - Apr 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
8/10 Very Good! (1,000 reviews)
In the middle of a neighborhood so no close restaurants or amenities
Reviewed on Mar 16, 2026
Madison Hotel Deals
Madison Beach Hotel
94 West Wharf Road Madison CT
The price is CA $303 per night from Mar 31 to Apr 1
CA $303
CA $348 total
Mar 31 - Apr 1
includes taxes & fees
New Haven Hotel
229 George Street New Haven CT
Fully refundable
The price is CA $135 per night from Mar 31 to Apr 1
CA $135
CA $156 total
Mar 31 - Apr 1
includes taxes & fees
9/10 Wonderful! (2,050 reviews)
close to restaurants and Yale
Reviewed on Mar 23, 2026
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Fully refundable
The price is CA $141 per night from Apr 24 to Apr 25
CA $141
CA $163 total
Apr 24 - Apr 25
includes taxes & fees
8.6/10 Excellent! (1,249 reviews)
Thank you A really nice time
Reviewed on Mar 24, 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
