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
Book a tailored Madison vacation package that includes everything you need and nothing you don't. Good for culture, history and bars and pubs, think about staying in the neighborhood of Greater Belhaven. A trip to Madison is an ideal opportunity to go sightseeing. Be sure to visit popular attractions like Tougaloo College, Annandale Golf Club and Mississippi Crafts Center. Your perfect Madison vacation is a few clicks away. Browse hotels, airfares and more on Expedia for a trip that's tailored to suit your travel style.
Top Madison Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Relax Inn By Oyo Jackson MS Hwy 80/I-20
Price was CA $1,331, price is now CA $1,287 per person
CA $1,287
per person
May 18 - May 21
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jackson (JAN)
4.4/10 (36 reviews)
Daily continental breakfast for free. A map of Alabama was a plus. Fast food and gas station near. Right off the Interstate 20. A pivotal location for my seven state cross country trip in February 2026. The bible in the room was a blessing.
Reviewed on Feb 23, 2026
The Westin Jackson
Downtown Jackson
Price was CA $1,973, price is now CA $1,832 per person
CA $1,832
per person
May 18 - May 21
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jackson (JAN)
9.2/10 Wonderful! (902 reviews)
Beautiful hotel. Great service with bellmen
Reviewed on Apr 8, 2026
Hilton Jackson
Price was CA $1,492, price is now CA $1,399 per person
CA $1,399
per person
May 18 - May 21
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jackson (JAN)
7.6/10 Good! (1,005 reviews)
I was very impressed with the overall experience. The room was exceptionally clean, the amenities were well-maintained, and the staff was courteous and attentive throughout my stay.
Reviewed on Mar 1, 2026
Staybridge Suites Jackson by IHG
Price was CA $1,543, price is now CA $1,477 per person
CA $1,477
per person
May 18 - May 21
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Jackson (JAN)
8.6/10 Excellent! (1,000 reviews)
This place was amazing the breakfast was plentiful and everything was displayed well.
Reviewed on Apr 10, 2026
Madison Hotel Deals
Hilton Garden Inn Jackson/Madison
320 New Mannsdale Rd Madison MS
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Apr 12 to Apr 13
CA $152
CA $162 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
We’ve stayed here twice. The beds are comfortable, rooms are clean, property is well maintained, but the thing that stands out the most is the staff!!! They are always very friendly and accommodating! The staff is the main reason we came back!!
Reviewed on Apr 9, 2026
Courtyard by Marriott Jackson Madison
601 Baptist Drive Madison MS
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Apr 18 to Apr 19
CA $163
CA $175 total
Apr 18 - Apr 19
includes taxes & fees
9.2/10 Wonderful! (629 reviews)
Very pleasant staff. If you want more of a variety for food ,there are 2 very nice restaurants within walking distance. There was virtually no noise a night. All and all it was a very ,very good stay!
Reviewed on Mar 30, 2026
Hyatt Place Jackson/ Ridgeland
1016 Highland Colony Pkwy Ridgeland MS
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Apr 26 to Apr 27
CA $140
CA $154 total
Apr 26 - Apr 27
includes taxes & fees
7.6/10 Good! (1,004 reviews)
The Hyatt Place in Jackson Ridgeland, MS was great, however, I have Pets Allergies and I issues staying there because of the pets allowed on the property. Other than that it's a great place to stay.
Reviewed on Apr 8, 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.
