Madison Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Say goodbye to planning worries and hello to a Madison vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Fairport Harbor, which is good for watersports, views and nature. If your trip to Madison includes a little sightseeing, hit up much-loved attractions like Chalet Debonne Vineyards, Grand River Cellars Winery and Laurentia Vineyard & Winery. Don't delay visiting this destination any longer. The perfect Madison vacation is just a few clicks away with Expedia.
Top Madison Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Anchor Bay Inn and Suites
Price was CA $2,168, price is now CA $1,673 per person
CA $1,673
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Cleveland (CLE)
8.8/10 Excellent! (161 reviews)
Perfect for what we needed as a short weekend stay
Reviewed on May 24, 2026
The Inn at Fulton
Price was CA $3,808, price is now CA $3,060 per person
CA $3,060
per person
Jul 17 - Jul 23
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Cleveland (CLE)
8.2/10 Very Good! (37 reviews)
Looked just like the pictures. Very clean. Only thing i would say is it only had one bathroom and that bathroom is located inside the master room so the other guest had to come in that room to use the bathroom so just be prepared for that. Other than that loved the area and place.
Reviewed on Dec 27, 2025
Hilton Garden Inn Cleveland Downtown
Downtown Cleveland
Price was CA $1,385, price is now CA $1,145 per person
CA $1,145
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cleveland (CLE)
7.6/10 Good! (1,022 reviews)
Nice place. Clean. Friendly. Good locale.
Reviewed on May 19, 2026
Fidelity Hotel
Downtown Cleveland
Price was CA $1,534, price is now CA $1,281 per person
CA $1,281
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cleveland (CLE)
9.6/10 Exceptional! (747 reviews)
The room was beautiful and spacious. It felt like home and the amenities were great. The staff from the valet parking to the reception and the restaurant were all very nice and helpful.
Highly recommend this hotel over any chain brand.
Reviewed on May 26, 2026
Where to stay in Madison
Find the best Madison areas and neighborhoods for the activities you enjoy most. Learn more about Madison
Madison-on-the-Lake
2 out of top 10 points of interest in this area
While visiting Madison-on-the-Lake, you might make a stop by sights like Lake Erie and Rabbit Run Community Arts Association.
Madison Hotel Deals
Hampton Inn Madison
171 Water Tower Drive Madison OH
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from May 31 to Jun 1
CA $177
CA $203 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (825 reviews)
"Great location. Clean room, but hallway had a funny smell. No toilet paper or Kleenex in my room."
Reviewed on May 24, 2026
Holiday Inn Express & Suites Madison by IHG
181 WATER TOWER DRIVE Madison OH
Fully refundable
The price is CA $168 per night from Jun 4 to Jun 5
CA $168
CA $194 total
Jun 4 - Jun 5
includes taxes & fees
9.4/10 Exceptional! (712 reviews)
"Nice typical HI Express property. Only one comment is that although it can be seen from the road, it is difficult to find the entrance road in the dark. There is no sign or lighting at the turn off which is a small road going behind the nearby SHEETZ."
Reviewed on May 23, 2026
Madison on the Lake Home with Lake Erie views & Pool in Wine Country!
Madison OH
9.6/10 Exceptional! (27 reviews)
"Spent a week and enjoyed my time here. The house is lovely and has all the things needed to be comfortable. Nice area & very quiet. Would return again. Host responded quickly to my questions."
Reviewed on Feb 14, 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.
