Madison Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Madison Vacation

When you book a Madison vacation package, it's easy to enjoy your adventure to the fullest. Uncover the best parts of this lively city knowing that everything has been organized in advance. Your trip to Madison wouldn't be complete without exploring some well-known attractions, starting with Riverview Country Club. Browse Expedia's extensive range of travel options and start planning your dream vacation to Madison now.

Top Madison Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn Charleston

Sleep Inn Charleston

2.5 out of 5
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CRW)
9.2/10 Wonderful! (1,013 reviews)
Nicely renovated. Staff was wonderful - polite, helpful, and efficient. Breakfast was very good. Location was good for our trip. Note there are very few other businesses at this exit, but that didn't matter for us.

Reviewed on Jul. 14, 2025

Holiday Inn Express Charleston-Civic Center by IHG

Holiday Inn Express Charleston-Civic Center by IHG

2.5 out of 5
Downtown Charleston
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CRW)
8.8/10 Excellent! (1,082 reviews)
The location is great. The property was more on the dirty side. They seem to be doing some renovations. The Parking was terrible but only due to it being re paved. The breakfast was on the bland side. The tub could use better cleaning . The elevator was super hot and needed a good cleaning. I probably won’t stay here again the comfort inn where my mother in law stayed was much cheaper and very clean.

Reviewed on Jul. 18, 2025

Charleston Marriott Town Center

Charleston Marriott Town Center

3.5 out of 5
Downtown Charleston
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charleston (CRW)
8.2/10 Very Good! (1,000 reviews)
Went to the hotel to stay for a Heart Concert. Although the hotel was crowded the staff was very efficient and helpful. Liked that is was right across the street from the show.

Reviewed on Jul. 11, 2025

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Madison Hotel Deals

Hampton Inn Charleston-Southridge

Hampton Inn Charleston-Southridge

2.5 out of 5
1 Preferred Pl, Charleston, WV
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Jul 27 to Jul 28
CA $166
CA $188 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"The room was super comfy. Bed was stain free and extremely comfortable. Breakfast was easily one of the best I've ever had provided by a hotel. The ONLY complaint I have to mention is that our dog kept finding and eating things on the floor that were definitely not from us and ended up having a pretty ..."

Reviewed on Jul. 13, 2025

Hampton Inn Charleston-Southridge
Holiday Inn Express Suites Charleston by IHG

Holiday Inn Express Suites Charleston by IHG

2.5 out of 5
95 Rhl Blvd, Charleston, WV
Fully refundable
The price is CA $138 per night from Jul 20 to Jul 21
CA $138
CA $156 total
Jul 20 - Jul 21
includes taxes & fees
7.4/10 Good! (370 reviews)
"Beautiful proper"

Reviewed on Jul. 14, 2025

Holiday Inn Express Suites Charleston by IHG
Chief Logan Lodge

Chief Logan Lodge

2.5 out of 5
1000 Conference Center Drive, Logan, WV
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jul 27 to Jul 28
CA $192
CA $215 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (342 reviews)
"Love the room and balcony"

Reviewed on Jul. 13, 2025

Chief Logan Lodge
See all 65 properties in Madison
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.

All Inclusive Vacations

All Inclusive Vacations

Frequently asked questions

How much does a Madison vacation package cost?
You'll find cheap prices from CA $872 on Expedia for your Madison getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
You can generally find lower rates and better availability in January, February and November. Explore our cheap Madison vacation packages and you could score some excellent off-season deals.
How many days is enough for Madison?
Generally, a handful of days is enough to explore the top sights during your Madison vacation. But if you want to have some time to rest or take day tours, think about extending your trip.
How to find the best Madison package deals?
Use Expedia's filter tool to help you find some tempting Madison package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Madison package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still have the freedom to create a personalized Madison vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Madison?
Land incredible discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Madison adventure.
How to plan a trip to Madison?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Madison.
  2. Set a budget: Consider expenses like flights, transportation and food when calculating how much to set aside for your trip to Madison. Then, pick a property that fits your budget, whether that's an affordable stay or a high-end retreat.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to experience in Madison. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, lock in the perfect Madison vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.