Madison Vacations

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Find the Best Madison Vacation Packages

Madison Hotel Deals

The Cabin at the Lake
The Cabin at the Lake
Madison
The price is AED 643 per night from Apr 28 to Apr 29
AED 643
AED 1,155 total
includes taxes & fees
28 Apr - 29 Apr
9.6/10 Exceptional! (24 reviews)
Great getaway for the weekend!
"Very impressed with this cozy cabin getaway on the beautiful White Oak lake. Dana was easy to communicate with and made our short stay so peaceful and comfortable with plush beds and fully stocked bathroom and kitchen. The view of the lake is breathtaking! It was just perfect!"

Reviewed on 16 March 2025

The Cabin at the Lake
Old Rag View Horse Farm with Log Lodge and Treehouse
Old Rag View Horse Farm with Log Lodge and Treehouse
Madison
10/10 Exceptional! (134 reviews)
Impressive house for our college reunion
"This was a great spot for a college reunion of 10 guys. We jump around from year to year, but are planning to come back here. We were all amazed at the construction of the main house and it's giant pine logs. (Suggestion: hire a professional photographer to represent the place better on this site.) ..."

Reviewed on 4 February 2025

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Old Rag View Horse Farm with Log Lodge and Treehouse
English Inn of Charlottesville
English Inn of Charlottesville
3 out of 5
2000 Morton Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is AED 393 per night from Apr 20 to Apr 21
AED 393
AED 462 total
includes taxes & fees
20 Apr - 21 Apr
9/10 Wonderful! (2,047 reviews)
"Very clean, spacious updated room. Good breakfast"

Reviewed on 16 April 2025

English Inn of Charlottesville
See all 1,690 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.

Frequently asked questions

How much does a Madison vacation package cost?
You’ll find cheap prices on Expedia for your Madison break. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to Madison costs.
What are the cheapest months to go to Madison?
The off-season is the best time to head to Madison if you’re trying to keep costs down. Another tip for scoring cheap Madison vacation packages? Try to avoid public holidays and any major festivals or events.
How to find the best Madison package deals?
Start your search for a Madison package deal by entering your destination and preferred travel dates under our “Packages” tab. Then add a few filters, like “Popular locations” and “Property type,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and discover offers that come with huge savings. If you don’t find the perfect Madison package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Madison adventure underway.
Is it cheaper to book a Madison vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You’ll typically score a better deal than booking each component individually. And you’ll still enjoy the freedom to create a tailored Madison vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Madison?
If you’re considering an impromptu Madison adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Madison?

  1. Choose your travel dates: The things you plan to do in Madison and your preferred season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and activities. Your hotel will probably be the largest expense during your trip to Madison.
  3. Work out your trip length: Think about how much time you’d like to spend exploring Madison. Plan your itinerary so you can get to all the attractions and experiences you’re interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a tailored Madison vacation package.

Discover the most popular places to visit in Madison

Early Mountain Vineyards is hands down one of the best in Virginia. It has a wonderful setting with large outside seating area, gas fireplace, live music and incredible view. Owned by AOL founder Steve Case, this vineyard offers tastings of wines from all over Virginia. Try one of their many tasting wine flights!

Early Mountain Vineyards

4.5/5(19 reviews)

You can enjoy a tasting or tour at Early Mountain Vineyards during your travels to Madison. Discover the mountain views and wineries in this relaxing area.

Early Mountain Vineyards

Sweely Estate Winery

You can enjoy a tasting or tour at Sweely Estate Winery during your travels to Madison. Discover the mountain views in this relaxing area, or seek out the hiking trails.

Sweely Estate Winery