Book Exclusive Madison Vacation Packages

Choose one or more items to build your trip:

Madison flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was CA $863, price is now CA $837 per person
CA $837
per person
Sep 9 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was CA $1,302, price is now CA $1,151 per person
CA $1,151
per person
Sep 9 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and John Paul Jones Arena are located nearby.
Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

3 out of 5
Barracks Road
Price was CA $938, price is now CA $921 per person
CA $921
per person
Sep 9 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.

Top Madison hotels deals

Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
The price is CA $135 per night
CA $135
CA $186 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this spa hotel in McGaheysville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massanutten Water Park and MPOA Go-Kart Track are located nearby.
Pool
Hot tub
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Free cancellation
Reserve now, pay when you stay
The price is CA $109 per night
CA $109
CA $129 total
Aug 4 - Aug 5
includes taxes & fees
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
Pool
Breakfast included
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3 out of 5
1600 Emmet Street Charlottesville VA
Free cancellation
The price is CA $166 per night
CA $166
CA $190 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
Pool
Breakfast included
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
The price is CA $138 per night
CA $138
CA $170 total
Jul 26 - Jul 27
includes taxes & fees
Book a stay at this spa hotel in Luray. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Luray Caverns and Yogi Bear's Jellystone Park are located nearby.
Pool
Hot tub
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
The price is CA $242 per night
CA $242
CA $289 total
Jul 29 - Jul 30
includes taxes & fees
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shenandoah National Park and Yogi Bear's Jellystone Park are located nearby.
Pet-friendly
Parking included
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
540 Massie Road Charlottesville VA
Free cancellation
The price is CA $240 per night
CA $240
CA $275 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
Pet-friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Madison
View all properties
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.

Stay near popular Madison attractions

Early Mountain Vineyards

9.2/10 (24 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.
See properties

Madison Vacations

Sometimes getting lost is an awesome way to truly discover a new place. That said, it's always wise to acquaint yourself with a couple of basic facts about your destination before you head off. Read on for a few basics about Madison.

Madison is located 17 miles (27 kilometers) west of Culpeper. It is also 25 miles (40 kilometers) north of Charlottesville.

200 friendly locals live in this area of Virginia.

Places to visit in Madison

Take your trip to dizzying new heights with a journey up Bearfence Mountain. As you head for the pinnacle, remember to stop and delight in the striking views. Want more ideas? The labels on wine bottles usually only tell us half the story about the drop inside. Why not take a tour around Early Mountain Vineyards for the complete history behind their blends? That's not all there is to do here. Are you looking for a way to relieve the stresses of your busy, urban life? Savor the fresh air as you head off on an adventure through Rapidan Camp.

Where do you fly into for Madison?

Prepare for some new adventures in Madison. Once you've wandered out of Washington Dulles International Airport (IAD), the main streets will be just 60 miles (97 kilometers) to the southwest.

Frequently asked questions

How much are vacation packages to Madison?
Spoil yourself with a fulfilling travel experience in Madison with a vacation package starting from just CA $837. Organizing your hotels, tours and flights with Travelocity is simple. And even better, our great deals will leave you with more savings for plenty of fun activities.
How long should my Madison vacation be?
If you need some guidance, most visitors spend about 2 nights in Madison. But to uncover the true spirit of this place, stay a bit longer. That way you can get to more attractions and really experience the local culture.
Where can I get the best vacation package deals for Madison?
With as many as 400 airlines and 1,000,000 properties all over the world, you can't go wrong with Travelocity. Take advantage of our comprehensive range and create your dream Madison vacation package. Don't you just love it when travel is that easy?
Why should I book my Madison vacation package with Travelocity?
We make traveling the world easy. Whether you're searching for an amazing new place to roam around or want to make sure you get the best deal around, we're here to help. Our 24/7 customer care, excellent service and Price Match Guarantee mean you can book with confidence.
Can I save money on my Madison car rental if I book it with hotels and flights?
Bundling your car, flight and hotel into a Madison vacation package is an excellent way to land the best deal. Plus, having your own set of wheels gives you total freedom to get to all those amazing sights you're itching to see. Sitting 121 kilometers away from Madison, White House is one place that should be on your to-do list. Load up the car and make a day trip of it.
Which airport is best for Madison?
Washington Dulles Intl. Airport (IAD) is a main hub. You'll find it roughly 97 kilometers northeast of Madison. Your other options are Charlottesville-Albemarle Airport (CHO) (32 kilometers away from central Madison) and Shenandoah Valley Regional Airport (SHD) (56 kilometers away from central Madison).
What is there to do in Madison?
Early Mountain Vineyards is one of the memorable sights that make Madison such a popular destination. But give yourself enough time to experience its lesser-known attractions too. This is sometimes where the best memories are made.
Where should I stay when visiting Madison?
The The Ebenezer House Bed And Breakfast is recommended by many visitors. Book soon to avoid missing out.

Photos of local treasures

Browse Madison vacation photos for more inspiration

A large pink building with a blue roof, surrounded by a well-maintained lawn and dense trees.
A green barn with a white roof, surrounded by a wooden fence and trees.
A forest path with a mulch-covered trail, surrounded by various flowering plants and trees.
A mountainous landscape with dense green forests and a clear blue sky with scattered clouds.
A Tastee Freez store with a red and white checkered border, located in a parking lot with trees in the background.