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Madison flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
Price was CA $641, price is now CA $560 per person
CA $560
per person
Oct 15 - Oct 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Weyers Cave (SHD)
Stay at this hotel in Staunton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Staunton Railroad Station and American Shakespeare Center are located nearby.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was CA $932, price is now CA $662 per person
CA $662
per person
Oct 15 - Oct 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was CA $661, price is now CA $598 per person
CA $598
per person
Oct 15 - Oct 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) 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.
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
Lewis Mountain
Price was CA $889, price is now CA $880 per person
CA $880
per person
Oct 15 - Oct 17
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. 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 $111 per night
CA $111
per night
Sep 23 - Sep 24
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 Massanutten Resort 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 $106 per night
CA $106
per night
Oct 13 - Oct 14
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
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
The price is CA $249 per night
CA $249
per night
Sep 16 - Sep 17
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 Stony Man are located nearby.
Pet-friendly
Parking included
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
The price is CA $187 per night
CA $187
per night
Sep 15 - Sep 16
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Shenandoah National Park and Harry F. Byrd Sr. Visitor Center are located nearby.
Pet-friendly
Parking 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 $158 per night
CA $158
per night
Oct 4 - Oct 5
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
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

3 out of 5
1901 Emmet St N Charlottesville VA
Free cancellation
The price is CA $129 per night
CA $129
per night
Sep 27 - Sep 28
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
Parking included
Free WiFi
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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.
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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 $560. 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.