Deals on vacations and trips to Madison

Save when you book Madison package deals

Choose two or more items and save on your trip:

Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hometown Inn Staunton VA near Hwy 11

Hometown Inn Staunton VA near Hwy 11

2.5 out of 5
Price was $577, price is now $577 per person
$577
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Donald J. Trump Intl. Airport (PBI) to Weyers Cave (SHD)
Free self parking is available and the motel's multilingual staff can provide around-the-clock assistance. Luggage storage is also provided.
The Anderson Cottage Bed & Breakfast

The Anderson Cottage Bed & Breakfast

3 out of 5
Price was $736, price is now $685 per person
$685
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Donald J. Trump Intl. Airport (PBI) to Weyers Cave (SHD)
This smoke-free bed & breakfast's full-service spa and hot springs are among the highlights. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor pool and free perks like full breakfast and free self parking.

Top Madison hotels deals

Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
$120 nightly
The price is $132 total per night
$132 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a golf course, a full-service spa, and 4 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy snowboarding. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.
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
$79 nightly
The price is $91 total per night
$91 total
Aug 10 - Aug 11
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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
$114 nightly
The price is $130 total per night
$130 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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
$120 nightly
The price is $139 total per night
$139 total
Jul 26 - Jul 27
Total with taxes and fees
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
$175 nightly
The price is $201 total per night
$201 total
Jul 19 - Jul 20
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Free self parking and a terrace are also offered on site.
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
$172 nightly
The price is $196 total per night
$196 total
Jul 21 - Jul 22
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms on site, along with the valet parking and WiFi in public areas. A coffee shop, a garden, and a communal living room are also on offer.
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

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 $577. 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 75 mi 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 60 mi northeast of Madison. Your other options are Charlottesville-Albemarle Airport (CHO) (20 mi away from central Madison) and Shenandoah Valley Regional Airport (SHD) (35 mi 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.