Deals on vacations and trips to Madison

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Madison flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
Price was $293, price is now $254 per person
$254
per person
Mar 19 - Mar 21
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Weyers Cave (SHD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Hotel 24 South

Hotel 24 South

3 out of 5
Price was $316, price is now $281 per person
$281
per person
Mar 19 - Mar 21
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Weyers Cave (SHD)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

3 out of 5
Barracks Road
Price was $339, price is now $322 per person
$322
per person
Mar 19 - Mar 21
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Charlottesville (CHO)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Top Madison hotels deals

The Cabin at the Lake

The Cabin at the Lake

Madison VA
$255 nightly
The price is $281 total per night
$281 total
Jan 26 - Jan 27
Total with taxes and fees
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
$130 nightly
The price is $144 total per night
$144 total
Jan 28 - Jan 29
Total with taxes and fees
This hotel features a golf course, a full-service spa, and a water park. 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
$88 nightly
The price is $101 total per night
$101 total
Feb 18 - Feb 19
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
$101 nightly
The price is $116 total per night
$116 total
Feb 15 - Feb 16
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.
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
540 Massie Road Charlottesville VA
Free Cancellation
$175 nightly
The price is $200 total per night
$200 total
Feb 1 - Feb 2
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 garden, a communal living room, and luggage storage are also on offer.
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2 out of 5
2010 Madison Rd Stanardsville VA
$139 nightly
The price is $157 total per night
$157 total
Jan 26 - Jan 27
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Kitchen
Pet friendly
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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.

Popular places to visit

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

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

Madison Plaza

You can enjoy retail therapy at Madison Plaza during your stay in Madison. You can seek out the hiking trails in this family-friendly area.

Madison Plaza

Lawrence Beasley Park

Explore the great outdoors at Lawrence Beasley Park, a lovely green space in Madison. You can seek out the hiking trails in this family-friendly area.

Lawrence Beasley Park

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 $254. 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

Historic home of James Madison, Montpelier, Virginia
Historic home of James Madison, Montpelier, Virginia
A green barn near President James Madison's home in rural Virginia
Brightly colored spring flowers blooming along a mulch walking path through the woods of Edith J. Carrier Arboretum, James Madison University, Virginia, USA
Shenandoah National Park - Virginia