Madison County Vacations & Trips from $814
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Your Madison County Vacation
Embark on your next adventure with a Madison County vacation package, and leave knowing all the details have been taken care of. And with the ability to customize your getaway, it'll be one to remember. Can't decide where to stay first? Madison is one of the most well-known cities to visit during a trip to Madison County. Expedia is a one-stop shop when it comes to planning your Madison County vacation. From hotels and flights, to car rentals and more, we're here to help you create a travel experience like no other.
Top destinations in Madison County
The Latest Madison County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Staunton Conference Center by IHG
$814
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Weyers Cave (SHD)
8.2/10 Very Good! (1,004 reviews)
The hotel room was clean and comfortable. We stayed two nights and did need some more clean towels which we thought would be replenished
Reviewed on Aug 11, 2026
Little Mod Hotel at the University
Venable
$847
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (360 reviews)
Loved this sweet hotel and its friendly staff! Very walkable and we had no trouble finding a parking space nearby. Would have loved to try the Mod Pod - maybe next time.
Reviewed on Aug 12, 2026
Oakhurst Inn at the University
Jefferson Park Avenue
$832
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (595 reviews)
The first room I was in was next to some sort of mechanical room or some very loud machine sound and the floor was vibrating. The staff helped me move to a quieter room, but quiet is relative. It’s old buildings
Reviewed on Aug 11, 2026
Find the Best Madison County Vacation Packages
Madison County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlottesville-Albemarle Airport (CHO) |
Top Sights | Rose River Falls, Rapidan Camp and Rapidan Camp |
Madison County Hotel Deals
Big Meadows Lodge
Mile 51.2 Skyline Drive Luray VA
$132 nightly
$146 total
Aug 31 - Sep 1
Total with taxes and fees
7.8/10 Good! (889 reviews)
"first time at the lodge and Shenandoah and i loved it. The staff was super friendly. Our dinner was amazing. I got the pan fried trout over cheddar grits and asparagus and it was delicious, going to miss that. We did 2 of 3 trails that are around big meadow, loved the rose river falls trail!!"
Reviewed on Aug 12, 2026
Graves Mountain Farm & Lodges
Virginia 670 Syria VA
Fully refundableReserve now, pay when you stay
$132 nightly
$147 total
Aug 19 - Aug 20
Total with taxes and fees
9/10 Wonderful! (397 reviews)
"Really interesting Mountain View’s and unique location. Staff was very friendly in informing us on the amenities offered and helped set us up with breakfast for our stay (which beat our expectations). Not a bad spot to lay your head down after a day exploring local parks, wineries and cideries."
Reviewed on Aug 5, 2026
English Inn of Charlottesville
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
$81 nightly
$93 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (3,013 reviews)
"We stayed at the English Inn for five days. Our room was very clean and inviting. The bathroom was recently renovated and the shower temperature and pressure were both good. The breakfast buffet contained many options; the food was well prepared and was perhaps the best buffet I've encountered at ..."
Reviewed on Aug 12, 2026
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 County attractions
Photo by Karen Hamrick
Old Rag Mountain
9.4/10 (40 reviews)
Commune with nature and explore the great outdoors at Old Rag Mountain during your travels in Etlan.
Photo by Joel Holland
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.
Rose River Falls
9.4/10 (16 reviews)
This series of pretty cascades is among several waterfalls to discover while hiking along scenic trails in the central region of a gorgeous national park.
Dark Hollow Falls
8.6/10 (30 reviews)
A trip into the woods to walk past waterfalls is great for a family outing. Cool your feet and take some photos in this pretty area.
Photo by Michael Gibson
Rapidan Camp
7.2/10 (5 reviews)
You can learn about the history of Syria when you stop by Rapidan Camp. Discover the top-notch restaurants in this vibrant area, or seek out the hiking trails.
Harry F. Byrd Sr. Visitor Center
10.0/10 (2 reviews)
Explore the great outdoors at Harry F. Byrd Sr. Visitor Center, a lovely green space in Big Meadows. Wander around the natural setting in this vibrant area, or simply enjoy its restaurants.
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.
Prince Michel Vineyard and Winery
You can enjoy a tasting or tour at Prince Michel Vineyard and Winery during your travels to Reva. Take in the entertainment venues while you're in the area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.