Madison, VA

Travel Guide

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.
Old Rag View Horse Farm with Log Lodge and Treehouse

Old Rag View Horse Farm with Log Lodge and Treehouse

Madison VA
Book a stay at this family-friendly vacation home in Madison. Enjoy a garden, laundry facilities, and patios. Popular attractions Blue Quartz Winery and Sharp ...
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Old Rag View Horse Farm with Log Lodge and Treehouse
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
$104 nightly
The price is $114 total per night from Sep 17 to Sep 18
$114 total
Sep 17 - Sep 18
Total with taxes and 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 ...
Massanutten Resort
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
$77 nightly
The price is $88 total per night from Oct 5 to Oct 6
$88 total
Oct 5 - Oct 6
Total with taxes and 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 ...
9.2/10 Wonderful! (3,076 reviews)
"Very helpful and professional. Very clean . Enjoyed out stay."

Reviewed on Sep 4, 2026

English Inn of Charlottesville
See all 1,815 properties in Madison
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.
Old Rag View Horse Farm with Log Lodge and Treehouse

Old Rag View Horse Farm with Log Lodge and Treehouse

Madison VA
Book a stay at this family-friendly vacation home in Madison. Enjoy a garden, laundry facilities, and patios. Popular attractions Blue Quartz Winery and Sharp ...
Old Rag View Horse Farm with Log Lodge and Treehouse
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
2010 Madison Rd Stanardsville VA
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are ...
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
4082 Peak Drive McGaheysville VA
Stay at this vacation home in McGaheysville. Enjoy free parking, a fitness center, and conference space. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (402 reviews)
"Check in staff at Mountainside are always so friendly and helpful. Always full of suggestions to make stay more fun!!!"

Reviewed on Sep 3, 2026

Mountainside Villas at Massanutten by Tripforth
See all properties in Madison
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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Cities near Madison

An ancient stone archway with intricate carvings and columns, surrounded by trees and a clear blue sky.

Orange

An aerial view of a small town with historic buildings, a church, and a dense forest in the background.

Culpeper

A lush green landscape with dense vegetation and distant mountains under a clear sky.

Sperryville

A person standing on a rocky outcrop overlooking a mountainous landscape with dense forests and a valley below.

Stanardsville

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