Madison, VA

Travel Guide

Tastes Freez is a spot that my mother used to take me too when I was child. I stumbled upon one on the way back from a camping trip in the Shenandoah. I was so in shock, that I think I ordered one of everything on the menu. If you ever come across one - a double cheeseburger with a milkshake will make you smile.
Tastes Freez is a spot that my mother used to take me too when I was child. I stumbled upon one on the way back from a camping trip in the Shenandoah. I was so in shock, that I think I ordered one of everything on the menu. If you ever come across one - a double cheeseburger with a milkshake will make you smile.
Grape harvest. Campicelleo, near Madison, VA October 2008
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!
The Cabin at the Lake

The Cabin at the Lake

Madison VA
$263 nightly
The price is $290 total per night from Jan 18 to Jan 19
$290 total
Jan 18 - Jan 19
Total with taxes and fees
Stay at this cabin in Madison. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Early Mountain Vineyards and Madison Plaza are located ...
9.6/10 Exceptional! (45 reviews)
Cozy cabin right on the lake! You can’t get any closer to the water than this. Hoping to stay here again when the weather is warmer so we can go swimming. There is a fire pit right next to the lake, as well as a dock. This stay is perfect for anyone wanting to connect with the outdoors.

Reviewed on Jan 4, 2026

The Cabin at the Lake
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
$130 nightly
The price is $144 total per night from Jan 22 to Jan 23
$144 total
Jan 22 - Jan 23
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 ...
8/10 Very Good! (1,193 reviews)
Great facilities & friendly staff! :)

Reviewed on Jan 11, 2026

Massanutten Resort
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
$90 nightly
The price is $103 total per night from Jan 29 to Jan 30
$103 total
Jan 29 - Jan 30
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! (2,699 reviews)
The room had some questionable stains/marks in the bathroom and on the sheets. The front desk lady that checked us in wasn’t the friendliest, but the lady that checked us out was. Otherwise a very nice stay.

Reviewed on Jan 12, 2026

English Inn of Charlottesville
See all 1,731 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.
The Cabin at the Lake

The Cabin at the Lake

Madison VA
Stay at this cabin in Madison. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Early Mountain Vineyards and Madison Plaza are located ...
9.6/10 Exceptional! (45 reviews)
Cozy cabin right on the lake! You can’t get any closer to the water than this. Hoping to stay here again when the weather is warmer so we can go swimming. There is a fire pit right next to the lake, as well as a dock. This stay is perfect for anyone wanting to connect with the outdoors.

Reviewed on Jan 4, 2026

The Cabin at the Lake
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
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are ...
9.6/10 Exceptional! (60 reviews)
Great Staff Great Getaway Great Everything

Reviewed on Jan 9, 2026

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. ...
8.8/10 Excellent! (345 reviews)
Pros- Beautiful view, nice amenities such as jacuzzi anbs sauna) and plenty of space for a family to spread out. Cons- Cleaning could be better (laundry machine still had clumps of used detergent, hair on the floor and furniture) and some appliances are old and not working properly (coffee maker ...

Reviewed on Jan 2, 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.

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

4.5/5(19 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.

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

Cities near Madison

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