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Compare Resorts in Madison with updated reviews, rates, and availability.

2BR 2BA Luxury Woodstone w Hot Tub at Massanutten

10.0 out of 10, Exceptional, (3)
"Peter was a fantastic host! He answered all my questions and concerns within a timely manner. The photos are exact and it looks even better in person! Lovely fireplace and patio. The large jacuzzi tub is nice! We are a family of 6, 2 teens and 2 little ones. This place suited us well, with decent space. Thanks again Peter for a lovely stay"
2BR 2BA Luxury Woodstone w Hot Tub at Massanutten

Shenandoah Crossing Resort with acres of wilderness

9.6 out of 10, Exceptional, (14)
"Our stay at the Shenandoah Crossing was wonderful! The setting was beautiful and the cabin was awesome! Very clean and modern with the rustic feel. All staff at the lodge were helpful and very nice! Our family enjoyed our stay very much! Weā€™re already talking about making this a yearly trip! Thank you! The only thing I could suggest is to please list the incidental fee amount on the confirmation information. Other than that our trip was much more than we anticipated!!"
Shenandoah Crossing Resort with acres of wilderness

Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit!

9.6 out of 10, Exceptional, (9)
"We were a party of 8 ( 2small kids) the rooms were spacious and the living room even more. The jacuzzi on the front porch is different but it works if you just in it at night time. The back porch has super comfortable seating and itā€™s more privacy. Sitting outside though will make you hungry, due to there being a Mexican restaurant right there and the smells are amazingā€¦ and yes we had to try it now too ā€¦. Amazing Food. As to the sleeping arrangements, there were two queen Air Mattress to use,...
The price is SARĀ 563
SARĀ 1,211 total
includes taxes & fees
1 Feb - 2 Feb
Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit!

Shenandoah Crossing Resort with acres of wilderness

9.2 out of 10, Wonderful, (7)
"5 siblings (sisters) stayed at the cabin. We could spread out all of our ā€œbelongingsā€ 2 1/2 baths a plus in addition to the 3 bedrooms. The outside area could use some sprucing up.i.e. Cabins need to be restained, not enough parking for company. Vegetation around cabins should probably be eliminated. The pavillion by the pool was great for a visit with our many cousins, ample parking. Loved the new pickleball courts. It would be handy to have paddles to rent. I didnā€™t bring enough. Wanted to...
Shenandoah Crossing Resort with acres of wilderness

Shenandoah Crossing Resort with acres of wilderness

8.0 out of 10, Very Good, (2)
"Sadly, our yurt was covered in spider webs that hadnā€™t been cleaned and we had rodents, spiders (wolf and black widow!!) and couldnā€™t sleep. Otherwise I will say we had fun, liked the property and things to do. Would just not stay in a yurt again."
Shenandoah Crossing Resort with acres of wilderness

Cozy winter retreat at Massanutten Resort in the Shenandoah Valley!

10.0 out of 10, Exceptional, (2)
"My stay was amazing, very clean & spacious!! Check in went very smooth. It was a wonderful experience for my family"
Cozy winter retreat at Massanutten Resort in the Shenandoah Valley!

2BR Yurt Shenandoah Xing Resort w/Amenities

2BR Yurt Shenandoah Xing Resort w/Amenities

Family sized 2 bedroom villa with game game and indoor pool.

Family sized 2 bedroom villa with game game and indoor pool.

Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6.

Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6.

2BR 2BA w Hot Tub at Massanutten

9.4 out of 10, Exceptional, (3)
"Owner was quick to respond to all my inquiries and unit was spacious and clean."
2BR 2BA w Hot Tub at Massanutten

Suite with Mountain View

Suite with Mountain View

Two Bedroom Home at Massanutten Resort (2757803)

Two Bedroom Home at Massanutten Resort (2757803)

Sleeps 12, beautiful resort!

Sleeps 12, beautiful resort!

Three Bedroom Condo, Shenandoah Crossing 11111

Three Bedroom Condo, Shenandoah Crossing 11111

Great view with lots of activities for the whole family.

Great view with lots of activities for the whole family.

Luxury Resort in Shenandoah Valley

Luxury Resort in Shenandoah Valley

Beautiful & Cozy Family Getaway at Woodstone Massanutten

Beautiful & Cozy Family Getaway at Woodstone Massanutten

2 bdr, 2 baths, golf, spa, water park for FAMILY FUN in Virginia

2 bdr, 2 baths, golf, spa, water park for FAMILY FUN in Virginia

Two Bedroom Home at Massanutten Resort (2757772)

Two Bedroom Home at Massanutten Resort (2757772)

Luxury Resort in Shenandoah Valley

8.0 out of 10, Very Good, (1)
"Property was nice"
Luxury Resort in Shenandoah Valley
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.
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Other property types in Madison

Old Rag View Horse Farm with Log Lodge and Treehouse

10.0 out of 10, Exceptional, (154)
"Our family group of 10 has come several times in the winter. Beautiful house and location. The great room with huge fireplace and view of the Blue Ridge is perfect for hanging out in the winder, and the big and well-equipped kitchen is excellent for big family dinners.This time, a big winder storm presented some winter challenges, and the host did a great job of making things right. "
Old Rag View Horse Farm with Log Lodge and Treehouse

Massanutten's Woodstone Meadows by Tripforth

4.0 star property
9.0 out of 10, Wonderful, (202)
"Very nice property and online pics matched the room, which is nice. Parking could be an issue at times. "
Massanutten's Woodstone Meadows by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 star property
9.0 out of 10, Wonderful, (283)
"Exceeded our expectations! Place was very clean, very quiet, & staff was very friendly. We were surprised to wake up each morning to lot of deer right outside our window, I think this was the best part! We loved this place & will most definitely be back!"
Mountainside Villas at Massanutten by Tripforth
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.

Frequently asked questions

What can I expect from a resort vacation in Madison?
You deserve a getaway, and a resort is the perfect place to pamper yourself with the amenities and services you need for a relaxing stay in Madison. One of the comfortable resorts in the area might be just what youā€™re looking for, whether you want great restaurants on site, blissful spa treatments, or nightly entertainment options.
What's a favorite resort in Madison?
Our top-rated resorts around Madison: 2BR 2BA Luxury Woodstone w Hot Tub at Massanutten - 24.9 mi (40.1 km) from Madison. Features an outdoor pool and a spa tub. Adventures Luxury Retreat ~ Hot Tub ~ BBQ ~ Fire Pit! - 22.3 mi (35.8 km) from Madison. Has a water park, a car charging station, and a garden. Cozy 2-bedroom resort with fitness room, WiFi in awesome Massanutten - 24.9 mi (40.1 km) from Madison. Enjoy the fitness center. Shenandoah Crossing Resort with acres of wilderness - 21.6 mi (34.7 km) from Madison. Amenities include a fitness center, concierge services, and an indoor pool. Shenandoah Crossing Resort with acres of wilderness - 21.6 mi (34.7 km) from Madison. Access to a fitness center, concierge services, and an indoor pool.
What can I do in Madison?
Travelers enjoy visiting the historic sites and other landmarks in Madison, and have good things to say about activities such as hiking. Early Mountain Vineyards, Shenandoah National Park, and Rapidan River are a few of the interesting sights to visit. Additional attractions in the area include Lawrence Beasley Park and Madison County Public Library.
What's the weather like in Madison?
The hottest months are usually July and August with an average temp of 74Ā°F, while the coldest months are January and February with an average of 39Ā°F. Average annual precipitation for Madison is 47 inches.
What's the best way to get to and around Madison?
Fly into Charlottesville-Albemarle Airport (CHO), which is located 19.5 mi (31.5 km) away from the heart of the city. Otherwise, look for flights into Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is 35.7 mi (57.5 km) away. If youā€™d like to venture out around the area, consider renting a car to take in more sights.