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Compare 25 Resorts in Madison with updated reviews, rates, and availability.

Shenandoah Adventures @ Heart of Luray Downton with Hottub
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 it’s more privacy. Sitting outside though will make you hungry, due to there being a Mexican restaurant right there and the smells are amazing… and yes we had to try it now too …. Amazing Food. As to the sleeping arrangements, there were two queen Air Mattress to use,...
The price is SAR 939
SAR 1,707 total
includes taxes & fees
14 Nov - 15 Nov
Shenandoah Adventures @ Heart of Luray Downton with Hottub
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! We’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
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 “belongings” 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 didn’t bring enough. Wanted to...
Shenandoah Crossing Resort with acres of wilderness
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
Massanutten Resort suite with mountain view
Massanutten Resort suite with mountain view
Suite with Mountain View
Suite with Mountain View
Shenandoah Crossing Resort with acres of wilderness
8.0 out of 10, Very Good, (2)
"Sadly, our yurt was covered in spider webs that hadn’t been cleaned and we had rodents, spiders (wolf and black widow!!) and couldn’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
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
Great view with lots of activities for the whole family.
Great view with lots of activities for the whole family.
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
Luxury Resort in Shenandoah Valley
Luxury Resort in Shenandoah Valley
Luxury Resort in Shenandoah Valley
8.0 out of 10, Very Good, (1)
"Property was nice"
Luxury Resort in Shenandoah Valley
Three Bedroom Condo, Shenandoah Crossing 11111
Three Bedroom Condo, Shenandoah Crossing 11111
Two Bedroom Home at Massanutten Resort (2757803)
Two Bedroom Home at Massanutten Resort (2757803)
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
Sleeps 12, beautiful resort!
Sleeps 12, beautiful resort!
large villa in lovely wooded area.
large villa in lovely wooded area.
Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6.
Shenandoah Crossing, Gordonsville, VA -746 sq. ft. 2bd/2bh Townhouse sleeps 6.
Beautiful & Cozy Family Getaway at Woodstone Massanutten
Beautiful & Cozy Family Getaway at Woodstone Massanutten
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, (149)
"What a great spot to get away. Orchards are nearby and the view is phenomenal. Property overall is amazing and everyone was in love with the house and grounds. Richard is extremely responsive and a great owner."
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, (188)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (268)
"Price was fair and enough room for our family"
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 you’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: Shenandoah Adventures @ Heart of Luray Downton with Hottub - 22.3 mi (35.8 km) from Madison. Features a water park, a car charging station, and a garden. Shenandoah Crossing Resort with acres of wilderness - 21.6 mi (34.7 km) from Madison. Has a fitness center, concierge services, and an indoor pool. Cozy 4 bdrm 4 bath ski resort with tons of amenities…… - 24.9 mi (40.1 km) from Madison. Enjoy the sauna and 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. 2BR 2BA Luxury Woodstone w Hot Tub at Massanutten - 24.9 mi (40.1 km) from Madison. Access to an outdoor pool and a spa tub.
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. Shenandoah National Park, Early Mountain Vineyards, and Rapidan River are a few of the interesting sights to visit. In the area, other attractions include Sweely Estate Winery and James Madison’s Montpelier.
What's the weather like in Madison?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°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 you’d like to venture out around the area, consider renting a car to take in more sights.