A large pink building with a blue roof, surrounded by a well-maintained lawn and dense trees.

Find Romantic Hotels in Madison, VA from CA $256

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Check availability on Madison Romantic Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Madison romantic hotels

A grassy field with a wooden fence, trees, and a distant building.

1. Servants' Cottage on 600 Acre Working Horse/Cattle Estate

Servants' Cottage on 600 Acre Working Horse/Cattle Estate
Gordonsville
9.8 out of 10, Exceptional, (143 reviews)
"The cottage had everything you need."
United States
William J.
The price is CA $189
CA $256 total
includes taxes & fees
Oct 29 - Oct 30
Servants' Cottage on 600 Acre Working Horse/Cattle Estate
A living room with a fireplace, a chandelier, and a sofa.

2. The Pembroke Room in the historic Holladay House

The Pembroke Room in the historic Holladay House
Orange
9.4 out of 10, Exceptional, (3 reviews)
"The property is in the perfect location for a visit to Montpelier! Great restaurants and events are nearby. Very cozy! Great host! Expect what you would expect from a historic home. We will return."
United States
Robert
The price is CA $273
CA $408 total
includes taxes & fees
Nov 2 - Nov 3
The Pembroke Room in the historic Holladay House
A dining room with a wooden table, chairs, a chandelier, and patterned wallpaper.

3. The Arundel Room in historic Holladay House

The Arundel Room in historic Holladay House
Orange
The price is CA $301
CA $444 total
includes taxes & fees
Nov 2 - Nov 3
The Arundel Room in historic Holladay House
A wooden deck with two black mugs on a table, a covered grill, and a bench.

4. Secluded log cabin, fireplace, wi-fi, hot tub on deck!! Secluded on 6 acres

Secluded log cabin, fireplace, wi-fi, hot tub on deck!! Secluded on 6 acres
Stanley
7.8 out of 10, Good, (91 reviews)
"We enjoyed the quiet and relaxing stay at the cabin . The hot tub was what we needed after a day of hiking nearby waterfalls."
United States
Shannon M.
The price is CA $204
CA $468 total
includes taxes & fees
Oct 29 - Oct 30
Secluded log cabin, fireplace, wi-fi, hot tub on deck!! Secluded on 6 acres
Outdoor dining

5. 10 mins from Shenandoah National Park ~ Cozy Cabin

10 mins from Shenandoah National Park ~ Cozy Cabin
Elkton
10.0 out of 10, Exceptional, (15 reviews)
"We loved our stay there, it was only a night but the cottage has everything you need for a relaxing trip. The hot tub was super easy to use and the view of the woods was beautiful."
United States
Tamsin D.
The price is CA $235
CA $446 total
includes taxes & fees
Nov 17 - Nov 18
10 mins from Shenandoah National Park ~ Cozy Cabin
A log cabin with a large window and a wooden door.

6. Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy

Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy
Stanley
8.4 out of 10, Very good, (87 reviews)
"It was a beautiful cabin, exactly what we needed to get away from the city and just disconnect. If you’re not comfortable driving on mountain roads, just something to think about. Overall an amazing little getaway. "
United States
Mike B.
The price is CA $259
CA $570 total
includes taxes & fees
Nov 17 - Nov 18
Beautiful Log Chalet, Hot Tub, Gas Grill, Secluded 6 wooded acres. Best privacy
A grassy field with four wooden Adirondack chairs arranged in a semi-circle.

7. Elegant Cottage on 600 Acre Horse & Livestock Farm

Elegant Cottage on 600 Acre Horse & Livestock Farm
Gordonsville
9.8 out of 10, Exceptional, (158 reviews)
"Great secluded property on a beautiful setting. "
United States
Todd R.
The price is CA $277
CA $374 total
includes taxes & fees
Nov 2 - Nov 3
Elegant Cottage on 600 Acre Horse & Livestock Farm
A wooden cabin with a deck, surrounded by a grassy area and a flowering tree.

8. 'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.

'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
Gordonsville
9.8 out of 10, Exceptional, (89 reviews)
"Location stood out.4th time at the Pond House."
United States
Jeff C.
The price is CA $296
CA $398 total
includes taxes & fees
Oct 29 - Oct 30
'Pond House' on Huge Horse Farm; Great for Young Families: Escape the City.
A spacious living room with a high wooden ceiling, large windows, a sofa, armchairs, a coffee table, and a dining area.

9. Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (73 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
The price is CA $624
CA $1,010 total
includes taxes & fees
Oct 29 - Oct 30
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
A cozy living room with wooden flooring, a stone fireplace, and a large window overlooking a balcony.

10. Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER

Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER
Etlan
9.4 out of 10, Exceptional, (96 reviews)
"Great and unique property. We had an amazing time and would stay there again if we are in the area."
United States
Niki B.
The price is CA $750
CA $1,203 total
includes taxes & fees
Oct 29 - Oct 30
Magnificent Log Home,60 Private Acres--Stunning Mountain Views SUN DANCER
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.
View all properties

Top Madison Hotel Reviews

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

10/10 Excellent
"In all honesty, the room seemed a little dusty, but it was quite well equipped. A vanity area just outside the bathroom had its own sink, which was convenient for us as a couple trying to get thru our morning ablutions & get out to tour about. The pool and the tiled outside seating area were rather elaborate, although (not being aa fan of chlorinated water) we did not avail ourselves of it. Parking was just a little distant, due to tenant volume, but the area seemed very quiet & safe, & ample room was available for loading & unloading at the front door. Minutes away from downtown Charlottesvilles."
randy 2-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Charlottesville

Frequently asked questions

Searching for romantic hotels in Madison?
If you and your partner need a romantic vacation, we'd like to help you plan for it. Our guests also enjoy Madison for its historic landmarks and hiking. You might consider checking out some of the nearby sights and attractions such as Shenandoah National Park, Early Mountain Vineyards, or Madison Plaza. If you're interested in staying near a certain attraction, you can sort by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Madison?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures 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 is there to do in Madison?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all there is to see and do in Madison. Adventurous pairs will enjoy Madison for its hiking. You might think about stopping by Shenandoah National Park, Early Mountain Vineyards, or Madison Plaza while you're seeing the sights.
What's the best way to get to Madison and around town during my romantic getaway?
This information about transportation options in Madison might help your romantic trip go off without a hitch: Make your way to Madison with a flight to Charlottesville-Albemarle Airport (CHO), which is the closest major airport located 19.5 mi (31.5 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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