Madison Mills Vacations from $421

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Your Madison Mills Vacation

When a city escape is calling your name, answer it with a vacation package to Madison Mills. With all your travel arrangements in place before you go, all you have to do here is concentrate on having a blast. Montpelier, James Madisons Montpelier and James Madison Museum are just some of the attractions worth checking out during your trip to Madison Mills. A couple of clicks is all it takes to put together the ultimate Madison Mills vacation on Expedia.

The Latest Madison Mills vacation packages

Price found within the past 48 hours. Click for updated prices.
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $566, price is now $421 per person
$421
per person
Oct 19 - Oct 22
found 4 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
9.6/10 Exceptional! (305 reviews)
Dinsmore Boutique Inn is everything you'd expect from a small inn -- lovely, spacious, well-appointed rooms, and wonderful management. We were made to feel welcome the entire time, from check-in to delicious breakfasts to helpful advice.

Reviewed on Sep 1, 2025

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $902, price is now $798 per person
$798
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
9.2/10 Wonderful! (2,434 reviews)
Stayed one night for concert at John Paul Jones arena. Very close. Easy parking. Place could use a little updating and bathroom shower floors need replacing, but it was a quaint and pleasant hotel. NOTE...there is NO free breakfast here as advertised.

Reviewed on Sep 4, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,064, price is now $943 per person
$943
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
9.2/10 Wonderful! (248 reviews)
Well decorated, great location and reasonably priced

Reviewed on Aug 22, 2025

Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Price was $1,209, price is now $1,074 per person
$1,074
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.6/10 Exceptional! (370 reviews)
Beautiful property at the University of Virginia. Beautiful grounds. Amazing dinner and bar!

Reviewed on Aug 29, 2025

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $1,403, price is now $1,265 per person
$1,265
per person
Nov 28 - Nov 30
found 9 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
8.6/10 Excellent! (896 reviews)
Spot is great, close to everything and nice views from their rooftop bar!

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in Madison Mills

James Madison homestead, horses grazing in fields outside an old abandon farm

James Madison's Montpelier

4.5/5(53 reviews)

You can learn about the history of Orange with a visit to James Madison's Montpelier. Stroll along this relaxing area's lakeside, or simply enjoy its bars.

James Madison's Montpelier

The Arts Center in Orange

You can spend an afternoon studying the exhibits at The Arts Center in Orange in Thornhill. Stroll along the lakeside in this relaxing area, or seek out the horseback riding.

The Arts Center in Orange

St. Thomas Episcopal Church

St. Thomas Episcopal Church is just one of the places to see in Thornhill, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's lakeside, or seek out the horseback riding.

St. Thomas Episcopal Church

Madison Mills Hotel Deals

Baymont by Wyndham Culpeper

Baymont by Wyndham Culpeper

2.5 out of 5
791 Madison Road, Culpeper, VA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Sep 7 to Sep 8
$95 total
Sep 7 - Sep 8
Total with taxes and fees
Baymont by Wyndham Culpeper
Postcard Cabins Shenandoah

Postcard Cabins Shenandoah

2 out of 5
2010 Madison Rd, Stanardsville, VA
$144 nightly
The price is $163 total per night from Sep 7 to Sep 8
$163 total
Sep 7 - Sep 8
Total with taxes and fees
Postcard Cabins Shenandoah
Comfort Inn & Suites Orange - Montpelier

Comfort Inn & Suites Orange - Montpelier

2.5 out of 5
334 Caroline St, Orange, VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $102 total per night from Sep 8 to Sep 9
$102 total
Sep 8 - Sep 9
Total with taxes and fees
Comfort Inn & Suites Orange - Montpelier
See all 430 properties in Madison Mills
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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Frequently asked questions

How much does a Madison Mills vacation package cost?
You'll find cheap prices from $421 on Expedia for your Madison Mills escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Madison Mills costs.
What are the cheapest months to go to Madison Mills?
If you'd like to snag a cheap Madison Mills vacation package, consider visiting in February, May and December. You'll typically find better prices on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Madison Mills?
The ideal length of your Madison Mills vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to go to all the leading attractions and explore some hidden treasures along the way.
How to find the best Madison Mills package deals?
Begin your search for a Madison Mills package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Madison Mills package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Madison Mills escape off to a flying start.
Is it cheaper to book a Madison Mills vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can customize your Madison Mills escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Madison Mills?
Score fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Madison Mills getaway.
Does Expedia offer Book Now, Pay Later Madison Mills vacation packages?
Secure your dream trip to Madison Mills with our Book Now, Pay Later vacations. No need to save up or wait for the next payday — we've joined forces with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.