Howardsville Vacations from $527

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The Latest Howardsville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Doyle Hotel
Mayhurst Inn
 Oakhurst Inn at the University
Dinsmore Boutique Inn
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Howardsville Hotel Deals

Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

3 out of 5
1200 5th St. SW Charlottesville VA
Fully refundable
$93 nightly
The price is $106 total per night from Jan 29 to Jan 30
$106 total
Jan 29 - Jan 30
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Room is clean and comfortable. The staff at the front desk was extra helpful and friendly!

Reviewed on Jan 22, 2026

Holiday Inn Charlottesville-Monticello by IHG
Sleep Inn & Suites Monticello

Sleep Inn & Suites Monticello

2.5 out of 5
1185 5th St SW Charlottesville VA
Fully refundable
$82 nightly
The price is $94 total per night from Feb 20 to Feb 21
$94 total
Feb 20 - Feb 21
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Breakfast good

Reviewed on Jan 11, 2026

Sleep Inn & Suites Monticello
Wow! What A View!

Wow! What A View!

Wintergreen Resort VA
9.8/10 Exceptional! (54 reviews)
Beautiful retreat to the mountains over the holidays! The condo was a perfect spot for us. Spacious & cozy for our family of 4 (included 2 teenage boys). The condo was very clean & nice accomodations which included firewood & a large balcony w/ an incredible view of the mountains & Wintergreen ski ...

Reviewed on Jan 2, 2026

Wow! What A View!
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.

Find the Best Howardsville Vacation Packages

Howardsville Essential Information

Language
English
Currency
U.S dollars

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Frequently asked questions

How much does a Howardsville vacation package cost?
You can pick up a vacation package to this top destination from $527 on Expedia. But how much your vacation to Howardsville costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Howardsville?
November, December and January are great times to search for cheap Howardsville vacation packages. Opting to travel in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Howardsville?
Generally, a handful of days is enough to go to the top attractions during your Howardsville vacation. But if you prefer to have more time to chill out or take day trips, think about extending your trip.
How to find the best Howardsville package deals?
Bagging a cheap Howardsville package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Howardsville package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Howardsville vacation as a package?
You can enjoy significant savings on your Howardsville escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Howardsville?
Secure fantastic discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Howardsville break.
Does Expedia offer Book Now, Pay Later Howardsville vacation packages?
Your Howardsville break is meant to be an escape from your daily routine, not a source of money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.