Deals on vacations and trips to Howardsville

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Top Howardsville hotels deals

Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

3 out of 5
1200 5th St. SW Charlottesville VA
Free Cancellation
$93 nightly
The price is $106 total per night
$106 total
Dec 28 - Dec 29
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
Sleep Inn & Suites Monticello

Sleep Inn & Suites Monticello

2.5 out of 5
1185 5th St SW Charlottesville VA
Free Cancellation
$82 nightly
The price is $94 total per night
$94 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
Wow! What A View!

Wow! What A View!

Wintergreen Resort VA
Get rates
An outdoor pool is featured at this condo, along with laundry facilities.
Pool
Kitchen
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
$896 nightly
The price is $1,006 total per night
$1,006 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Enjoy free WiFi, laundry facilities, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located nearby.
Pool
Hot Tub
Afton Mountain Inn

Afton Mountain Inn

3 out of 5
10273 Rockfish Valley Hwy Afton VA
$224 nightly
The price is $252 total per night
$252 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
An outdoor pool is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace, a garden, and a snack bar/deli are also on offer.
Pool
Parking included
The Modern Mountain Condo

The Modern Mountain Condo

Wintergreen Resort VA
$247 nightly
The price is $277 total per night
$277 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
This condo features laundry facilities.
Pool
Kitchen
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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

How much are vacation packages to Howardsville?
Your travel daydreams can become reality in Howardsville from an impressive . Vacation packages include flights and hotels, so organizing everything should be nice and easy. The only thing you'll have to concentrate on is getting out there and having a great time.
Where can I get the best vacation package deals for Howardsville?
With at least 400 airline partners and 1,000,000 hotels around the world, it's hard to go past Travelocity. Browse our comprehensive range and score an incredible Howardsville vacation package. Isn't it great when vacation planning is that easy?
Why should I book my Howardsville vacation bundle via Travelocity?
Whether you're searching for the ultimate unplugged getaway or after the fun and excitement of a towering metropolis, booking everything with Travelocity saves you time, money and hassle. No need to search through hundreds of websites for the best deal — our Price Match Guarantee ensures you'll always get the lowest price, and our professional customer service experts are available 24/7.
Can I save on my Howardsville car rental if I bundle it with my hotel or flight?
Absolutely. And our Howardsville vacation packages are the best way to do it. With just a few clicks you can save cash and time by booking everything in one place. Collect the keys to your rental car then set your own course. Need to fill your itinerary? Add some activities or experiences to your package and make savings on those too.
Which airport is best for Howardsville?
That all boils down to where you're flying from and where you're heading to — Charlottesville-Albemarle Airport (CHO), Lynchburg Regional Airport (LYH) or Shenandoah Valley Regional Airport (SHD) are where you'll most likely come in to land.

Photos of local treasures

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