Howardsville Vacations from $976

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The Latest Howardsville vacation packages

Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $1,096, price is now $976 per person
$976
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Manhattan (MHK) to Charlottesville (CHO)
8.8/10 Excellent! (100 reviews)
This was our second time staying here in the last 6 months (last time being in the winter). The outdoor pool/hotub/splash area was not available either time. Also, WIFI continues to be an issue as you must use a MIFI router (upon request) that also does not provide adequate service. Overall, the stay was ok, and proper for a quick weekend recharge, but I couldn’t imagine staying more than a few days with my family.

Reviewed on Jun 28, 2026

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $1,471, price is now $1,181 per person
$1,181
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Manhattan (MHK) to Charlottesville (CHO)
8.4/10 Very Good! (1,004 reviews)
I had no idea that this hotel had almost no staff onsite. The check in/out is virtual and doesn’t even work correctly. If a really helpful maid hadn’t been there I don’t know how I would have gotten into my room. The place is very clean but totally rundown. The door to the patio off of my room didn’t even have a working lock. Someone could have easily climbed a wall and walked right into my room. I would not stay here agin.

Reviewed on Jul 2, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,445, price is now $1,169 per person
$1,169
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Manhattan (MHK) to Charlottesville (CHO)
9.2/10 Wonderful! (576 reviews)
The Oakhurst in was definitely not up to my standards BUT the staff tried everything to make things more comfortable. Unfortunately the Inn was working off of a generator and couldn’t keep up with the heat outside. My biggest issue however was the fruit flies. They were everywhere and it really bothered me. Jake - night person in the lobby was my hero after AC shut down for the 3rd time and I decided to leave in the middle of the night.

Reviewed on Jul 3, 2026

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $1,314, price is now $1,092 per person
$1,092
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Manhattan (MHK) to Charlottesville (CHO)
9.2/10 Wonderful! (349 reviews)
This place is so unique and fun!

Reviewed on Jun 30, 2026

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $1,101, price is now $982 per person
$982
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Manhattan (MHK) to Charlottesville (CHO)
9.2/10 Wonderful! (2,911 reviews)
Everything was good but the Ice machine was not working

Reviewed on Jul 4, 2026

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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
$97 nightly
The price is $111 total per night from Aug 3 to Aug 4
$111 total
Aug 3 - Aug 4
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"The staff was helpful and kind, my trip to Charlottesville was not a vaca but to the local hospital for a family member and the staff informed me of a discount that was available through the hospital. I would recommend this hotel to anyone!"

Reviewed on Jun 27, 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
$88 nightly
The price is $101 total per night from Aug 3 to Aug 4
$101 total
Aug 3 - Aug 4
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"There was not always continental breakfast available as said there would be"

Reviewed on Jul 4, 2026

Sleep Inn & Suites Monticello
New Build! Log Cabin with Hot Tub in Wintergreen

New Build! Log Cabin with Hot Tub in Wintergreen

Wintergreen Resort VA
$1,168 nightly
The price is $1,312 total per night from Jul 9 to Jul 10
$1,312 total
Jul 9 - Jul 10
Total with taxes and fees
10/10 Exceptional! (17 reviews)
"Beautiful and perfect for families. Location is very pretty, beds are comfy, kitchen is well-stocked."

Reviewed on Jul 2, 2026

New Build! Log Cabin with Hot Tub in Wintergreen
See all 911 properties in Howardsville
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 $976 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.