Howardsville Vacation Packages

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Top Howardsville Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was CA $1,548, price is now CA $1,319 per person
CA $1,319
per person
Sep 4 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (350 reviews)
Very cute small hotel that is reasonably priced! The rooms were bigger than we expected, and it was great having access to the pool at their sister location on the UVA campus. Would stay here again if I were in Charlottesville.

Reviewed on Jul 6, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was CA $1,802, price is now CA $1,437 per person
CA $1,437
per person
Sep 4 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (579 reviews)
Excellent staff, friendly and very helpful.

Reviewed on Jul 8, 2026

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was CA $1,704, price is now CA $1,402 per person
CA $1,402
per person
Sep 4 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.6/10 Exceptional! (404 reviews)
Wow, the architecture, history, the amenities (especially the guest lounge), and breakfast were all outstanding! We will be back.

Reviewed on Jun 26, 2026

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was CA $1,775, price is now CA $1,481 per person
CA $1,481
per person
Sep 4 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.2/10 Wonderful! (293 reviews)
This was one of the best stays we have ever had. A truly phenomenal place.

Reviewed on Jun 9, 2026

Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
Lewis Mountain
Price was CA $2,065, price is now CA $1,878 per person
CA $1,878
per person
Sep 4 - Sep 7
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottesville (CHO)
9.6/10 Exceptional! (44 reviews)
Very nice stay. Comfortable room, good breakfast, reasonable price.

Reviewed on Jul 10, 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
The price is CA $134 per night from Aug 1 to Aug 2
CA $134
CA $153 total
Aug 1 - Aug 2
includes taxes & fees
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
The price is CA $114 per night from Aug 9 to Aug 10
CA $114
CA $130 total
Aug 9 - Aug 10
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Front desk, especially LA, is amazingly helpful and professional"

Reviewed on Jul 8, 2026

Sleep Inn & Suites Monticello
The Crossroads Inn

The Crossroads Inn

5 out of 5
5010 Plank Rd North Garden VA
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Jul 20 to Jul 21
CA $262
CA $299 total
Jul 20 - Jul 21
includes taxes & fees
9.8/10 Exceptional! (56 reviews)
"The staff is incredibly helpful and sweet. The Inn has an old world charm. Feeding the chickens added to the great experience. This is a great place to relax."

Reviewed on Jun 14, 2026

The Crossroads Inn
See all 909 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.
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Frequently asked questions

How much does a Howardsville vacation package cost?
You can grab a vacation package to this popular destination from CA $1,319 on Expedia. But how much your vacation to Howardsville costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Howardsville?
You can typically find lower prices and greater availability in January, February and March. Browse our cheap Howardsville vacation packages and you could score some great off-season deals.
How many days is enough for Howardsville?
Typically, a handful of days is enough to visit the major attractions during your Howardsville vacation. However, if you'd like to have some time to relax or go on day tours, think about extending your itinerary.
How to find the best Howardsville package deals?
Bagging a cheap Howardsville package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and see what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Howardsville package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Howardsville vacation as a package?
You can enjoy significant savings on your next Howardsville break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Howardsville?
If you're planning an impromptu Howardsville trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Howardsville?

  1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to visit Howardsville.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your hotel will probably be the largest expense during your trip to Howardsville.
  3. Decide how long to go away for: Now that you're more familiar with Howardsville, you can figure out the ideal length of your break. Create a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Howardsville vacation package that brings all your bookings together.

Explore a world of travel with Expedia

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