Visit Howardsville: 2026 Travel Guide for Howardsville, Virginia

Holiday Inn Charlottesville-Monticello by IHG

1200 5th St. SW Charlottesville VA

$87 nightly

$99 total

Nov 1 - Nov 2

Total with taxes and fees

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...

Sleep Inn & Suites Monticello

1185 5th St SW Charlottesville VA

$80 nightly

$91 total

Nov 1 - Nov 2

Total with taxes and fees

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...

8.4/10 Very Good! (1,004 reviews)

"No light anywhere outside. 2 police visits I saw in 3 hours. Hallways and rooms dirty and stinky. Room was no better. Cig burns, ripped carpet ripped curtains and tub had soft spots."

Reviewed on Sep 27, 2026

The Crossroads Inn

5010 Plank Rd North Garden VA

$205 nightly

$235 total

Oct 7 - Oct 8

Total with taxes and fees

Book a stay at this luxury B&B in North Garden. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pippin Hill Farm & Vineyards and Albemarle ...

9.8/10 Exceptional! (70 reviews)

"Excellent historical stay and we loved feeding the chickens"

Reviewed on Sep 29, 2026

See all 929 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.

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

Roseland VA

Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Wintergreen ...

10/10 Exceptional! (374 reviews)

"Wonderful condo in a good location with pretty easy walking access to the main lodge and market store. We really enjoyed this property."

Reviewed on Sep 2, 2026

Peacefull, private Cabin! 140 acres,mile of river trails! 10 minutes to Rt.151!

Faber VA

Stay at this cabin in Faber. Enjoy free WiFi, a garden, and patios. Popular attractions DelFosse Vineyards and Winery and Hill Top Berry Farm & Winery are located ...

10/10 Exceptional! (66 reviews)

"Perfect quiet solitude is what we hoped for and received it beyond measure. The bed was the most comfortable sleeping experience I’ve had in years. As someone with severe back issues I always worry when we book a vacation. I didn’t need to worry at all. I haven’t slept this much in years. The icing ..."

Reviewed on Aug 18, 2026

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly

Roseland VA

Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...

9.6/10 Exceptional! (161 reviews)

"This place was spotless and cozy we loved it!"

Reviewed on Sep 7, 2026

See all 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.

Frequently asked questions

When is the best time to visit Howardsville?

The best time to visit Howardsville is from May through July, when the weather is generally pleasant for exploring. For fewer crowds and better value, the quieter months of November through January are a good option, offering a more relaxed experience with cooler temperatures.

Can I book a refundable hotel in Howardsville?

Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Howardsville by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.

Why book a trip to Howardsville with Expedia?

Expedia makes it easier to plan your Howardsville trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.

Should I stay in a hotel or vacation rental in Howardsville?

The best choice depends on your travel style. Hotels in Howardsville can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.

How can I manage my Howardsville trip on Expedia?

Once you've booked your Howardsville trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.

What if I need help during my Howardsville trip?

Expedia offers customer support before, during, and after your Howardsville trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.

How can Expedia help me plan my first trip to Howardsville?

If it's your first trip to Howardsville, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.

How can I save on my Howardsville hotel booking with Expedia?

Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Howardsville hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Howardsville, VA

Travel Guide