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Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

3 out of 5
1200 5th St. SW Charlottesville VA
  • 12 min drive from Trump Winery
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! (1,008 reviews)
"The elevator wasn’t working and none of the ice machines on any floor were working. Just not as nice as it used to be."

Reviewed on Jun 7, 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
  • 12 min drive from Trump Winery
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! (1,006 reviews)
"We stayed here for one night for a graduation at UVA. The hotel is not too far a drive from campus, so it is a convenient location. The rooms were cozy and clean, and the AC worked great, so you could adjust the room temperature however you desired. The bathrooms were clean and had hygiene products ..."

Reviewed on Jun 3, 2026

Sleep Inn & Suites Monticello
Basecamp151

Basecamp151

2.5 out of 5
7847 Rockfish Valley Hwy Afton VA
  • 55 min drive from Trump Winery
Stay at this motel in Afton. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Flying Fox Vineyard and Silverback Distillery are ...
9/10 Wonderful! (14 reviews)
"Stayed here after attending my cousin's graduation, and I absolutely LOVED it! The room was great and the bed was super comfy - perfect for a solo traveler like myself! The location is so beautiful, I sat outside staring at the stars! Highly recommend and would definitely stay here again!"

Reviewed on May 19, 2026

Basecamp151
Afton Mountain Inn

Afton Mountain Inn

3 out of 5
10273 Rockfish Valley Hwy Afton VA
  • 56 min drive from Trump Winery
Stay at this guesthouse in Afton. Enjoy free parking, a garden, and a snack bar/deli. Popular attractions Silverback Distillery and Cardinal Point Vineyard and ...
9.6/10 Exceptional! (82 reviews)
"Super cute place, loved it! It was like one of those places in a murder mystery, but nobody dies. Would stay here again, super comfortable."

Reviewed on May 26, 2026

Afton Mountain Inn
The Crossroads Inn

The Crossroads Inn

5 out of 5
5010 Plank Rd North Garden VA
  • 27 min drive from Trump Winery
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! (54 reviews)
"Rich in history, excellent wine tasting experience at adjoining Pippin Hill Farms and Winery. We enjoyed feeding the chickens! The concierge folks were so helpful and nice. Beakfast every morning was delicious!"

Reviewed on Jun 2, 2026

The Crossroads Inn
Piedmont Grove

Piedmont Grove

2 out of 5
236 Beech Grove Road Roseland VA
  • 1 hour drive from Trump Winery
Stay at this hotel in Roseland. Enjoy free parking and a computer station. Popular attractions Bold Rock Hard Cider Nellysford Cidery and Stoney Creek Golf Course ...
9.4/10 Exceptional! (35 reviews)
"Loved it peace and quiet and right next to devils backbone brewery"

Reviewed on May 24, 2026

Piedmont Grove
Village Inn

Village Inn

2 out of 5
8010 Thomas Nelson Hwy. Lovingston VA
  • 1 hour drive from Trump Winery
Stay at this motel in Lovingston. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (222 reviews)
"Very nice staff Beautiful place to stay"

Reviewed on Jun 5, 2026

Village Inn
Maysville Manor Bed & Breakfast

Maysville Manor Bed & Breakfast

3 out of 5
23 Courthouse Road Buckingham VA
  • 1 hour drive from Trump Winery
Stay at this guesthouse in Buckingham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Buckingham Courthouse Historic District and Buckingham ...
8.4/10 Very Good! (76 reviews)
"Don’t stay here. No breakfast. No one there to check you in. Did not spend nite. Dusty, Dirty, Neglected property"

Reviewed on Jun 7, 2026

Maysville Manor Bed & Breakfast
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 cheap hotels in Howardsville

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $102. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Howardsville hotel deals at the last minute.

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Frequently Asked Questions About Howardsville hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Howardsville?

With over 900 hotels in Howardsville, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $102.

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