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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! (1,009 reviews)
All the attention, the breakfasts so good, and parking, i love, clean everything.

Reviewed on May 10, 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! (1,007 reviews)
Front desk staff were very helpful and kind.

Reviewed on May 10, 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 ...
9.2/10 Wonderful! (11 reviews)
What a great place to stay! Our visit included a wonderful, clean and comfortable atmosphere. We will be returning in the near future. This will be our main stay place to go.

Reviewed on May 12, 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! (80 reviews)
An elegant old house tastefully redeveloped, with large, comfortable and stylish rooms. Great location close to breweries, wineries and hiking and not far from Charlottesville. So, mostly good but the administrative and customer-service side could be better. We weren't sent the code for the front ...

Reviewed on Apr 19, 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 ...
10/10 Exceptional! (47 reviews)
Good breakfast, very clean room and public areas

Reviewed on May 5, 2026

The Crossroads Inn
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! (218 reviews)
The room was clean and relaxing, though the mattresses were a little hard for.our liking.

Reviewed on Apr 19, 2026

Village 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 Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery ...
9.4/10 Exceptional! (33 reviews)
Very clean. Easy check in. Great location

Reviewed on Feb 17, 2026

Piedmont Grove
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! (74 reviews)
I really loved the architecture and antiques.

Reviewed on May 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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Frequently Asked Questions About Howardsville hotels

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How many hotels are there in Howardsville?

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