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Hotels in Howardsville

Choose from 805 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
  • 1 hour drive from Wintergreen Resort
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
8.2/10 Very Good! (1,001 reviews)
Convenient to Monticello
"The stay was fine and convenient to Monticello. The pool was quite nice. Overall as fine hotel experience."

Reviewed on Jul 7, 2025

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
  • 1 hour drive from Wintergreen Resort
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
8/10 Very Good! (1,000 reviews)
Great for weekend getaway in Charlottesville
"My family and I always stay here whenever we go to Charlottesville. Always happy with my stay!"

Reviewed on Jul 17, 2025

Sleep Inn & Suites Monticello
Basecamp151

Basecamp151

3 out of 5
7847 Rockfish Valley Highway, Afton, VA
  • 18 min drive from Wintergreen Resort
Stay at this 3-star motel in Afton. Enjoy free parking, a computer station, and a coffee shop/cafe. Popular attractions Wintergreen Resort and Flying Fox Vineyard ...
9.2/10 Wonderful! (74 reviews)
"Thought it was going to be more of a hotel and then realizing it was like a full apartment was quite nice"

Reviewed on Jul 5, 2025

Basecamp151
Afton Mountain Inn

Afton Mountain Inn

3 out of 5
10273 Rockfish Valley Hwy, Afton, VA
  • 20 min drive from Wintergreen Resort
Stay at this 3-star guesthouse in Afton. Enjoy free parking, a garden, and a snack bar/deli. Popular attractions Silverback Distillery and Cardinal Point Vineyard ...
9.6/10 Exceptional! (64 reviews)
"The property was beautiful and it literally had everything we needed and more! They even had a firstaid kit which was useful after finding some ticks from our Shenandoah hike. Loved the pla e and will definately be back!"

Reviewed on Jun 23, 2025

Afton Mountain Inn
The Crossroads Inn

The Crossroads Inn

5 out of 5
5010 Plank Rd, North Garden, VA
  • 46 min drive from Wintergreen Resort
Stay at this 5-star 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! (30 reviews)
"I loved this property! I received a virtual check in that was thorough and went over all things I needed to know. A brand new nespresso maker with plenty of pod options. A modern shower head! They left chicken feed so I could feed the chickens! The winery was less than a 3 min drive. The property ..."

Reviewed on Jun 15, 2025

The Crossroads Inn
Piedmont Grove

Piedmont Grove

2 out of 5
236 Beech Grove Road, Roseland, VA
  • 9 min drive from Wintergreen Resort
Stay at this hotel in Roseland. Enjoy free parking and a computer station. Popular attractions Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery ...
9.2/10 Wonderful! (26 reviews)
"Lovely place"

Reviewed on Jul 13, 2025

Piedmont Grove
Albemarle Estate at Trump Winery

Albemarle Estate at Trump Winery

4.5 out of 5
355 Albemarle House Dr, Charlottesville, VA
  • 1 hour drive from Wintergreen Resort
Stay at this 4.5-star luxury hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monticello and Downtown Mall are ...
"Very beautiful property. The staff treated you like it was your own personal property. Very accommodating to all our requests."

Reviewed on Aug 7, 2023

Albemarle Estate at Trump Winery
Village Inn

Village Inn

2 out of 5
8010 Thomas Nelson Hwy., Lovingston, VA
  • 30 min drive from Wintergreen Resort
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 ...
9/10 Wonderful! (196 reviews)
"Itvwas a good place. It was just what we wre looking for. We were traveling thru the area and need a place to crash for the night"

Reviewed on Jun 16, 2025

Village Inn
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 $96. 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 805 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 $96.

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