Howardsville, VA
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Holiday Inn Charlottesville-Monticello by IHG
1200 5th St. SW Charlottesville VA
$93 nightly
The price is $106 total per night from Jan 4 to Jan 5
$106 total
Jan 4 - Jan 5, 2026
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 ...
8.2/10 Very Good! (1,000 reviews)
Clean room. They allow dogs but no real place to walk them (grass etc).
Reviewed on Dec 13, 2025

Sleep Inn & Suites Monticello
1185 5th St SW Charlottesville VA
$82 nightly
The price is $94 total per night from Jan 25 to Jan 26
$94 total
Jan 25 - Jan 26, 2026
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 ...
8.2/10 Very Good! (1,000 reviews)
Friendly staff however, the hot tub was not operational yet it is still advertised as an operational amenity.
Reviewed on Dec 20, 2025

Wow! What A View!
Wintergreen Resort VA
Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
9.8/10 Exceptional! (54 reviews)
Everything was perfect. Loved the view
Reviewed on Nov 26, 2025
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.

The Modern Mountain Condo
Wintergreen Resort VA
Stay at this condo in Wintergreen. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Wintergreen Resort and Raven's Roost Overlook are located ...
9.8/10 Exceptional! (36 reviews)
I have been coming to Wintergreen since 1999 and this is by far the best condo I’ve ever stayed in! Absolutely loved it! So clean, well apportioned, cozy, comfortable, absolutely adorable, and Keith was an extremely responsive, kind host. Can’t wait to book our next trip back to this exceptional ...
Reviewed on Dec 24, 2025

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC
Wintergreen Resort VA
Stay at this condo in Wintergreen. Enjoy laundry facilities, balconies, and in-room jetted tubs. Popular attractions Wintergreen Resort and Raven's Roost Overlook ...
9.8/10 Exceptional! (61 reviews)
A million dollar view. The beds are comfortable. Kitchen are well equipped
Reviewed on Dec 24, 2025

Lofty Pursuits: Spectacular View + EV Charger
Wintergreen Resort VA
Book a stay at this ski cabin in Wintergreen. Enjoy free WiFi, ski-in/ski-out access, and an in-room coffeemaker. Popular attractions Wintergreen Resort and ...
10/10 Exceptional! (3 reviews)
Simply delightful. Aside from the astounding views, all of the furniture and kitchen supplies were of great quality. The location was ideal. We loved every minute of our stay and would go back again. Can’t forget to mention how comfy the beds were (softest linens) and we used the fireplace the whole ...
Reviewed on Oct 12, 2025
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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- Wintergreen Resort
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- James River
- George Washington National Forest
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- Bold Rock Hard Cider Nellysford Cidery
- Carter Mountain Orchard
- Pippin Hill Farm & Vineyards
- Jefferson Vineyards
- Holliday Lake State Park
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- Stoney Creek Golf Course
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- Appomattox River
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- Virginia Blue Ridge Railway Trail
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