Howardsville, VA

Travel Guide

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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
The price is AED 342 per night from Jan 27 to Jan 28
AED 342
AED 390 total
27 Jan - 28 Jan
includes taxes & 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)
Amazing staff, clean and very cost effective

Reviewed on 8 January 2026

Holiday Inn Charlottesville-Monticello by IHG
Wow! What A View!

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)
Beautiful retreat to the mountains over the holidays! The condo was a perfect spot for us. Spacious & cozy for our family of 4 (included 2 teenage boys). The condo was very clean & nice accomodations which included firewood & a large balcony w/ an incredible view of the mountains & Wintergreen ski ...

Reviewed on 2 January 2026

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Wow! What A View!
Sleep Inn & Suites Monticello

Sleep Inn & Suites Monticello

2.5 out of 5
1185 5th St SW Charlottesville VA
The price is AED 300 per night from Feb 20 to Feb 21
AED 300
AED 343 total
20 Feb - 21 Feb
includes taxes & 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! (1,002 reviews)
Breakfast good

Reviewed on 11 January 2026

Sleep Inn & Suites Monticello
See all 871 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.
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Wintergreen Resort VA
Book a stay at this ski condo in Wintergreen. Enjoy free WiFi, a fitness center, and laundry facilities. Our guests praise the helpful staff in our reviews. ...
10/10 Exceptional! (159 reviews)
Second time staying at the Condo in Wintergreen. The location is perfect, space immaculate, and beautiful. The condo has all you will need. Perfect for a get away.

Reviewed on 12 January 2026

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

New construction! Top of Wintergreen mountain. 1BD/2BA, 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! (135 reviews)
Nice cozy place in the Wintergreen resort. The property is great and has all the amenities. Great location and great place. The host is very responsive and the instructions were easy to follow.

Reviewed on 31 December 2025

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
The Modern Mountain Condo

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! (39 reviews)
Keith was amazing. He responded in minutes to every question I had. The condo itself was perfect. Across the street from the ski lifts, spotless and every amenity you might need or want for your stay. I can’t say enough about it and plan on going back again very soon!!

Reviewed on 13 January 2026

The Modern Mountain Condo
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.