Search Deals onDillwyn Vacation Packages
Dillwyn Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler
Price was $639, price is now $591 per person
$591
per person
Dec 17 - Dec 21
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this hotel in Gordonsville. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
This was my 1st time staying at this hotel, I have absolutely nothing bad to say about. While I would have preferred a little softer mattress, that is a personal preference. The staff was very friendly and helpful. The place was great.
Reviewed on Nov 11, 2026
Oakhurst Inn at the University
Price was $1,006, price is now $875 per person
$875
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.
Wonderful! The room, staff, location, cleanliness…. All wonderful! I’ll definitely come back!
Reviewed on Nov 8, 2026
Virginia Guesthouse Hotel
Price was $996, price is now $868 per person
$868
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Downtown Mall and Monticello are located nearby.
Property was outstanding. Incredibly pleased with our stay!
Reviewed on Nov 9, 2026
English Inn of Charlottesville
Price was $812, price is now $728 per person
$728
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.
Good breakfast. Happy there was no duvet cover which is always too hot for us. Good AC heating unit. A few things are getting a little old like the carpet but very charming and uniqe place. Recommend it.
Reviewed on Nov 11, 2026
The Doyle Hotel
Price was $830, price is now $748 per person
$748
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.
Loved the vintage look with a pink hue. Beautiful space and nice room/bathroom
Did not receive check-in code until I walked into hotel, did not know where to park or where valet was (called number that was provided as "24/7 assistance, no one answered or called me back).
Guy at front desk was helpful (even though email said that there was no front desk)
Reviewed on Nov 10, 2026
Omni Charlottesville Hotel
Price was $994, price is now $903 per person
$903
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.
Afton Mountain Vineyards
Price was $1,511, price is now $1,407 per person
$1,407
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Stay at this cabin in Afton. Enjoy free WiFi, free parking, and bathrobes. Popular attractions Afton Mountain Vineyards and Veritas Vineyard and Winery are located nearby.
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Price was $839, price is now $787 per person
$787
per person
Dec 23 - Dec 27
found 11 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.
Dillwyn Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Nov 19 - Mon, Nov 23
MCO
Orlando Intl.
RIC
Richmond Intl.
$93 Roundtrip, found 4 hours ago
$93
Roundtrip
found 4 hours ago
Wed, Dec 2 - Wed, Dec 16
LGA
LaGuardia
RIC
Richmond Intl.
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Wed, Dec 2 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
RIC
Richmond Intl.
$210 Roundtrip, just found
$210
Roundtrip
just found
Sat, Jan 9 - Thu, Jan 14
BOS
Logan Intl.
RIC
Richmond Intl.
$219 Roundtrip, found 4 hours ago
$219
Roundtrip
found 4 hours ago
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