Search Deals onKeswick Vacation Packages
Keswick Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

English Inn of Charlottesville
Price was $646, price is now $537 per person
$537
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
A very quaint English-themed hotel with generous room sizes and helpful staff. Free breakfast.
Reviewed on Nov 13, 2026

Little Mod Hotel at the University
Price was $964, price is now $833 per person
$833
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.

Oakhurst Inn at the University
Price was $1,026, price is now $897 per person
$897
per person
Dec 23 - Dec 27
found 1 day 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.
The hospitality started before we got there when the staff texted me to see when we were arriving and to help us plan our stay. Great customer service!!!
Reviewed on Nov 13, 2026

The Doyle Hotel
Price was $880, price is now $779 per person
$779
per person
Dec 23 - Dec 27
found 1 day 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.
Lovely hotel in Charlottesville! I was only there for one night and wished I could have stayed longer. The entire hotel is beautifully designed and had a bookstore towards the back of the lobby! The room was very large and calming, with a comfortable bed and great amenities. The staff were very helpful and there was a bunch of interesting shops and cafes near the hotel. Will definitely be back when I next visit Charlottesville!
Reviewed on Nov 13, 2026

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort
Price was $836, price is now $754 per person
$754
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Charlottesville (CHO)
Book a stay at this family-friendly hotel in Gordonsville. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.
This is one of my favorite places to stay. Horses, golf carts, activities. The food is delicious, especially the breakfast. The atmosphere is beautiful!
Reviewed on Nov 10, 2026

Virginia Guesthouse Hotel
Price was $983, price is now $888 per person
$888
per person
Dec 23 - Dec 27
found 1 day 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.

Omni Charlottesville Hotel
Price was $1,006, price is now $914 per person
$914
per person
Dec 23 - Dec 27
found 1 day 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.
The Omni is one of the best options to stay in Charlottesville. Super nice hotel right in the downtown mall.
Reviewed on Nov 13, 2026

The Estate at Meander
Price was $1,149, price is now $1,057 per person
$1,057
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
Stay at this B&B in Locust Dale. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cedar Mountain and Rapidian Historic District are located nearby.
Staff was pleasant but don’t plan to eat there. Seems very short-staffed & not prepared to host meals.
The property is beautiful but hot water is warm only so attempting a bath on a chilly night wasn’t a positive experience. Hope the new owners are able to tighten things up & be able to offer what you would expect for an above-average price per night in that area.
Reviewed on Oct 30, 2026
Keswick 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.

Mon, Nov 30 - Sat, Dec 5
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$234 Roundtrip, found 3 days ago
$234
Roundtrip
found 3 days ago

Thu, Nov 19 - Mon, Nov 30
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$266 Roundtrip, found 3 days ago
$266
Roundtrip
found 3 days ago

Thu, Jan 14 - Sun, Jan 17
DFW
Dallas-Fort Worth Intl.
CHO
Charlottesville-Albemarle
$291 Roundtrip, found 18 hours ago
$291
Roundtrip
found 18 hours ago

Tue, Nov 17 - Fri, Nov 27
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$312 Roundtrip, found 6 hours ago
$312
Roundtrip
found 6 hours ago
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