Search Deals on
Keswick Vacation Packages

Build your package with 2 more options

Keswick Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $935, price is now $837 per person
$837
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Price was $1,035, price is now $950 per person
$950
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Downtown Mall and Monticello are located nearby.

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Price was $984, price is now $904 per person
$904
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Downtown Mall and Monticello are located nearby.
Great Location! Friendly Staff!

Reviewed on Oct 21, 2026

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Price was $938, price is now $867 per person
$867
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Monticello are located nearby.
The boutique hotel was conveniently located walking distance to the historic downtown area and the aesthetic of the hotel was nice.

Reviewed on Oct 20, 2026

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $973, price is now $924 per person
$924
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Monticello are located nearby.

Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $900, price is now $865 per person
$865
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The property was much larger than expected and included a lake. Our cabin was tucked in the woods off of a one lane paved road, with good parking spaces. We had a few mosquitoes in our cabin, and also a spider that stayed in its upper corner of the bathroom. The beds and pillows in our two bedroom cabin were very comfortable. Most of the channels on the TV were a little out of focus and we were unable to mirror our phones on the TV, even through we had property internet connected. The breakfast in the main lodge was good and reasonably priced. Prices in the General Store were very reasonable compared to typical resorts. Looking forward to another stay at a future date.

Reviewed on Sep 30, 2026

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3 out of 5
Price was $950, price is now $916 per person
$916
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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 Monticello are located nearby.

The Estate at Meander

The Estate at Meander

4 out of 5
Price was $1,208, price is now $1,168 per person
$1,168
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Pet friendly

Reviewed on Sep 18, 2026

Keswick Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was $935, price is now $837 per person
$837
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,035, price is now $950 per person
$950
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $984, price is now $904 per person
$904
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $938, price is now $867 per person
$867
per person
Nov 25 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

United
Tue, Jan 5 - Sat, Jan 9
EWR
Newark Liberty Intl. Airport
CHO
Charlottesville-Albemarle
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jan 5 from Newark Liberty Intl. Airport to Charlottesville-Albemarle, returning Sat, Jan 9, priced at $309 found 1 day ago
Bargain Flight
Tue, Nov 17 - Fri, Nov 27
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$328 Roundtrip, found 4 hours ago
$328
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Tue, Nov 17 from LaGuardia to Charlottesville-Albemarle, returning Fri, Nov 27, priced at $328 found 4 hours ago
Delta
Tue, Feb 9 - Tue, Feb 16
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$341 Roundtrip, found 1 hour ago
$341
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Feb 9 from George Bush Intercontinental to Charlottesville-Albemarle, returning Tue, Feb 16, priced at $341 found 1 hour ago
Delta
Sat, Apr 17 - Thu, May 6
DAL
Love Field
CHO
Charlottesville-Albemarle
$349 Roundtrip, found 4 hours ago
$349
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Apr 17 from Love Field to Charlottesville-Albemarle, returning Thu, May 6, priced at $349 found 4 hours ago