Keswick Vacation Packages

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Your Keswick Vacation

Lock in a Keswick vacation package that includes everything you need and nothing you don't. Great for dining, culture and bars and pubs, consider staying in the neighborhood of North Downtown. Want to explore your new surroundings? Monticello, Jefferson Vineyards and Keswick Vineyards and Winery are just three of the top-rated places to visit during your trip to Keswick. Stop daydreaming and start adventuring. Browse the many options on Expedia today and finally put your Keswick vacation plans into motion!

Top Keswick Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Dog-friendly Spacious House W/private Pool, Private Pool Table & Ping Pong Table

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Keswick Hotel Deals

Keswick Hall

Keswick Hall

5 out of 5
701 Club Drive Keswick VA
The price is CA $1,188 per night from Jun 29 to Jun 30
CA $1,188
CA $1,422 total
Jun 29 - Jun 30
includes taxes & fees
9.4/10 Exceptional! (69 reviews)
"Awesome stay great golf course marigolds a touch over rated"

Reviewed on May 17, 2026

Keswick Hall
Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards

Keswick VA
The price is CA $745 per night from Jul 1 to Jul 2
CA $745
CA $1,018 total
Jul 1 - Jul 2
includes taxes & fees
9.8/10 Exceptional! (29 reviews)
"This cottage was the perfect spot for our visit to UVA for the NCAA Lacrosse championships. The group consisted of myself, my son and four of his lacrosse teammates from W&J. We all loved the spot. We grilled food, caught & released some really nice fish, the boys enjoyed the hot tub - and we just ..."

Reviewed on Jun 8, 2026

Stonemont Farm Cottage with Hot Tub! in Keswick near Vineyards
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jul 20 to Jul 21
CA $122
CA $144 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (2,911 reviews)
"Everything is always so clean and the staff are as professional and friendly as possible. My fifth stay there and it didn’t disappoint whatsoever."

Reviewed on Jun 26, 2026

English Inn of Charlottesville
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.