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.
Bluegreen Shenandoah Crossing, Ascend Resort Collection

Bluegreen Shenandoah Crossing, Ascend Resort Collection

2.5 out of 5
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8.2/10 Very Good! (788 reviews)
Did not like the fact that they will not service room. You must take used towels to front desk in order to get clean ones. You have to leave your trash in the hallway. For the cost of the room they should provide better service.

Reviewed on Jul. 6, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
9.2/10 Wonderful! (224 reviews)
Just really well done and cozy!

Reviewed on Jun. 23, 2025

Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
9.6/10 Exceptional! (337 reviews)
We have stayed here before and really love the amenities the decor, the architecture and most of all the friendly staff especially Catherine, Taylor, and Cortney. The food is really delicious.

Reviewed on Jul. 6, 2025

DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
Rio
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8/10 Very Good! (1,000 reviews)
Good location. Great staff. They even let us have our room 2.5 hrs earlier than the check in time. That was a bonus it self. We are traveling on our Harleys so we were able to get our things in the room before we went out site seeing. All in all i would definitely recommend.

Reviewed on Jul. 5, 2025

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
per person
Aug 20 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
9.2/10 Wonderful! (457 reviews)
This is a really cool property, i was visiting someone at the hospital (UVA) most of the time i didn't really get to enjoy the full property!

Reviewed on Jul. 7, 2025

Ready to book your vacation to Keswick?

 

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Keswick Hotel Deals

Keswick Hall
Keswick Hall
5 out of 5
701 Club Drive, Keswick, VA
The price is CA $1,093 per night from Jul 8 to Jul 9
CA $1,093
CA $1,311 total
Jul 8 - Jul 9
includes taxes & fees
9.4/10 Exceptional! (61 reviews)
A Guilty Pleasure
"THIS is a guilty pleasure. Love the location and isolation of this property. They have a couple dining options and great room service. Most importantly, they’re pet friendly and my “boys”, Louie and Logan are treated like rock stars. Great walking grounds, and the rooms are fabulous where you just ..."

Reviewed on May 13, 2025

Keswick Hall
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 $125 per night from Jul 21 to Jul 22
CA $125
CA $147 total
Jul 21 - Jul 22
includes taxes & fees
9/10 Wonderful! (2,295 reviews)
"Pool could have been cleaned"

Reviewed on Jul. 5, 2025

English Inn of Charlottesville
Omni Charlottesville Hotel
Omni Charlottesville Hotel
4 out of 5
212 Ridge McIntire Rd, Charlottesville, VA
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Aug 4 to Aug 5
CA $206
CA $235 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
Positive experience
"The front desk workers were very pleasant and check in was efficient. The room was nice and the location is within walk distance to restaurants and shops."

Reviewed on Jul. 3, 2025

Omni Charlottesville Hotel
See all 758 properties in Keswick
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Keswick

Castle Hill Cider

You can enjoy a tasting or tour at Castle Hill Cider during your travels to Keswick. Discover the entertainment choices and shops in this walkable area.

Castle Hill Cider

What to do in Keswick

Merrie Mill Farm and Vineyard

Private Charlottesville Area Wine Tour

CA $323
per adult
Private Charlottesville Area Wine Tour
Small Group Thomas Jefferson’s Monticello 1-Day Tour from Washington D.C.

Thomas Jefferson Monticello One-Day Tour from Washington D.C.

CA $247
per traveller
Thomas Jefferson Monticello One-Day Tour from Washington D.C.
Dive into Charlottesville's Supernatural Side on Our Ghost Tour.

Charlottesville Dark History Ghost Tour

CA $33
per adult
Charlottesville Dark History Ghost Tour
See all activities in Keswick

Frequently asked questions

How much does a Keswick vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,030 on Expedia. However, how much your vacation to Keswick costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Keswick?
Travel in the low or shoulder season and you're likely to find cheap Keswick vacation packages. Remember that public holidays and local festivals and events can impact prices, so do some research before booking.
How many days is enough for Keswick?
We recommend planning a Keswick vacation for a minimum of 2 days. This will allow you enough time to tick off key attractions such as Jefferson Vineyards and Castle Hill Cider, and also check out neighbourhoods like Belmont and Martha Jefferson. You could even squeeze in a day trip or two outside of Keswick.
How to find the best Keswick package deals?
Landing a cheap Keswick package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Keswick package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Keswick vacation as a package?
You can enjoy significant savings on your next Keswick retreat by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Keswick?
If you've got your Keswick vacation dates finalized, book as soon as you can to score some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Keswick?

  1. Choose when to go: Check your diary and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to visit Keswick.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and dining out to experiences and flights. Your accommodations will likely be the largest expense during your trip to Keswick.
  3. Decide how long to go for: Now that you know more about Keswick, you can figure out the perfect length of your vacation. Pull together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to pick a Keswick vacation package that brings all your bookings together.

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