Keswick Vacations from $441

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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!

The Latest Keswick vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

3 out of 5
The Meadows
Price was $575, price is now $441 per person
$441
per person
Oct 31 - Nov 4
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
7.8/10 Good! (1,002 reviews)
This hotel is conveniently located on 29 and it’s clean.

Reviewed on Aug 17, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $625, price is now $443 per person
$443
per person
Oct 31 - Nov 4
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
9.2/10 Wonderful! (245 reviews)
Well decorated, great location and reasonably priced

Reviewed on Aug 22, 2025

Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Save 100% on your flight
Price was $1,074, price is now $794 per person
$794
per person
Oct 31 - Nov 4
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
9.6/10 Exceptional! (367 reviews)
Friendly desk staff. Valet staff is wonderful. Great hotel; gardens are beautiful.

Reviewed on Aug 12, 2025

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
The Meadows
Price was $611, price is now $461 per person
$461
per person
Oct 31 - Nov 4
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
9.2/10 Wonderful! (2,410 reviews)
Bed was comfortable and the breakfast buffet was nice. Front desk staff was not particularly friendly or welcoming.

Reviewed on Aug 23, 2025

The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $811, price is now $658 per person
$658
per person
Oct 31 - Nov 4
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Charlottesville (CHO)
8.6/10 Excellent! (887 reviews)
My recent stay at The Doyle Hotel was nothing short of amazing! The property is stunning, from the beautifully designed interiors to the charming bookstore and the rooftop with incredible views. John Michael was exceptional in guest services—his engaging personality and thoughtful recommendations made the experience even more memorable. Raceme was also wonderful with valet services, ensuring everything went smoothly. Both staff members were kind, professional, and extremely helpful. The only minor challenge was the limited parking in the area, but thanks to Raceme and John Michael, the valet process was as seamless as possible. Overall, an outstanding stay—I look forward to returning!

Reviewed on Aug 18, 2025

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Discover the most popular places to visit in Keswick

Keswick Vineyards and Winery

4.5/5(15 reviews)

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

Keswick Vineyards and Winery

Castle Hill Cider

5/5(1 review)

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

Small Group Thomas Jefferson’s Monticello 1-Day Tour from Washington D.C.

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

$168
per traveler
Thomas Jefferson Monticello One-Day Tour from Washington D.C.
Memorable and exciting Vineyard in Virginia

Private Wine Tours (Minimum 3 & Maximum 6 ) Pickup Maximum 30 Mi

$95
per adult
100% of travellers recommend
Private Wine Tours (Minimum 3 & Maximum 6 ) Pickup Maximum 30 Mi
See all activities in Keswick

Keswick Hotel Deals

Keswick Hall

Keswick Hall

5 out of 5
701 Club Drive, Keswick, VA
$733 nightly
The price is $838 total per night from Sep 2 to Sep 3
$838 total
Sep 2 - Sep 3
Total with taxes and 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
Wine Country! Unique 2-bedroom horse farm, close by 5 star dining, 5 wineries

Wine Country! Unique 2-bedroom horse farm, close by 5 star dining, 5 wineries

2 out of 5
Keswick
$299 nightly
The price is $342 total per night from Sep 1 to Sep 2
$342 total
Sep 1 - Sep 2
Total with taxes and fees
9.8/10 Exceptional! (8 reviews)
"It was perfect."

Reviewed on Aug 3, 2025

Wine Country! Unique 2-bedroom horse farm, close by 5 star dining, 5 wineries
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive, Charlottesville, VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $112 total per night from Sep 22 to Sep 23
$112 total
Sep 22 - Sep 23
Total with taxes and fees
9/10 Wonderful! (2,415 reviews)
Great clean hotel
"Very nice and clean hotel. Breakfast was good and plentiful."

Reviewed on Aug 21, 2025

English Inn of Charlottesville
See all 767 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.

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Frequently asked questions

How much does a Keswick vacation package cost?
You can snap up a vacation package to this destination from $441 on Expedia. However, how much your vacation to Keswick costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Keswick?
November, December and January are great times to look for cheap Keswick vacation packages. Choosing to travel in quieter months means you'll typically find lower prices on flights and hotels.
How many days is enough for Keswick?
The ideal length for your Keswick vacation depends on what you'd like to see. Generally, a few days to a week will give you enough time to go to all the top sights and explore some hidden treasures along the way.
How to find the best Keswick package deals?
Use Expedia's filter tool to find some of the best Keswick package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Keswick package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Keswick vacation as a package?
You can enjoy significant savings on your next Keswick getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Keswick?
If you're planning a spur-of-the-moment Keswick getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Keswick?

  1. Choose your dates: The things you plan to do in Keswick and your preferred season will help you decide when to get away.
  2. Set a budget: Consider costs like flights, food and transportation when working out how much to set aside for your trip to Keswick. Then, pick a hotel that fits your budget, whether that's an economical stay or a high-end getaway.
  3. Organize your Keswick getaway with Expedia's trip planning tool: Look for and book accommodations and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Keswick together.
  4. Decide how long to go for: Now that you know more about Keswick, you can work out the perfect length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Keswick vacation package that brings all your bookings together.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Keswick. Find all the incredible things to do in Keswick with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Keswick vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Keswick trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.