Deals on vacations and trips to Keswick

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Keswick flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Round Hill Inn

Round Hill Inn

2.5 out of 5
Price was $653, price is now $570 per person
$570
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $1,376, price is now $1,136 per person
$1,136
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. A coffee shop, a terrace, and a picnic area are also on offer.
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,665, price is now $1,376 per person
$1,376
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Self parking, a coffee shop, and a terrace are also offered.
Inn and Tavern at Meander

Inn and Tavern at Meander

4 out of 5
Price was $840, price is now $711 per person
$711
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
A restaurant, free self parking, and a terrace are among this bed & breakfast's amenities. WiFi in public areas is free. A garden, a snack bar/deli, and a lobby fireplace are also on offer.
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
Venable
Price was $1,121, price is now $951 per person
$951
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Charlottesville (CHO)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.

Top Keswick hotels deals

Keswick Hall

Keswick Hall

5 out of 5
701 Club Drive Keswick VA
$618 nightly
The price is $706 total per night
$706 total
Jan 18 - Jan 19
Total with taxes and fees
A golf course, a full-service spa, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the laundry service and free internet in public areas. Enjoy the 7 outdoor tennis courts and for drinks and a bite to eat, there's a restaurant and bar/lounge.
Pool
Hot Tub
Stonemont Farm Cabin - in Keswick by VIneyards!

Stonemont Farm Cabin - in Keswick by VIneyards!

Keswick VA
Get rates
A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.
Pool
Hot Tub
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 VA
$302 nightly
The price is $345 total per night
$345 total
Jan 14 - Jan 15
Total with taxes and fees
Enjoy free WiFi, a garden, and patios. Popular attractions Keswick Vineyards and Winery and Castle Hill Cider are located nearby.
Pet friendly
Free WiFi
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $103 total per night
$103 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $164 total per night
$164 total
Jan 18 - Jan 19
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and valet parking. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2 out of 5
2010 Madison Rd Stanardsville VA
$139 nightly
The price is $157 total per night
$157 total
Jan 13 - Jan 14
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Kitchen
Pet friendly
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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.

Popular places to visit

Keswick Vineyards and Winery

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

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

Frequently asked questions

How much are vacation packages to Keswick?
With a Travelocity vacation package, you could be living it up in Keswick for as little as $570. Flights, hotels and experiences — we're a one-stop shop for all of them. You're bound to save loads just for combining your bookings. With all of that taken care of before you set off, you don't have to worry about a thing.
How long should my Keswick vacation be?
Around 2 nights is what most travelers book for their Keswick trip. That's a handy guide, but there's loads more to explore if you allow yourself a little more time.
Where can I get the best vacation package deals for Keswick?
For the best package deal to Keswick, book with Travelocity. Select from 400 air carriers and 1,000,000 properties across the globe to create your dream adventure — it couldn't be simpler.
Why should I book my Keswick vacation package with Travelocity?
Travel should be about making fantastic new memories and forgetting all your worries — which is why we provide you with a team of customer service experts available round-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our broad range of vacation destinations. So what are you waiting for? There's no time like the present to lock in that vacation you've always dreamed of.
Can I save on my Keswick car rental if I book it with a hotel or flight?
Combining your flight, car and hotel into a Keswick vacation package is a great way to score the best deal. Plus, having your own set of wheels gives you the freedom to make your way to all the landmarks you're eager to check out. Sitting 95 mi away from Keswick, White House is one attraction that should be on your itinerary. Put together a driving playlist and make a day trip of it.
Which airport is best for Keswick?
One option is Charlottesville-Albemarle Airport (CHO). From here, you'll need to head southeast for 9 mi to reach the heart of Keswick. Another convenient choice is Shenandoah Valley Regional Airport (SHD), 35 mi away from central Keswick.
What is there to do in Keswick?
Castle Hill Cider is just one of the awesome sights that make Keswick such a tourist hot spot. But allow some extra time to explore its lesser-known attractions too. This is often where the best vacation memories are created.
Where should I stay when visiting Keswick?
Many people choose to spend their nights at the Stonemont Farm Retreat | Cottage and Cabin on Keswick Farm | Sleeps 12. It's sure to be a great base for your Keswick getaway.

Photos of local treasures

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Photo by Cátia Dombaxi
Photo by Cátia Dombaxi