Round Hill Vacation Packages

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Your Round Hill Vacation

Our Round Hill vacation packages give you the power to customize your own adventure. Tailor your getaway to your interests and style and make every moment count in this wonderful city. Fill up your itinerary with visits to Bluemont Vineyard, Doukenie Winery and Twin Oaks Tavern Winery, some of the top attractions you simply have to see during a trip to Round Hill. Don't put off your visit to this city any longer. Your perfect Round Hill vacation is just a few clicks away with Expedia.

Top Round Hill Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Downtown Washington D.C.
per person
Jan. 3 - Jan. 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
9.2/10 Wonderful! (896 reviews)
We just wrapped up a four night stay at Viceroy in DC. Nothing but good things to say about this hotel - excellent, walkable location tucked on a quiet leafy side street with easy access to everything; amazing service from the staff and restaurant/cafe; hip vibes while not feeling pretentious; delicious in room espresso and tea; well equipped fitness room; modern, chic design and amenities. Would definitely come back and will consider the Viceroy brand in other cities in the future, for sure.

Reviewed on Nov. 22, 2024

Ocean Glass Inn

Ocean Glass Inn

3.5 out of 5
West Rehoboth
Save 100% on your flight
per person
Jan. 1 - Jan. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (971 reviews)
The Staff was great and the property was very clean! Diffinetly a dimmond in the rough!

Reviewed on Nov. 3, 2024

The Bellmoor Inn & Spa

The Bellmoor Inn & Spa

4 out of 5
South Rehoboth
per person
Jan. 1 - Jan. 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (983 reviews)
You can walk anywhere in downtown Rehoboth. It wouldn’t be necessary to move your car unless you wanted to.

Reviewed on Nov. 19, 2024

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

3.5 out of 5
Northwest
per person
Dec. 27 - Jan. 2
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Washington (DCA)
8.8/10 Excellent! (1,573 reviews)
Lovely accommodations. Staff friendly, professional. Rooms clean & welcoming. Absolutely no complaints. We will be back!!

Reviewed on Nov. 19, 2024

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Save 100% on your flight
per person
Jan. 23 - Jan. 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
9.2/10 Wonderful! (1,004 reviews)
Beautiful property, very close to Wharf dining options.

Reviewed on Nov. 13, 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

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Round Hill Hotel Deals

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Dec. 22 to Dec. 23
CA $133
CA $145 total
includes taxes & fees
Dec 22 - Dec 23
9/10 Wonderful! (1,713 reviews)
"Clean, good staff, close to everything"

Reviewed on Nov. 19, 2024

La Quinta Inn & Suites by Wyndham Winchester
Lansdowne Resort and Spa
Lansdowne Resort and Spa
4 out of 5
44050 Woodridge Pkwy, Leesburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Nov. 26 to Nov. 27
CA $227
CA $311 total
includes taxes & fees
Nov 26 - Nov 27
8.4/10 Very Good! (963 reviews)
"Everything was excellent from start to finish. The staff was very friendly as always and our rooms were clean and spacious. We will come back again next year."

Reviewed on Nov. 20, 2024

Lansdowne Resort and Spa
Salamander Resort And Spa
Salamander Resort And Spa
5 out of 5
500 North Pendleton Street, Middleburg, VA
The price is CA $769 per night from Nov. 26 to Nov. 27
CA $769
CA $949 total
includes taxes & fees
Nov 26 - Nov 27
9/10 Wonderful! (316 reviews)
"Lovely, pretty and toney hotel with a spacious comfortable room. Service is friendly and very efficient. Nice expansive grounds. But dining options in this large hotel are limited and there is that annoying resort fee tacked on the daily bill. Dining options in town are also not very expansive."

Reviewed on Nov. 10, 2024

Salamander Resort And Spa
See all 775 properties in Round Hill
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

Frequently asked questions

How much does a Round Hill vacation package cost?
Our Round Hill vacation packages, which start at just CA $594, are the best way to save loads of cash. Select your preferred hotels, flights and more to create your dream escape.
How do I get a cheap travel package to Round Hill?
You’ll save a ton of money if you bundle your flights, hotels and car rentals into a Round Hill vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties across the globe, so you’ll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal and unlock even more bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Round Hill?
Stay where the action happens. Many travelers favor hotels in the vicinity of top attractions, such as Stoneleigh Golf and Country Club, Round Hill Arts Center and Firemans Field.
What are the top hotels in Round Hill?
Rural Home is one of Round Hill’s best properties. Book a room here and you’ll snooze soundly knowing you’re in excellent hands.
How far in advance should I book my Round Hill vacation?
Travelers can normally look up international flights on Expedia within 12 months of the departure date. Booking late? With a stroke of luck, it’s still possible to purchase a cheaper ticket just weeks before your journey.
What does an Expedia Round Hill travel package include?
Rental cars, flights and hotels, or any combination of them — it’s your choice. Whether you’re headed to Round Hill with the whole family or traveling with your friends, there’s a bundle to suit your budget and style. Once you’ve made your booking, why not add on some activities?
What should I know before booking a Round Hill travel package?
Our prices are always low. However, you’ll pick up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and loads of choice.
Can I choose my airline with a Round Hill Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 airlines worldwide, so you can customize your Round Hill vacation according to your travel preferences.
If I'm not able to travel, can I cancel my Round Hill vacation package?
Your situation can change without warning, so yes. You may be able to cancel or alter your Round Hill vacation package for free if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your car rental company, hotel or airline may charge a fee. Looking for more information? Look up our Customer Service Portal. We’ll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.