Round Hill Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Top hotels in Round Hill

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 S$139 per night from 22 Dec to 23 Dec
S$139
includes taxes & fees
22 Dec - 23 Dec
9/10 Wonderful! (1,720 reviews)
"Clean and safe feeling. Excellence workers, prompt, courteous and knowledgeable."

Reviewed on 21 Nov,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 S$311 per night from 24 Nov to 25 Nov
S$311
includes taxes & fees
24 Nov - 25 Nov
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 20 Nov,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 S$914 per night from 24 Nov to 25 Nov
S$914
includes taxes & fees
24 Nov - 25 Nov
9/10 Wonderful! (321 reviews)
Beauty and Elegance in Horse Country
"Fantastic property and top tier customer service. Everything was 5 star from the accommodations to the exquisite cuisine and wine"

Reviewed on 16 Nov,2024

Salamander Resort And Spa
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.

Frequently asked questions

How much does a Round Hill holiday package cost?
Our Round Hill holiday packages, which start at just , 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 holiday 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 travellers favor hotels in the vicinity of top attractions, such as Stoneleigh Golf and Country Club, Round Hill Arts Centre 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 holiday?
Travellers 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 travelling 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 holiday package?
Yes, the choice is all yours. We have access to over 550 airlines worldwide, so you can customize your Round Hill holiday according to your travel preferences.
If I'm not able to travel, can I cancel my Round Hill holiday package?
Your situation can change without warning, so yes. You may be able to cancel or alter your Round Hill holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.