Round Hill Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Round Hill Holiday
Cuisine, art, entertainment and more … There's a whole lot to discover with a Round Hill holiday package. And with the ability to easily customise your city break, you know it'll be one that's difficult to forget. Love to explore? Bluemont Vineyard, Twin Oaks Tavern Winery and Doukenie Winery are just three of the top places to visit during your trip to Round Hill. A few clicks is all it takes to put together a customised Round Hill holiday on Expedia.
Round Hill Holiday
Round Hill Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Washington Dulles Intl. Airport (IAD) |
Population | 640 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Bluemont Vineyard, Breaux Vineyards and Greenhill Winery & Vineyards |
Our pick of the best Round Hill Hotel Deals
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 14 June to 15 June
AU$147
14 June - 15 June
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Staff was very nice"
Reviewed on 2 June 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$173 per night from 14 June to 15 June
AU$173
14 June - 15 June
includes taxes & fees
9/10 Wonderful! (901 reviews)
"Room smelled like smoke. Good for run through the town overnight stay"
Reviewed on 2 June 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$108 per night from 4 June to 5 June
AU$108
4 June - 5 June
includes taxes & fees
8.6/10 Excellent! (1,051 reviews)
"The room was very clean and the staff was friendly."
Reviewed on 2 June 2026
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.
What to do in Round Hill
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
AU$166
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
