Round Hill Holidays
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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$133 per night from 8 June to 9 June
AU$133
8 June - 9 June
includes taxes & fees
9/10 Wonderful! (1,025 reviews)
"The carts were broke and such a pain with a 3 year old"
Reviewed on 1 June 2026
TRU By Hilton Winchester
118 Mercedes Court Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 30 June to 1 July
AU$158
30 June - 1 July
includes taxes & fees
9/10 Wonderful! (899 reviews)
"The room was perfect with super soft sheets, quality thick pillows and a weighted blanket gave us the best nights sleep"
Reviewed on 1 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 2 June to 3 June
AU$108
2 June - 3 June
includes taxes & fees
8.6/10 Excellent! (1,049 reviews)
"Good standard room foe the night. It was quiet after a long trip through the mts"
Reviewed on 31 May 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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
