Round Hill Holidays from AU$2,222
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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.
The Latest Round Hill Holiday Deals
Price found within the past 48 hours. Click for updated prices.
ROOST Baltimore
Port Covington
AU$2,501
per person
21 Oct - 27 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
9.6/10 Exceptional! (552 reviews)
Great staff! Super nice and welcoming! Beautiful rooms and lobby. Quick stay so did not utilize amenities in our time. Great location!
Reviewed on 30 Aug 2026
Live! Casino & Hotel Maryland
Arundel Mills
AU$2,237
per person
21 Oct - 27 Oct
found 1 day ago
Return flight included
Melbourne (MEL) to Baltimore (BWI)
9/10 Wonderful! (1,035 reviews)
Hotel is beautiful, many nice restaurants. Lots of table games, slots are very tight. Parking is plentiful and shopping you can walk to. A really nice place for a short vacation.
Reviewed on 2 Sept 2026
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
Lansdowne Resort and Spa
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
AU$386
21 Sept - 22 Sept
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Very clean property. Nice rooms, but the beds were pretty firm, seemed like the pillow top had bed squished over time, likely needs to be replaced. We asked for extra padding for the bed and were thankfully able to get some which helped. The pools are nice but close early. The ping pong table and ..."
Reviewed on 31 Aug 2026
Salamander Resort And Spa
500 North Pendleton Street Middleburg VA
AU$1,175
14 Sept - 15 Sept
includes taxes & fees
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
AU$122
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Affordable, convenient,"
Reviewed on 2 Sept 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.
Stay near popular Round Hill attractions
Stoneleigh Golf and Country Club
Nestled against the Blue Ridge Mountains, this 18-hole course features historic stone walls and a manor house. Members enjoy uncrowded fairways with strategic elevation changes and scenic natural features.
Williams Gap Vineyard
Savour award-winning wines amidst the Blue Ridge Mountains at this 200-acre estate vineyard. Relax on the outdoor terrace with a flight of estate-grown varietals while drinking in panoramic mountain views.
Bogati Bodega & Winery
Experience the bold flavours of Argentina in Virginia's wine country at Bogati Bodega & Winery. Savour handcrafted wines on their Buenos Aires-inspired terrace while overlooking the serene pond.
Round Hill Town Park
Round Hill Town Park is just one of the places to see in Round Hill, so why not enjoy the other things to explore during your travels? Take in the art scene while you're in the area.
B-Chord Brewery
This former farm brewery at the Blue Ridge Mountain foothills combined craft beer with live music performances. Visitors enjoyed outdoor spaces while sampling local brews and listening to bands on the full-size stage.
Round Hill Arts Center
This vibrant community arts centre offers classes in oil painting, pottery and more in a welcoming atmosphere. Explore your creativity through hands-on workshops led by local artists in their fully equipped studios.
Hill High Country Store
This marketplace celebrates Virginia's harvest with fresh local produce and legendary homemade pies. Browse artisanal crafts and organic goods while savouring the rustic charm of Loudoun County's agricultural heritage.
Franklin Park
This 203-acre regional park offers rolling hills, trails, and Blue Ridge Mountain views for outdoor enthusiasts. Enjoy catch-and-release fishing or attend a performance at the on-site arts centre after a peaceful hike.
What to do in Round Hill
Loudoun County 3-Winery Tour from DC Metro or Leesburg
AU$167
per adult
Frequently asked questions
How much does a Round Hill holiday package cost?
Offering great value package deals from AU$2,222 on Expedia, you'll be thrilled with how little a holiday to Round Hill costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Round Hill?
Plan your getaway for the off-peak season and you're likely to score cheap Round Hill holiday packages. Remember that school holiday periods and major local events can impact prices, so do your research before booking.
How many days is enough for Round Hill?
With a well-organised itinerary, you can easily visit the most popular Round Hill attractions in a few days. But if you'd like to discover hidden spots or go on day trips, consider booking your Round Hill holiday for longer.
Is it worth booking a holiday package to Round Hill?
It's no wonder a Round Hill holiday is on the to-do list of many travellers. Top attractions like Round Hill Arts Centre are just the start of things to see and do here.
How to find the best Round Hill package deals?
Start your search for a Round Hill package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Round Hill package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Round Hill getaway off to a flying start.
Is it cheaper to book a Round Hill holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Round Hill holiday by choosing your preferred type of stay, airline and car class.
When to book a holiday package to Round Hill?
If you're planning a spontaneous Round Hill trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Round Hill?
- Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Round Hill.
- Budget wisely: On top of the cost of your accommodation, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Round Hill.
- Decide how long to go away for: Now that you're up to speed on Round Hill, you can work out the right length of your holiday. Pull together a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your accommodation and airfare: Once you've nailed down your dates and duration, book the right Round Hill holiday package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
