Round Hill Vacations from $279

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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.

The Latest Round Hill vacation packages

Price found within the past 48 hours. Click for updated prices.
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Downtown Baltimore
Price was $452, price is now $279 per person
$279
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was $864, price is now $457 per person
$457
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)
The Sofitel DC is way past its prime. It used to be a beautiful hotel while today it doesn’t feel clean, staff is extremely unhelpful, and pipes make terrible noises when trying to use hot water. I asked for towels and a load of 10-12 unfolded towels were left in my room. It’s as if there is no longer any pride in this once lovely property. Ground floor is littered with leaves, side entrance closed even though this is where every Lyft and Uber stops, room service hours don’t match what they share with guests via QR codes, my breakfast order of oatmeal ended up having about a cup more water than necessary and food was lukewarm.

Reviewed on Nov 8, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was $686, price is now $372 per person
$372
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Downtown Baltimore
Price was $566, price is now $347 per person
$347
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
No reviews

citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
Northeast
Price was $484, price is now $310 per person
$310
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (2,989 reviews)
The experience was lovely

Reviewed on Nov 9, 2026

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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.
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What to do in Round Hill

Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade

Loudoun County 3-Winery Tour from DC Metro or Leesburg

$120
per adult
Loudoun County 3-Winery Tour from DC Metro or Leesburg
See all activities in Round Hill

Round Hill Hotel Deals

Fairfield Inn & Suites by Marriott at Dulles Airport

Fairfield Inn & Suites by Marriott at Dulles Airport

3 out of 5
23000 Indian Creek Dr Sterling VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $122 total per night from Nov 20 to Nov 21
$122 total
Nov 20 - Nov 21
Total with taxes and fees
Fairfield Inn & Suites by Marriott at Dulles Airport
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $77 total per night from Dec 1 to Dec 2
$77 total
Dec 1 - Dec 2
Total with taxes and fees
Travelodge 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
$225 nightly
The price is $257 total per night from Nov 22 to Nov 23
$257 total
Nov 22 - Nov 23
Total with taxes and fees
Lansdowne Resort and Spa
See all 842 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.

Find the Best Round Hill Vacation Packages

Round Hill Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Washington Dulles Intl. Airport (IAD)
Population
640
Top Sights
Greenhill Winery & Vineyards, Cana Vineyards and Winery and Bogati Bodega & Winery

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Frequently asked questions

What's included in a Round Hill vacation package?
A Round Hill vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many hotels in Round Hill offer amenities like free breakfast, and some properties provide airport shuttle service to nearby airports such as Washington, DC (DCA-Ronald Reagan Washington National) or Washington Dulles International Airport (IAD).

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Round Hill vacation package?
When you bundle, you can save up to 30%*. To save money on a Round Hill package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What are the top things to do in Round Hill?
Round Hill is an outdoor and nature destination, making it ideal for a scenic Round Hill vacation.

Browse and book things to do in Round Hill on Expedia.
Do you need to rent a car in Round Hill, or is public transport enough?
Round Hill is an outdoor and nature destination with attractions spread across the area, so a rental car is highly recommended for Round Hill vacation packages with flights. While Round Hill Town Park is within a 5-minute walk of the center, many other popular sights like Bluemont Vineyard (about 8 miles away) and Harpers Ferry National Historical Park (about 6 miles away) are best reached by car. Virginia State Route 7 provides access to nearby towns and attractions, extending eastward towards Alexandria and westward to Winchester. Having a car offers the flexibility to explore the scenic countryside and various outdoor activities at your own pace.
Can I change or cancel my Round Hill vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Round Hill vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Round Hill vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Round Hill vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Round Hill?
To find last-minute vacation packages to Round Hill, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Round Hill vacation packages?
Free cancellation on a Round Hill vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Round Hill vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Round Hill getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Round Hill vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.