Round Hill Vacations from $392

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $625, price is now $392 per person
$392
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)
Great staff and a he beds were very comfortable

Reviewed on Apr 21, 2026

Hotel Rendale Washington DC

Hotel Rendale Washington DC

3 out of 5
Northwest
Save 100% on your flight
Price was $966, price is now $635 per person
$635
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8/10 Very Good! (1,481 reviews)
Comfortable room in a great location. Lobby and shared spaces were well-appointed. Patio space was lovely, but only open & available one of the three days that I was there, despite good weather. Front Desk staff wasn’t particularly helpful or friendly.

Reviewed on May 7, 2026

The Waypoint

The Waypoint

2 out of 5
West Rehoboth
Save 100% on your flight
Price was $1,327, price is now $882 per person
$882
per person
Jul 27 - Aug 3
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.6/10 Exceptional! (94 reviews)
The room was clean and check in and check out was super easy!

Reviewed on Apr 19, 2026

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Save 100% on your flight
Price was $1,064, price is now $721 per person
$721
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.4/10 Exceptional! (1,682 reviews)
We absolutely loved the Lyle Hotel. Our room was very comfortable with so many well thought out details. The interior design was unique and beautiful. We also loved the neighborhood and location. This is definitely the place to stay in DC!

Reviewed on May 10, 2026

Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Save 100% on your flight
Price was $1,698, price is now $1,152 per person
$1,152
per person
Jul 30 - Aug 2
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.2/10 Wonderful! (205 reviews)
My stay at the Rosewood Hotel was absolutely wonderful from start to finish. The level of service, attention to detail, and overall atmosphere made it a truly memorable experience. From the moment I arrived, the staff was warm, welcoming, and genuinely attentive. Check‑in was smooth and effortless, and I immediately felt like a valued guest. The room was beautifully designed—spacious, spotless, and thoughtfully arranged with luxurious touches throughout. The bed was incredibly comfortable, and the overall ambiance made it easy to relax. The hotel’s amenities were equally impressive. Whether enjoying the dining options, unwinding in the lounge areas, or simply taking in the elegant décor, everything felt refined and well-curated. Every interaction with the staff felt sincere, and the service consistently exceeded my expectations. Overall, my stay at the Rosewood was exceptional. I would highly recommend this hotel to anyone looking for comfort, luxury, and top‑tier hospitality. I’m already looking forward to returning!

Reviewed on Feb 19, 2026

Don't see what you're looking for?
See all available trips from Columbus to Round Hill
View all trips

Discover the most popular places to visit in Round Hill

Stoneleigh Golf and Country Club

Enjoy a round of golf in Round Hill at Stoneleigh Golf and Country Club. While you're in the area, find time to visit its casinos.

Stoneleigh Golf and Country Club

K & S Pewter

Enjoy a stop at K & S Pewter, an entertaining place to visit in Round Hill. While you're in the area, find time to visit its casinos.

K & S Pewter

Hill High Country Store

Enjoy a stop at Hill High Country Store, an entertaining place to visit in Round Hill. While you're in the area, find time to visit its casinos.

Hill High Country Store

What to do in Round Hill

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

3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade

$120
per adult
3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade
Exclusive Virginia Wine Country Day Trip Tour

Private Virginia Wine Country Tour

$498
per traveler
Private Virginia Wine Country Tour
See all activities in Round Hill

Round Hill Hotel Deals

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$265 nightly
The price is $302 total per night from May 25 to May 26
$302 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (1,007 reviews)
The room was clean a little dated Staff was very hospitable and prompt. Was unable to take advantage of amenities due to business

Reviewed on May 11, 2026

Lansdowne Resort and Spa
Salamander Resort And Spa

Salamander Resort And Spa

5 out of 5
500 North Pendleton Street Middleburg VA
Fully refundableReserve now, pay when you stay
$596 nightly
The price is $679 total per night from May 17 to May 18
$679 total
May 17 - May 18
Total with taxes and fees
9.2/10 Wonderful! (393 reviews)
Spa was good, restaurants are good and food too, amenities are nice, air conditioning in the room was very loud all night long, woke me up several times, staff at the pool were not properly trained, we were asked to spell tequila and Chardonnay several times.

Reviewed on Apr 25, 2026

Salamander Resort And Spa
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $84 total per night from May 31 to Jun 1
$84 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,035 reviews)
Nice staff. Nice stay

Reviewed on May 11, 2026

Spark by Hilton Winchester
See all 841 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Round Hill vacation package cost?
Offering great value package deals from $392 on Expedia, you'll be thrilled with how little a vacation 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?
November, December and January are the best times to search for cheap Round Hill vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Round Hill?
You can explore all the leading sights in Round Hill within a few days, including the must-see Round Hill Arts Center. If you're after a longer Round Hill vacation, look at what sort of day trips and activities are available nearby.
Is it worth booking a vacation package to Round Hill?
Round Hill has everything you need for a wonderful trip. Get your Round Hill vacation off to a flying start by checking out popular attractions like Round Hill Arts Center.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation 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?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Round Hill.
  2. Set a budget: Consider costs such as flights, meals and transportation when working out how much to save for your trip to Round Hill. Then, pick a property that suits your budget, whether that's an economical stay or a lavish retreat.
  3. Discover Round Hill with Expedia's trip planning tool: Gain insights into the most popular attractions and best stays for your trip to Round Hill. You can also save your favorite locations, collaborate with family and friends and organize all your plans in one place.
  4. Set the duration of your trip: Start by compiling a list of the attractions you want to get to in Round Hill. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your airfare and accommodations: After you've nailed down your travel dates and duration, book the perfect Round Hill vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's a ticket to a big attraction or a walking tour, you won't have to worry about missing out on the best Round Hill has to offer. Find all the exciting things to do in Round Hill with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Round Hill vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Round Hill vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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.