Round Hill, VA

Travel Guide

A wooden bridge surrounded by autumn foliage.
A two-story building with black shutters, a bench, and a street corner.
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
$98 nightly
The price is $112 total per night from Nov 28 to Nov 29
$112 total
Nov 28 - Nov 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Sterling. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,006 reviews)
"We were able to check in early!!! Staff was very helpful and friendly."

Reviewed on Nov 3, 2026

Fairfield Inn & Suites by Marriott at Dulles Airport
Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
$215 nightly
The price is $245 total per night from Nov 22 to Nov 23
$245 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this golf resort in Leesburg. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Lansdowne Resort and Spa
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
$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
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,072 reviews)
"Je remarque que lorsque nous réservons avez Expedia nous avons des chambres médiocres. La salle de bain excessivement petite et très salle. Je ne retournerai plus à cet endroit et je ne réserverai plus avec Expedia"

Reviewed on Nov 3, 2026

Travelodge by Wyndham Winchester
See all 858 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.
RIVERKEEPER INN, Waterfront Property on the Potomac River

RIVERKEEPER INN, Waterfront Property on the Potomac River

Harper's Ferry WV
Stay at this cottage in Harpers Ferry. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Harpers Ferry National Historical Park and Antietam ...
9.2/10 Wonderful! (146 reviews)
"What an amazing space!! We celebrated our 9th anniversary in the region and this was the perfect peaceful place to do that. The suggestions for restaurants were extremely helpful as we modified some of our plans because of the weather. Thank you for an amazing place along the peaceful river!"

Reviewed on Oct 13, 2026

RIVERKEEPER INN, Waterfront Property on the Potomac River
Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.

Bluemont VA
Stay at this cabin in Bluemont. Enjoy laundry facilities and air conditioning. Popular attractions Cool Spring and Holy Cross Abbey are located nearby.
8/10 Very Good! (9 reviews)
"It’s at the end of a dead end road in the woods with no lights. Very hard to find after dark. I had good communication with host util it was time to get access info. Was never able to access the property. I saw this happened before. I traveled over 5 hours -fortunately VRBO made it right and refunded ..."

Reviewed on Nov 3, 2026

Your Peaceful Getaway in the Blue Ridge.
The Spy House, Historic 1880s Home, Harpers Ferry

The Spy House, Historic 1880s Home, Harpers Ferry

Harpers Ferry WV
Stay at this vacation home in Harpers Ferry. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Spy House, Historic 1880s Home, Harpers Ferry
See all 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.

Stay near popular Round Hill attractions

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.
See properties

Things to do

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

Frequently asked questions

Is Round Hill worth visiting?
Round Hill is worth visiting for its unique attractions, offering both cultural experiences and leisure. Travelers can immerse themselves in the local arts scene at the Round Hill Arts Center, or enjoy tastings and tours at Bogati Bodega & Winery.
When is the best time to visit Round Hill?
The best time to visit Round Hill is from May through September, when the climate is generally pleasant. For travelers seeking fewer crowds and potentially better value, the quieter months of November through February offer a different experience, with cooler temperatures and some snowfall possible during this period.
What is Round Hill known for?
Round Hill is known for its local institutions, including Bogati Bodega & Winery, where travelers can enjoy local wines, and the Round Hill Arts Center, offering cultural experiences. The area also features K & S Pewter, providing a glimpse into local craftsmanship.
What is a good itinerary length for Round Hill?
A good itinerary length for Round Hill is one to two days to explore highlights like Bogati Bodega & Winery, Round Hill Arts Center, and K & S Pewter. For a more relaxed trip, consider three to four days, allowing extra time to enjoy the local North American and Italian cuisine and the area's natural points of interest.
What are the top things to do in and around Round Hill?
Round Hill offers local crafts, natural beauty, and unique places to explore:


How do I plan a trip to Round Hill?
To plan your trip to Round Hill, search for places to stay on Expedia. Book flights and rental cars in advance, especially during busy travel periods. Explore attractions like Bogati Bodega & Winery, Round Hill Arts Center, and K & S Pewter. When planning outdoor activities, always have indoor alternatives ready for weather flexibility.
Can I book a refundable hotel in Round Hill?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Round Hill by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Round Hill with Expedia?
Expedia makes it easier to plan your Round Hill trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Round Hill?
The best choice depends on your travel style. Hotels in Round Hill can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Round Hill trip on Expedia?
Once you've booked your Round Hill trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Round Hill trip?
Expedia offers customer support before, during, and after your Round Hill trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Round Hill?
If it's your first trip to Round Hill, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Round Hill hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Round Hill hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Round Hill

A river with a bridge, surrounded by dense greenery and a town with buildings and a church.

Harpers Ferry

A sunrise over a mountainous landscape with layers of clouds.

Middleburg

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Upperville

A river valley with dense foliage, a prominent rock formation, and a clear blue sky.

Purcellville

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