Hillsboro, VA

Travel Guide

A stone building with a green roof and a covered patio area with outdoor seating.
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
Salamander Middleburg

Salamander Middleburg

5 out of 5
500 North Pendleton Street Middleburg VA
$685 nightly
The price is $781 total per night from Nov 8 to Nov 9
$781 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this luxury resort in Middleburg. Enjoy free WiFi, an outdoor pool, and a full-service spa. Popular attractions Middleburg Community Center and ...
Salamander Middleburg
Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town

2.5 out of 5
4328 William L Wilson Fwy Harpers Ferry WV
$95 nightly
The price is $106 total per night from Nov 30 to Dec 1
$106 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Harpers Ferry. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
7.8/10 Good! (1,003 reviews)
"Indoor pool was nice. Restaurant attached was great. Free breakfast was good. Location was quiet and near Harper's Ferry."

Reviewed on Nov 3, 2026

Clarion Inn Harpers Ferry - Charles Town
See all 687 properties in Hillsboro
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.
Beautiful, Secluded & Private on 50-acre Estate

Beautiful, Secluded & Private on 50-acre Estate

Barnesville MD
Book a stay at this golf apartment in Dickerson. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Sugarloaf Mountain Vineyard ...
9.8/10 Exceptional! (35 reviews)
"Juanita was welcoming. Bed was comfy. Zeus and Baxter were adorable. Overall great stay!"

Reviewed on Oct 30, 2026

Beautiful, Secluded & Private on 50-acre Estate
See all properties in Hillsboro
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 Hillsboro attractions

Doukenie Winery

You can enjoy a tasting or tour at Doukenie Winery during your travels to Hillsboro. 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
Guided Thrift Store Walking Tour in Historic Leesburg

Guided Thrift Store Walking Tour in Historic Leesburg

$50
per adult
Guided Thrift Store Walking Tour in Historic Leesburg
South Mountain Private Battlefield Tour

South Mountain Private Battlefield Tour

$120
per traveler
South Mountain Private Battlefield Tour
See all activities in Hillsboro

Frequently asked questions

Is Hillsboro worth visiting?
Hillsboro is worth visiting for its diverse dining scene, offering Asian and Latin American cuisines with options like sushi and tacos. Travelers can also enjoy exploring local attractions such as Doukenie Winery and the Hillsboro Community Center, providing a taste of the area's culture and leisure.
When is the best time to visit Hillsboro?
The best time to visit Hillsboro is from July through September, when the weather is typically warm and pleasant. For fewer crowds and better value, the quieter months of November through January are a good option, offering cooler temperatures and a more relaxed atmosphere for travelers.
What is Hillsboro known for?
Hillsboro is known for its Doukenie Winery and the Hillsboro Community Center, which serve as key local attractions. Travelers can also find a range of Asian food options, adding to the culinary appeal of this city and offering diverse dining experiences.
What is a good itinerary length for Hillsboro?
A good itinerary length for Hillsboro is one to two days to visit Doukenie Winery and enjoy a Private Virginia Wine Country Tour. An extended stay of three to four days allows more time to explore the Hillsboro Community Center and try the diverse Asian, Latin American, or Italian cuisines available. See Hillsboro Activities.
What are the top things to do in and around Hillsboro?
Hillsboro offers a taste of local wine and natural beauty for travelers to enjoy:

  • Visit Doukenie Winery for a taste of local wines
  • Explore the natural surroundings at Hillsboro Community Center
  • Embark on a Private Virginia Wine Country Tour.

What cuisines can you find in Hillsboro?
In Hillsboro you can find Vietnamese cuisine, with dishes like pho, banh mi, and spring rolls. Travelers can also enjoy other Asian options such as Japanese and Chinese, along with Latin American choices like Mexican tacos, and Italian dishes.
Can I book a refundable hotel in Hillsboro?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Hillsboro 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 Hillsboro with Expedia?
Expedia makes it easier to plan your Hillsboro 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 Hillsboro?
The best choice depends on your travel style. Hotels in Hillsboro 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 Hillsboro trip on Expedia?
Once you've booked your Hillsboro 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 Hillsboro trip?
Expedia offers customer support before, during, and after your Hillsboro 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 Hillsboro?
If it's your first trip to Hillsboro, 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 Hillsboro 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 Hillsboro hotel.

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

Cities near Hillsboro

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

Purcellville

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