Title: Hillsboro Vacation Packages 2026 | Expedia.com [Hillsboro Travel Guide](https://expedia.com/Hillsboro.dx3000460046)[Hotels in Hillsboro](https://expedia.com/Hillsboro-Hotels.d3000460046.Travel-Guide-Hotels)[Vacation Rentals in Hillsboro](https://expedia.com/Hillsboro-Vacation-Rentals.d3000460046.Travel-Guide-VacationRentals)[Flights to Hillsboro](https://expedia.com/Cheap-Flights-To-Hillsboro.d3000460046.Travel-Guide-Flights)[Things to do in Hillsboro](https://expedia.com/Things-To-Do-In-Hillsboro.d3000460046.Travel-Guide-Activities)[Car Rentals in Hillsboro](https://expedia.com/Car-Rentals-In-Hillsboro.d3000460046.Car-Rental-Guide) ![](https://images.trvl-media.com/place/3000460046/8e202e22-4d47-4722-af37-6a6c9f9210ab.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Hillsboro Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Michael Kercsmar - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 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 Hillsboro Vacation Skip the stress of organizing your next big adventure with a Hillsboro vacation package. Whether you're in town for its food, history, art or other highlights, there's a never-ending supply of new experiences to be had. Want to venture out and explore? [Breaux Vineyards](https://www.expedia.com/Breaux-Vineyards-Purcellville.d553248621587519005.Vacation-Attraction), [868 Estate Vineyards](https://www.expedia.com/868-Estate-Vineyards-Purcellville.d553248635975177968.Vacation-Attraction) and [Doukenie Winery](https://www.expedia.com/Doukenie-Winery-Purcellville.d553248621532661955.Vacation-Attraction) are among the top places to visit during your trip to Hillsboro. Don't put off your visit to this destination any longer. The perfect Hillsboro vacation is just a few clicks away with Expedia. ### Discover the most popular places to visit in Hillsboro #### Breaux Vineyards You can enjoy a tasting or tour at Breaux Vineyards during your travels to Purcellville. While you're in the area, find time to visit its casinos. [](https://expedia.com/Breaux-Vineyards-Purcellville.d553248621587519005.Vacation-Attraction) #### 868 Estate Vineyards You can enjoy a tasting or tour at 868 Estate Vineyards during your travels to Purcellville. Discover the countryside while you're in the area. [](https://expedia.com/868-Estate-Vineyards-Purcellville.d553248635975177968.Vacation-Attraction) #### Blue Ridge Center for Environmental Stewardship Explore the great outdoors at Blue Ridge Center for Environmental Stewardship, a lovely green space in Purcellville. While you're in the area, find time to visit its casinos. [](https://expedia.com/Blue-Ridge-Center-For-Environmental-Stewardship-Purcellville.d553248621532661968.Vacation-Attraction) ### What to do in Hillsboro ![Leesburg Premium Outlets Shopping Tour](https://mediaim.expedia.com/localexpert/44924891/52528d35-5632-4578-9fc5-a05d210259cc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Leesburg Premium Outlets Shopping Tour $90 per adult [](https://expedia.com/things-to-do/leesburg-premium-outlets-shopping-tour.a44924891.activity-details) ![Luxe Day Trip: 3 VA Wineries & Optional Tasting-Inclusive Upgrade](https://mediaim.expedia.com/localexpert/48504181/69df4c35-30fd-401e-bc9c-3fcb4493b2da.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 3 VA Wineries Day Trip with Optional Tasting-Inclusive Upgrade $110 per adult [](https://expedia.com/things-to-do/3-va-wineries-day-trip-with-optional-tasting-inclusive-upgrade.a48504181.activity-details) ![Virginia Wineries Tour](https://mediaim.expedia.com/localexpert/50800998/5260bc5d-0d11-4e48-8790-178ba23a402c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Virginia Wineries Tour $250 per traveler [](https://expedia.com/things-to-do/virginia-wineries-tour.a50800998.activity-details) [See all activities in Hillsboro](https://expedia.com/things-to-do/search?rid=3000460046) ## Hillsboro Hotel Deals ![Salamander Resort And Spa](https://images.trvl-media.com/lodging/7000000/6030000/6022300/6022232/21ca3455_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Salamander Resort And Spa 500 North Pendleton Street Middleburg VA $641 nightly $730 total Mar 1 - Mar 2 Total with taxes and fees 9/10 Wonderful! (378 reviews) Room was awesome, amazing experiences at the resort and really great customer service Reviewed on Jan 18, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=6022232&PinnedHotelID=6022232&HadPinnedHotel=true®ionId=3000460046) ![Hilton Garden Inn Dulles North](https://images.trvl-media.com/lodging/3000000/2340000/2335200/2335184/b8108f6b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Dulles North 22400 Flagstaff Plaza Ashburn VA Fully refundableReserve now, pay when you stay $95 nightly $109 total Mar 1 - Mar 2 Total with taxes and fees 8.4/10 Very Good! (1,001 reviews) Clean room,.nice staff, large walk-in shower, coffee maker and mini fridge! Great price, saved 20 bucks online with Expedia app! I will definitely come back for another "staycation" Reviewed on Feb 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=2335184&PinnedHotelID=2335184&HadPinnedHotel=true®ionId=3000460046) ![Home2 Suites By Hilton Ashburn, Va](https://images.trvl-media.com/lodging/117000000/116550000/116545300/116545284/7367bf50_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Home2 Suites By Hilton Ashburn, Va 44870 Lakeview Overlook Plaza Ashburn VA Fully refundableReserve now, pay when you stay $106 nightly $121 total Feb 22 - Feb 23 Total with taxes and fees 9.2/10 Wonderful! (54 reviews) Clean and comfy room Reviewed on Feb 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=116545284&PinnedHotelID=116545284&HadPinnedHotel=true®ionId=3000460046) [See all 666 properties in Hillsboro](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F12%2F2026&endDate=2%2F13%2F2026®ionId=3000460046) 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 Hillsboro Vacation Packages ### Things to do near Hillsboro Hillsboro, Virginia, is perfect for outdoor and romantic getaways, offering a mix of entertainment and relaxation. Visitors can explore recreational areas, enjoy shopping at local centers, and embark on exciting day trips. Scenic drives and wine tours showcase the area's natural beauty and rich heritage, while hot springs provide a rejuvenating escape. Whether you're looking for adventure or leisure, Hillsboro has something for everyone. **Shopping** For a delightful shopping experience in Hillsboro, visit [K & S Pewter](https://www.expedia.com/K-S-Pewter-Round-Hill.d553248621532661946.Vacation-Attraction), just 4 miles away, offering unique gifts. If you're up for a drive, check out [Leesburg Corner Premium Outlets](https://www.expedia.com/Leesburg-Corner-Premium-Outlets-Leesburg.d6211711.Vacation-Attraction), 12 miles away, or head to [One Loudoun](https://www.expedia.com/One-Loudoun-Ashburn.d553248633992325122.Vacation-Attraction), 18 miles away, both featuring a variety of shops and entertainment. **Recreation** At [Tally Ho Theatre](https://www.expedia.com/Tally-Ho-Theatre-Leesburgs-Old-and-Historic-District.d553248621532661991.Vacation-Attraction), enjoy live music concerts that create an entertaining atmosphere just 10 miles from Hillsboro. The [Stoneleigh Golf and Country Club](https://www.expedia.com/Stoneleigh-Golf-And-Country-Club-Round-Hill.d553248621532661942.Vacation-Attraction) offers a relaxing golf experience 6 miles away, while [Sleepy Hollow Country Club](https://www.expedia.com/Sleepy-Hollow-Country-Club-Charles-Town.d553248621532661961.Vacation-Attraction) provides a luxurious retreat 9 miles from town. **Adventure** Experience the thrill of high-speed racing at [Summit Point Motorsports Park](https://www.expedia.com/Summit-Point-Motorsports-Park-Summit-Point.d6164103.Vacation-Attraction), located 14 miles from Hillsboro. Enjoy family-friendly adventures at [Watermelon Park Campground](https://www.expedia.com/Watermelon-Park-Campground-Berryville.d553248621532661928.Vacation-Attraction), perfect for outdoor activities. Explore the scenic [Evergreen Mills Equestrian and Hiking Trail](https://www.expedia.com/Evergreen-Mills-Equestrian-And-Hiking-Trail-Leesburg.d553248621532661973.Vacation-Attraction), where you can hike through gorgeous landscapes just 14 miles away. **Nightlife** Hillsboro offers a charming nightlife experience. Enjoy a cozy evening at the historic Hillsboro Old Stone School, where local events and live music create a welcoming atmosphere. For a more relaxed vibe, visit the nearby wineries for tastings and outdoor gatherings under the stars. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Hillsboro Hillsboro, Virginia, is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. With attractions like urban parks, historic sites, and nature reserves, visitors can enjoy family-friendly activities and cultural experiences. Explore downtown Hillsboro for hidden gems, relax at nearby beaches, and embark on memorable trips to discover the charm of this quaint town and its scenic surroundings. - **[Harpers Ferry National Historical Park: ](https://www.expedia.com/Harpers-Ferry-National-Historical-Park-Harpers-Ferry.d6093879.Vacation-Attraction)** Explore the rich history and stunning landscapes of this historic site, located 9 miles from Hillsboro. Experience the convergence of the Potomac and Shenandoah Rivers and learn about the town's role in the Civil War, with engaging exhibits and scenic hiking trails. - **[Shenandoah Lake Beach: ](https://www.expedia.com/Shenandoah-Lake-Beach-Harpers-Ferry.d553248635983987872.Vacation-Attraction)** Enjoy a relaxing day at this beautiful beach, situated 5 miles from Hillsboro. With its sandy shores and tranquil waters, it's perfect for swimming, sunbathing, or picnicking with family and friends. - **[Morven Park: ](https://www.expedia.com/Morven-Park-Leesburg.d6221509.Vacation-Attraction)** Discover the elegance of this historic house, located 9 miles from Hillsboro. Stroll through beautifully landscaped gardens and explore the museum, showcasing the heritage and culture of the area. ### Best time to go to Hillsboro The best time to visit Hillsboro can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Hillsboro falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Hillsboro falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 32.4°F (0.2°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 35.6°F (2.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 43.2°F (6.2°C) | Light Rain | Mostly Sunny | Average | Average | | April | 53.8°F (12.1°C) | Light Rain | Mostly Sunny | Moderately High | Average | | May | 63.3°F (17.4°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | June | 71.8°F (22.1°C) | Light Rain | Mostly Sunny | Average | Slightly High | | July | 77.0°F (25.0°C) | Light Rain | Mostly Sunny | Average | Average | | August | 74.8°F (23.8°C) | Light Rain | Mostly Sunny | Moderately High | Average | | September | 68.2°F (20.1°C) | Light Rain | Mostly Sunny | Average | Average | | October | 56.8°F (13.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 44.8°F (7.1°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | December | 37.6°F (3.1°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | ### Tips to save on your trip to Hillsboro - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Hillsboro. - Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Hillsboro. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Hillsboro Essential Information | Language | English | | --------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | Washington Dulles Intl. Airport (IAD) | | Population | 80 | | Top Sights | [Breaux Vineyards](https://www.expedia.com/Breaux-Vineyards-Purcellville.d553248621587519005.Vacation-Attraction), [868 Estate Vineyards](https://www.expedia.com/868-Estate-Vineyards-Purcellville.d553248635975177968.Vacation-Attraction) and [Doukenie Winery](https://www.expedia.com/Doukenie-Winery-Purcellville.d553248621532661955.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Hillsboro vacation package cost? ### What are the cheapest months to go to Hillsboro? ### How many days is enough for Hillsboro? ### How to find the best Hillsboro package deals? ### Is it cheaper to book a Hillsboro vacation as a package? ### When to book a vacation package to Hillsboro? ### How to plan a trip to Hillsboro? > 1. Choose when to travel: Check your diary and get your bags packed. Your preferred time of year and the activities available will also help you decide when to visit Hillsboro. > 2. Budget wisely: As well as the cost of your accommodations, you should consider other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Hillsboro. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) to explore Hillsboro: Research every part of your trip to Hillsboro with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings. > 4. Work out your trip length: Think about how long you'd like to spend discovering Hillsboro. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace. > 5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Hillsboro vacation package. > 6. Book any activities or day trips: Here's the fun part — organizing everything you want to see and do. Check out some of the best [things to do in Hillsboro](https://www.expedia.com/Things-To-Do-In-Hillsboro.d3000460046.Travel-Guide-Activities) and reserve your tickets early to save time (and maybe some money too!). ### Does Expedia offer Book Now, Pay Later Hillsboro vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Doukenie Winery ](https://www.expedia.com/Doukenie-Winery-Hotels.0-l553248621532661955-0.Travel-Guide-Filter-Hotels) - [Hotels near Breaux Vineyards ](https://www.expedia.com/Breaux-Vineyards-Hotels.0-l553248621587519005-0.Travel-Guide-Filter-Hotels) - [Hotels near 868 Estate Vineyards ](https://www.expedia.com/868-Estate-Vineyards-Hotels.0-l553248635975177968-0.Travel-Guide-Filter-Hotels) - [Hotels near 8 Chains North Winery ](https://www.expedia.com/8-Chains-North-Winery-Hotels.0-l553248621532661984-0.Travel-Guide-Filter-Hotels) - [Hotels near Notaviva Vineyards ](https://www.expedia.com/Notaviva-Vineyards-Hotels.0-l553248621532661956-0.Travel-Guide-Filter-Hotels) - 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