HILLSBORO AREA BED AND BREAKFASTS
1. Alta Terra Farm Bed & Breakfast
36562 Charles Town Pike
altaterrafarmbandb.com
(540) 668-6913
With commanding views from Short Hill Mountain of the Blue Ridge, vineyards and countryside just west of Hillsboro, Alta Terra offers two suites (three bedrooms) a library, billiard room and private patio. You get both sunrise and sunset views, and a direct pathway to neighboring Hillsborough Winery & Brewery.
2. Dunthorpe Cottage
35709 Suffolk Lane
dunthorpecottage.com
(540) 668-6232
Just southwest of Hillsboro on the secluded 1790’s Dunthorpe Farm, a restored wagon barn, Dunthorpe Cottage, sleeps four and features a private kitchen and peace and quiet in wide open spaces.
3. Farwell Cottage
36990 Charles Town Pike
airbnb.com/h/hillsborobnb
(202) 841-5831
Farwell Cottage is a historic home which has been recently remodeled by the new owner to keep history alive but bring modern conveniences to make a comfortable vacation home. Boasting a soaking tub, high speed wifi, writer desk, and large screen tv along with three fireplaces. It has everything you and your family need for a nice night after visiting all the fun wineries and breweries Western Loudoun has to offer. After visiting the area's wineries, head back home to your private fire pit with a complimentary s’more kit. Or walk in the large yard and enjoy our breathtaking view of Short Hill. Don't forget to pay a visit to our chickens who laid the fresh eggs you are given complimentary upon check-in.
4. Fieldstone Farm Bed & Breakfast Inn
36906 Charles Town Pike
fieldstoneva.com
(703) 831-7241
Fieldstone Farm was built in 1770 by one of the Town’s founding families and is located atop a towering stone wall along Charles Town Pike within the Hillsboro Historic District. The striking manor house sits on 30 acres of gardens, meadows and forest climbing up the Short Hill. The beautifully restored stone house offers five guest rooms, stunning formal gardens and a heated mountaintop swimming pool with stunning sunset views —a perfect way to end a day.
5. Hillsboro Bed and Business
36847 Stony Point Road
hillsborobbc.com
(571) 544-1030
Also within the Town Historic District on Stony Point Road is Hillsboro Bed & Business, a bed and breakfast that offers corporate retreats as well as leisure travel accommodations in a sprawling 19th-century farmhouse with a secluded pool and overlooking Catoctin Creek.
7. Silverbrook Farm
15286 Woodgrove Road
silverbrookfarmweddings.com
(703) 999-8689
Just south of Hillsboro, this historic home and barns, with spectacular formal and woodland gardens, sits high on 50 peaceful acres of legacy farmland. Three guest rooms, kitchen and living room, plus a separate and cozy converted smokehouse offers all the best in country comforts.
8. Stone Manor Boutique Inn
13193 Mountain Road
virginiabandb.net
(540) 822-3032
A secluded and luxurious B&B in the shadow of Short Hill, the historic and creatively restored turreted Stone Manor sits along one of the best biking routes on the lush Mountain Road, offering richly appointed luxury suites and extensive event facilities.
9. Wheatland Spring Farm
38506 John Wolford Road
wheatlandspring.com
(540) 687-0035
Situated on a 30-acre farm east of Hillsboro next to Wheatland Spring Farm Brewery, Wheatland Spring Farm Bed & Breakfast is a historic cottage with hand-hewn beams and wooden floors—fitted with all the modern conveniences including a private kitchen,laundry and baths.

Places to Stay
Hillsboro Area Bed & Breakfasts
A great way to take in Hillsboro’s history is to let the B&B innkeepers of The Gap be your guides—and serve up a delicious breakfast to start your day’s adventures. Loudoun’s greatest concentration of B&Bs are arrayed around The Gap.
1. Alta Terra Farm Bed & Breakfast
4. Fieldstone Farm Bed & Breakfast
5. Hidden View Bed & Breakfast