Chestnut Hill Bed & Breakfast


"I have been blessed to travel all over the world and stay at amazing hotels, eat great food and have experiences that a person from central PA would never have thought possible. Next to the Emirates Palace (literally a 7 star hotel) in Abu Dhabi, Chestnut Hill is the best place I have ever visited. You have to go there!"

Todd & Julia
State College, PA

Chestnut Hill, our bed and breakfast in Central Virginia, is located in picturesque Orange County, approximately 1/2 hour from Charlottesville, VA and just a few miles from the Blue Ridge Mountains.

Our convenient location in the heart of Virginia enables you to explore the surrounding area with its beautiful vineyards, historical sites, unique shopping opportunities, fantastic restaurants, and wonderful variety of outdoor activities and special events - all within a few hours' drive of Washington D.C., Raleigh, Richmond, Philadelphia, and Pittsburgh, making our B&B the perfect destination for a relaxing weekend getaway.

From the North: (DC, Baltimore, Northern Virginia)

Travel South on I-95 into Virginia to VA-3 west via exit number 130B towards Culpeper.

Proceed approximately 13 miles and turn left on onto VA-20/CONSTITUTION HWY.

Continue to follow VA-20/CONSTITUTION HWY 22 miles to the second traffic light. This traffic light is the intersection of US-15/CAROLINE ST/VA-20. From this intersection you can see Chestnut Hill Bed and Breakfast Inn.

At this intersection, turn left onto US-15/CAROLINE ST/VA-20 and then make an IMMEDIATE first right into our driveway.

Alternate From the North: (Hagerstown MD, Frederick MD, Leesburg VA, Dulles Airport)

From Frederick MD, travel on US-15 S toward WINCHESTER for approximately 24 miles.

Turn RIGHT onto LEE HWY/US-29 S/US-15 S. Continue to follow US-29 S/US-15 S for approximately 34 miles.

Take the US-15 ramp toward CULPEPER/ORANGE. Turn LEFT onto US-15 S/US-15 BR S/ORANGE RD. Continue to follow US-15 S for approximately 17 miles.

Turn LEFT onto US-15/CAROLINE ST/VA-20 and proceed to the next traffic light. From this light, you can see Chestnut Hill Bed and Breakfast off to the right. Continue straight through this traffic light to the immediate first right into our driveway.

From the Southwest: (Knoxville TN, Roanoke VA)

From Knoxville take I-81 N into Virginia.

Merge onto I-64 E via EXIT 221 toward RICHMOND and travel approximately 37 miles.

Take the US-250 exit, EXIT 124, toward SHADWELL/CHARLOTTESVILLE and turn RIGHT onto RICHMOND RD/US-250 E. Travel approximately 2 miles.

Stay STRAIGHT to go onto LOUISA RD/VA-22 and continue to travel approximately 5.5 miles.

Stay STRAIGHT to go onto GORDONSVILLE RD/VA-231. Continue to follow VA-231 N for approximately 9.6 miles.

Enter next roundabout and take 2nd exit onto US-15 N and travel 8.4 miles to first traffic light.

DO NOT proceed through traffic light intersection. The entrance to Chestnut Hill B&B is on the left JUST before this traffic light intersection.

From the Southeast: (Richmond VA, VA Beach, Norfolk)

From Virginia Beach and the Norfolk areas, take I-64 W.

Merge onto I-295 N via EXIT 200 toward WASHINGTON and proceed approximately 24.4 miles.

Merge onto I-64 W via EXIT 53A toward CHARLOTTESVILLE and proceed approximately 40.8 miles.

Take the US-15 exit, EXIT 136, toward GORDONSVILLE/PALMYRA. Turn RIGHT onto US-15 N/JAMES MADISON HWY. Continue to follow US-15 N. Pass through 1 roundabout making sure to stay on US-15 N.

After roundabout, continue travel 8.4 miles to first traffic light.

DO NOT proceed through traffic light intersection. The entrance to Chestnut Hill B&B is on the left JUST before this traffic light intersection.

Travel Information


Washington, D.C.
1 Hour and 35 Minutes
87 Miles

Richmond, Virginia
1 Hour and 15 Minutes
73 Miles

Norfolk, Virginia
2 Hours and 45 Minutes
167 Miles

Roanoke, Virginia
2 Hours and 15 Minutes
147 Miles

Raleigh, North Carolina
3 Hours and 45 Minutes
233 Miles

Philadelphia, Pennsylvania
3 Hours and 45 Minutes
229 Miles

Pittsburgh, Pennsylvania
4 Hours and 50 Minutes
286 Miles

New York City
5 Hours and 30 Minutes
315 Miles


Chestnut Hill BnB

"When we travel, we always stay in a bed and breakfast, however, none have been as nice as Chestnut Hill. As soon as we turned into the driveway and saw this beautiful house, we knew we were in for a treat."

Alice & Charles
Raleigh, North Carolina










Chestnut Hill Bed and Breakfast
236 Caroline Street
Orange, Virginia 22960


© 2015 Chestnut Hill Bed & Breakfast Inn