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Josh & Caroline

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    Things To Do

Things To Do

We're so excited to share a few of our favorite places in the area with you!
Carter Mountain Orchard and Country Store

Carter Mountain Orchard and Country Store

1435 Carters Mountain Trail, Charlottesville, VA 22902
, (434) 977-1833

Go apple picking, try their delicious apple cider donuts with a gorgeous mountain view, or get some Bold Rock cider on tap!

Belmont

Belmont

Hinton Avenue, Charlottesville, VA 22902

Check out Charlottesville's Belmont neighborhood for some awesome food and cute local shops. Our favorites: Tavola - incredible Italian food including homemade pasta The Local - amazing Southern-style food Belle - great breakfast place and cafe - try their scones! Be Just - cute shop full of local goods

Quirk Hotel Rooftop Bar

Quirk Hotel Rooftop Bar

499 West Main Street, Charlottesville, VA 22903
, (434) 365-3890

Go to Quirk's rooftop bar at for unique cocktails and a beautiful view of Charlottesville. We recommend going at sunset.

Saunders-Monticello Trail

Saunders-Monticello Trail

503 Thomas Jefferson Pkwy, Charlottesville, VA 22902

This is a beautiful easy route that spans about 4 miles if you go the whole way. It includes multiple boardwalks through the woods and trails further up in the hills to explore as well. Open from sunrise until sunset. Directions: From I-64 in Charlottesville, take Exit #121 and head south on SR 20 for 0.6 miles to SR 53/ Thomas Jefferson Parkway. Turn left on SR 53/ Thomas Jefferson Parkway. Go about 300 yards, turn right into trailhead parking lot. (The entrance to Monticello is approximately 1.5 miles further along SR 53.) Note: If the lot is full at the trailhead, an additional parking area is located on Rt 20 across from Piedmont Virginia Community College.

Downtown Mall

Downtown Mall

E Main Street, Charlottesville, VA 22902

The downtown mall is a vibrant pedestrian mall filled with shops and restaurants. Our favorites: Darling - local artisan finds Zocalo - amazing margarita and mojito flights Tillman's - delicious sandwiches Passiflora - tasty fajitas in a fun atmosphere.

Monticello Wine Trail

Monticello Wine Trail

Outskirts of Charlottesville, VA

See all that Blue Ridge wineries have to offer! Some of our favorites are Hazy Mountain, Pippin Hill, King Family, and of course Veritas.

Humpback Rock Hike

Humpback Rock Hike

Lyndhurst, VA 22952

One of the most popular in the area, this 1.8 mile hike offers stunning 360 degree views of the surrounding mountains. The trailhead is on the Blue Ridge parkway about 35 minutes from downtown Charlottesville. No park pass required.

For all the days along the way
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