Layne’s guidebook
Food scene
Shaffer's BBQ & Market
8140 Valley PikeGuests get a 10% off of their order when they mention Spring Valley Cottages
Crabby Maggie's Seafood Restaurant
260 E Washington StNancy's Coffee Bar
175 E King StCastiglia's Italian Restaurant and Pizza
33820 Old Valley PikeWoodbine Farm Market
5199 John Marshall HwyThis is our family run fruit market open April 1-Dec 23.
Old Dominion Doggery & Burger Shoppe
133 E King StFox's Pizza Den
289 N Massanutten StQueen Street Diner
728 E Queen StEdinburg Mill Restaurant
214 S Main StGreat food and a neat museum.
You need reservations but this is a great place to drink wine and sample tapas.
6 locals recommend
CRUSH Wine Bar Ltd.
3031-103 Valley AveYou need reservations but this is a great place to drink wine and sample tapas.
Great outdoor seating near downtown Winchester with beautiful views of Handley High School.
13 locals recommend
Oak Stone Craft Pizza and Bar
1000 Valley AveGreat outdoor seating near downtown Winchester with beautiful views of Handley High School.
Vault & Cellar
Wayside Inn
7783 Main StSightseeing
Big Schloss Bridge
Big Schloss Spur TrailGreat hiking and views.
A Virginia State Park located on the Shenandoah River.
55 locals recommend
Shenandoah River State Park
350 Daughter of Stars DrA Virginia State Park located on the Shenandoah River.
Seven Bends State Park
2111 S Hollingsworth RdWonderful State park with hiking and river views.
Rose Hill Park
1871 Jones RdA beautiful 1 mile loop with historical Civil War markers
Local Favorites
A gem in the area is the Family Drive-In Theatre. Food and movies under the stars.
25 locals recommend
Family Drive-In Theatre
5890 Valley PikeA gem in the area is the Family Drive-In Theatre. Food and movies under the stars.
Walking trails, gardens, and a museum captivating the history of the area.
72 locals recommend
Museum of the Shenandoah Valley
901 Amherst StWalking trails, gardens, and a museum captivating the history of the area.
Great stop for kids. Four levels of entertainment.
34 locals recommend
Shenandoah Valley Discovery Museum
19 W Cork StGreat stop for kids. Four levels of entertainment.
Abram's Delight
1340 S Pleasant Valley RdHistoric home in Winchester offering insight to colonial life.
Local Spirits
Muse Vineyards
16 Serendipity LnValerie Hill Vineyard & Winery
1687 Marlboro RdStar in the Valley Estate Winery
33 Amos LaneBox Office Brewery
177 E King StJames Charles Winery & Vineyard
4063 Middle RdWoodstock Brewhouse
123 E Court StFront Royal Brewing Company
122 E Main StVirginia Beer Museum
16 Chester StHoney & Hops Brew Works
212 East Main StreetNeighborhoods
Welcoming visitors for over 250 years, Old Town Winchester hosts over 30 restaurants, 60 shops, and numerous historic sites and museums. With a beautiful pedestrian mall, it is an experience to be savored.
28 locals recommend
Old Town
Welcoming visitors for over 250 years, Old Town Winchester hosts over 30 restaurants, 60 shops, and numerous historic sites and museums. With a beautiful pedestrian mall, it is an experience to be savored.