Old Court House Civil War Museum
West Piccadilly Street
World's Largest Apple, Expanding Tradition Apple Statue, Kimberly’s, Lloyd's Tropical Island Coffee and Cafe
West Cork StreetCork Street Tavern, Young George Washington, 50/50 Taphouse
East Cork StreetOld John Kerr School
West Boscawen StreetEl Centro, Freight Station Farmers Market, Jiffy Sandwich Shoppe, Total Image, Hobby Hutt, Subway, Exxon, Broken Window Brewing
North Braddock Street
North Washington Street
Braddock Street Auto Park
South Indian Alley
Handley Public Library
East Lane
North Cameron Street
East Piccadilly StreetDaniel Morgan, Winchester Police Department, Piccadilly Grill Diner, Brewbaker's Restaurant
East Boscawen StreetAdmiral Richard Byrd, Benny Meleto’s, Sexi Mexi
North Indian AlleyOld Town Stained Glass
Shenandoah SubdivisionDick's Sporting Goods
George Washington Autopark
Timbrook Public Safety Center
Mount Hebron Cemetery
Court Square Autopark
Town Run
South East Lane
Community Garden
Old Stone Church
West Fairfax Lane
Bo's Express
Timbrook Park
Rouss AvenueConfederate Soldier Monument, Tin Top Art & Handmade, Richard's Jewelry, Bell's Fine Clothing
Rouss City Hall
Old Town Winchester
Taylor Pavilion
Rouss Fire Company/Winchester Fire & Rescue Department, Station 2
Christ Episcopal Church
Village Square Restaurant
Thai Winchester
South Stewart Street
First United Methodist Church
Billings AlleyMeraki Ink
George Washington's Office Museum
Joint Judicial Center
First Presbyterian Church
Youth Center
Fellowship Hall
Donegal House
Hill's Keep
Boyd Chapel
First Presbyterian Church Sanctuary
Market Street United Methodist Church
Market Street United Methodist Church Educational Center
Shenandoah Conservatory Arts Academy
Hable's Real Estate, LLP.
The Fret Shop
50/50 Taphouse
Hideaway Cafe
South Kent StreetAllen D McCorkle DDS, Patsy Cline
Loudoun Street Autopark
George Washington Hotel
Piccadilly's Public House and Restaurant
Macado's
First Baptist Church
John B. Hayes Tobacconist
Shenandoah Valley Discovery Museum
Handworks Gallery
Violino Ristorante Italiano
Murphy's Beverage Co
Espresso Bar and Cafe
Bank of Clarke County
Amherst StreetRite Aid
Centenary Reformed United Church of Christ
Eagle Heights Presbyterian Church
South Braddock StreetJohn Handley High School 100th Annivesery sign 1923-2023, Little Free Library
Wolfe Street
Baker StreetWinchester Health Clinic
Parish Lane
East Fairfax Lane
Philpot Street
West LaneCartwright Funeral Home
Jolley Lane
North Stewart Street
North Kent StreetFrederick County Sheriffs Office
East Cecil Street
North Loudoun StreetWinchester, Pizzoco Pizza Parlor, Stars and Stripes Apple Statue, Winchester Book Gallery, United States Post Office, Bright Box Theater, Union Jack Pub and Restaurant, V2 Raw Bar, Roma's Old Town Wood-Fire Pizza, Alesation Brewing Co., Impact Christian Church, Violino Ristorante Italiano, Old Town Snow White Grill, Murphy's Beverage Co, Red Fox Creamery, Old Town Silversmiths, Blind Faith Enterprises, Pola Dot Potter, 147 North, Runner's Retreat, Old Warsaw Galleries, Gringo Gordo Empanada Shop, Silver Cloud Gifts
East Clifford Street
Parrish Lane
Sharp Street
South Cameron StreetBlye's Jewelers
West Clifford Street
Library Lane
Peyton Street
Old B&O Train Depot
South Loudoun StreetOnce Upon A Find, Thinker Toys, Thai Winchester, AAMCO Total Car Care