| Business | Phone |
| Catch Restaurant 34 Church St, Winchester 1890 | (781) 729-1040 |
| Chef Li 358 Washington St, Winchester 1890 | (781) 756-1688 |
| Lucia Restaurant 11 Mount Vernon St, Winchester 1890 | (781) 729-0515 |
| It Rains Fishes 14 Thompson St, Winchester 1890 | (781) 721-2535 |
| Andi's Ice Cream & Cafe 527 Main St, Winchester 1890 | (781) 729-1735 |
| Andrea's Pizza 881 Main St, Winchester 1890 | (781) 729-6541 |
| Town Pantry 747 Main St, Winchester 1890 | (781) 721-5584 |
| Bagel Land 794 Main St, Winchester 1890 | (781) 721-5855 |
| Swanton Street Diner 72 Swanton St, Winchester 1890 | (781) 721-9666 |
| Steve's Calzones 740 Main St, Winchester 1890 | (781) 721-2331 |
| Nelson's Bakery 2 Mount Vernon St, Winchester 1890 | (781) 729-8890 |
| Fen Yang House 910 Main St, Winchester 1890 | (781) 729-9198 |
| Starbucks 542 Main St, Winchester 1890 | (781) 729-1626 |
| Frasa 28 Church St, Winchester 1890 | (781) 756-8071 |
| Bruegger's Bagels Bakery 600 Main St, Winchester 1890 | (781) 721-2204 |
| Burger King 765 Main St, Winchester 1890 | (781) 729-5475 |
| Gingerbread Construction Co 562 Washington St, Winchester 1890 | (781) 729-7700 |
| Gloria Pizzeria 920 Main St, Winchester 1890 | (781) 729-8850 |
| Cafe Dolce 831 Main St, Winchester 1890 | (781) 838-6092 |
| China Sky 27 Converse Pl, Winchester 1890 | (781) 729-6899 |
| China Wok Restaurant 738 Main St, Winchester 1890 | (781) 729-4300 |
| D'Agostino's Delicatessen 11 Waterfield Rd, Winchester 1890 | (781) 729-7984 |
| Domino's Pizza 743 Main St, Winchester 1890 | (781) 729-8844 |
| Donuts Dunkin 801 Main St, Winchester 1890 | (781) 729-6867 |
| Dunkin' Donuts 538 Main St, Winchester 1890 | (781) 729-0897 |
| Dunkin' Donuts 797 Main St, Winchester 1890 | (781) 721-5934 |
| La Patisserie 30 Church St, Winchester 1890 | (781) 729-9441 |
| Julia's Apron 529 Main St, Winchester 1890 | (781) 729-7481 |
| Ken's Sub Shoppe 620 Main St, Winchester 1890 | (781) 729-8088 |
| Joe's Main Street Pizza 612 Main St, Winchester 1890 | (781) 729-8088 |