The 3 Best Happy Hours Around Winchester

Happy hour offers a relaxed setting to unwind after work without breaking the bank. A recent Nation’s Restaurant News survey found that 68 percent of patrons cite drink specials as their top draw, while 54 percent look for discounted appetizers. In Winchester, these spots pair creative cocktails with shareable bites to kick off your evening on a high note.

Backseat Bar & Grill

Backseat Bar & Grill’s happy hour runs weekdays from 4 p.m. to 6 p.m., featuring half‑price drafts and select house wines. Snack on their signature nacho platter—tortilla chips layered with cheese, jalapeños and house‑made queso—at a discount. The taproom’s laid‑back vibe, complete with flat‑screen TVs, makes it a go‑to for after‑work gatherings and early‑evening sports viewing.

Oak Stone Craft Pizza & Bar

Oak Stone Craft Pizza & Bar offers happy hour Monday through Friday, 3 p.m. to 6 p.m., with $5 craft drafts and $6 specialty cocktails. Order their stone‑fired garlic knots paired with a blood‑orange margarita for a balanced sweet‑and‑savory combo. The open‑air bar and communal tables invite conversation, while local art on the walls adds to the welcoming atmosphere.

Paladin/P2 Bar & Grill

At Paladin/P2 Bar & Grill, multiple locations extend happy hour to 7 p.m. on weekdays, featuring $4 well drinks and $5 house wines. Choose from discounted appetizers like crispy calamari or bacon‑jam sliders. Their rotating cocktail menu highlights seasonal ingredients—think watermelon mule in summer—ensuring there’s always something new to try before dinner service begins.

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