Nightlife in Winchester

54% Off Wine and Fondue at Chrisman Mill Vineyards

Multiple Locations

$40.98 $19

Three-cheese or Grand Marnier chocolate fondue to enjoy at either location with a take-home bottle of wine and two wineglasses

Wine Tastings for 4, 6, or 10


$14 $8

Sample fruit wines made from blueberries and blackberries handpicked on the family's farm

Up to 58% Off Tasting and Tour at WhiteMoon Winery


$20 $10

Visitors sample six wines paired with cheese, tour the winery, and take home a souvenir wine glass

$10 to See a Standup-Comedy Show

Marriott at RiverCenter

$20 $10


Seasoned comedian Williams, featured on BET and Comedy Central, joins Tanzania-born club veteran Blaze for a night of uncensored standup

"Sesame Street Live" – Up to $14.50 Off

U.S. Bank Arena

$36.50 $22


When a new music teacher's instruments go missing, Elmo and friends save the day with rubber duckies and other unlikely music makers

50% Off at DJ's Sports Tavern


$16 $8


Tavern with array of daily and game-day specials serves cheesy burgers and juicy new york strip steak with sides of battered onion rings

Brendon Walsh – Up to 53% Off Standup

The Redmoor

$33.75 $16


Popular headliner seen on Conan and Comedy Central's @Midnight delivers an unusual brand of comedy

Cher Lloyd – Up to 32% Off


$47.30 $32


Youthful British singer seen on "The X-Factor" showcases blend of pop, R&B, and rap

Up to Half Off Wine Tasting with Cheese Platter


$20 $12

Bites of cheese intersperse with sips of varied award-winning wines, served in take-home glasses in the winery’s tasting room

Select Local Merchants

The brick walls of Woody's Sports Bar and Grill showcase large, wall-mounted flat-screen TVs to broadcast multiple sporting events while sheltering burger-bearing wait staff who serve patrons steaming entrees and frosty beverages from the menu. Crackers, crispy celery, and crunchy carrots lounge around a dish of signature beer cheese dip ($3.99) to gossip about the potato skins' designer sour cream purse ($6.75). With the 8-ounce prime rib dinner, choose a cut of tender prime rib and two sides such as a fresh salad or golden fries ($13.95). Slices of roasted turkey, bacon, juicy ham, and tomato cozy up under a rich cream sauce and melted cheese blanket in Woody's hot brown platter ($10.45). The kitchen team exercises one of its most useful assets—patience—to slow cook the pork that bathes in Herschel Walker's #34 barbecue sauce in the pulled-pork barbecue sandwich ($6.25). Meander out to the patio during a pick and jam night, where talented locals tickle eardrums with singing, guitar strumming, and ear-shaped feathers.

923 Bypass Rd

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1808 Alysheba Way

Yelpers give Natasha’s Bistro & Bar an average of four stars, TripAdvisors give it an average of three owl eyes and 76% of Urbanspooners recommend it.

112 Esplanade

Blue Agave Cantina and Tequila Bar serves a menu specializing in marinated meats and margaritas. Guests unable to domesticate their fire hydrant can cool off with a bowl of guacamole, prepared to order from fresh avocados, tomatoes, onions, cilantro, and lime ($6). Entrust hands to tacos, served with salsa, lime, cilantro, and onions on corn tortillas, with your choice of steak, shredded or marinated pork, or chicken ($4 for two). Diners licensed to operate silverware can take a test run with the red-chili and shredded-pork carnitas platter ($11) or the alambres, marinated steak topped with cheese, peppers, and onions, served on a hot skillet ($16).

410 W Short St.

Friends Again Grill & Tavern slings classic American pub fare, frosty brews, and entertaining diversions seven days a week. The menu showcases appetizers such as handmade potato skins ($5.99) and fried pickle spears ($5.49) to stir languid taste buds from their slumber as gently as a wake-up call from Enya. Pound down protein with the beer-cheese burger ($7.99), an angus chuck patty topped with beer cheese, or show reverence for poultry with the homemade chicken-salad sandwich ($5.99). Serious sit-down diners can peruse the tavern’s triumphant platters, such as the classic Hot Brown, a slice of bread topped with ham, turkey, cheese, bacon, and a special sauce ($7.99). Friends Again's staff also pours a full bar’s worth of cocktails and brewskis for game night, date night, and discovering your inner Herbert Hoover night.

841 Lane Allen Rd

The cuisine experts at Lynagh's Irish Pub heel click their way through pub fare and a pub’s share of more than 100 domestic and imported beers. Avoid straining a tongue by warming up with a beer cheese platter appetizer ($5.75) or o'nacho dip and chips ($5.25). Then buckle down for a main plate such as the barbecue-slathered round-up o'round, accoutered with bacon, sautéed onions, and cheddar cheese ($7.50). The seasoned honey-mustard chicken sandwich vivifies dull gullets ($7.25), while the vegwich satiates the buds of both vegetarians and people who like edible stacks ($6.95).

384 Woodland Ave