Winston-Salem · neighborhood

Things to do in Downtown Winston-Salem

Scout has 0 verified spots mapped in Downtown Winston-Salem, 12 with full Scout intelligence.

Scouted spots

0

Typical spend

$35

Typical visit

1.4 hr

Easy parking

0%

Food · 11Cocktails · 7Shopping · 3Live music · 3Outdoors · 3Views · 2

Best spots in Downtown Winston-Salem

The Katharine Brasserie & Bar

Downtown Winston-Salem

The Katharine Brasserie & Bar

The Katharine is a good option for an upscale dinner featuring Southern-French fusion cuisine and craft cocktails, typically lasting 1.5 hours. Expect to spend $50-100 per person.

FoodCocktailsUpscale
★ 4.3$50–$100 typical1.3 hr visitmoderate parking
Sir Winston Wine Loft & Restaurant

Downtown Winston-Salem

Sir Winston Wine Loft & Restaurant

Sir Winston Wine Loft is ideal for an evening meal or drinks, pairing well with a show or leisurely walk downtown. Expect to spend $50-$100 per person for food and drinks.

FoodCocktailsRelaxed
$50–$100 typical1.5 hr visitmoderate parking
Jeffrey Adams on Fourth

Downtown Winston-Salem

Jeffrey Adams on Fourth

Jeffrey Adams is suitable for a dinner outing, particularly for a date or special event, with an average visit time of 1.5 hours. Expect to spend $50-100 per person for an upscale meal and drinks.

FoodCocktailsRelaxed
$50–$100 typical1.5 hr visitmoderate parking
Twisted Pine

Downtown Winston-Salem

Twisted Pine

Twisted Pine is a casual restaurant suitable for a straightforward meal or a relaxed dinner. Expect to spend 1-1.5 hours and around $15-35 per person for food.

FoodRelaxedSocial
$15–$35 typical1.3 hr visitmoderate parking
Footnote Coffee & Cocktails

Downtown Winston-Salem

Footnote Coffee & Cocktails

Footnote is ideal for a relaxed coffee break, a casual meeting, or an early evening cocktail. Plan for a 1-2 hour visit, costing around $10-$35 per person for drinks and light snacks.

FoodCocktailsShopping
$10–$35 typical45 min visitmoderate parking
Krankies

Downtown Winston-Salem

Krankies

Krankies is a versatile cafe for a solo coffee, a casual meet-up, or evening entertainment. Expect to spend $10-25 per person for a visit lasting about an hour, pairing well with downtown strolls.

FoodCocktailsShopping
$10–$25 typical45 min visitmoderate parking
Mike's Vegan Grill

Downtown Winston-Salem

Mike's Vegan Grill

Mike's Vegan Grill is a casual spot for a plant-based meal, suitable for lunch or dinner. Expect to spend $15-30 per person for an hour-long visit.

FoodRelaxedSocial
$15–$30 typical1.3 hr visitmoderate parking
Camino Bakery

Downtown Winston-Salem

Camino Bakery

Camino Bakery is ideal for a relaxed breakfast, lunch, or coffee break, fitting well into a downtown exploration. Expect to spend $5-$15 per person for about 45 minutes enjoying pastries, light fare, and coffee, with patio seating available.

FoodCocktailsShopping
$5–$15 typical45 min visitmoderate parking
Winston Square Park

Downtown Winston-Salem

Winston Square Park

Winston Square Park is a free outdoor space suitable for a 1-2 hour relaxed stroll or picnic, ideal for a cheap family outing or solo break during good weather. It pairs well with a downtown meal or visiting local shops.

OutdoorsViewsRelaxed
$0 typical1.5 hr visitmoderate parking
Millennium Event Center

Downtown Winston-Salem

Millennium Event Center

This venue is suited for pre-planned special occasions like weddings or corporate events, often involving food and possibly live music. Expect to spend a few hours and several tens of dollars per person, with reservations being necessary.

Live musicFoodSocial
$50–$150 typical3 hr visitmoderate parking
Bailey Park

Downtown Winston-Salem

Bailey Park

Bailey Park is a good spot for a casual lunch outdoors, especially if there are food trucks or concerts. It can be paired with exploring downtown Winston-Salem and typically costs $0-15 for food if purchased.

OutdoorsFoodLive music
$0–$15 typical1.5 hr visitmoderate parking
Spring House Restaurant, Kitchen & Bar

Downtown Winston-Salem

Spring House Restaurant, Kitchen & Bar

This is a good spot for a refined dinner out, suitable for a date or a small celebration. Expect to spend 1.5-2 hours and $35-75 per person for food and drinks.

FoodCocktailsHistory
$35–$75 typical1.5 hr visitmoderate parking

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