Old Town Winchester · VA
est. two thousand twenty-six
Restaurant · Bar · Stage

Sweet Caroline's

at the Newberry Building

Housing Alesatian + Tap Room

More to Come
peek inside

An old building, a long bar, a packed house, and an ambience you can feel from the street. Sweet Caroline's is what happens when a kitchen, a brewery, and a stage decide to share a room.

Hand Crafting

A little of everything

№ 01

The Kitchen

Americana, cooked with fire and from scratch. Custom chef creations, slow heat, a hand for spice.
-- ON THE WAY --

№ 02

The Bar & Brewery

Bourbon worth taking your time with, a wine list that rewards a second pour, and the award winning Alesatian Brewing on tap in the lower level.
-- ON THE WAY --

№ 04

The Stage

Live music most nights — blues, soul, Americana, the occasional bluegrass throwdown.
-- HAPPENING NOW --

№ 05

The Room

A long bar and tables for every size. Pull up anywhere.
-- HAPPENING NOW --

The historic Newberry Building at 145 Loudoun Street in Old Town Winchester, VA, home of Sweet Caroline's restaurant and brewery
The home

Inside the Newberry Building

Loudoun Street's walking mall has had a hundred lives. Ours starts in a beautifully restored storefront with a copper-warm wood facade, gold-leaf signage, and tall windows that throw light all the way to the back bar. Step in and you're somewhere that feels both brand new and a hundred years old. That's the whole idea.

145 Loudoun Street · Winchester · Virginia
On the calendar

Opening happenings

8/9 May

Soft Open

Everyone welcome. Dylan Woelfel & Souled Out. Artists that know how to start a party. Tickets at the door.

Open House
6 June

Hop Blossom - Craft Beer Festival

Sweet Caroline's throws open the doors. Pull up after sampling the mall's 80+ pours and stay for ours.

Open House
3/4 July

July 4th Blowout

Celebrate July 4th at Sweet Caroline's Friday & Saturday.

All Ages
TBD TBD

Oyster Fest!

Oysters, Oysters, & more Oysters! More information coming soon.

All Ages

Dates penciled — final lineup announced to the list first.

The Alesatian Brewing taproom downstairs at Sweet Caroline's, Newberry Building, Old Town Winchester VA

Lower level at the Newberry

Alesatian Brewing

Old Town's own brewery — soon to be pouring a few doors down at the lower level of Sweet Caroline's.

Alesatian has been brewing on Loudoun Street since long before we got here. House lagers, hazies, & more — brewed on premises, served properly cold. The taproom lives on the lower level. The taps live everywhere.

23 N. Loudoun St. Winchester, VA

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