Three have public tasting rooms: Keswick Vineyards, Merrie Mill Farm & Vineyard and Southwest Mountains Vineyards. Keswick Vineyards is open every day and lists two Virginia Governor's Cup wins; Merrie Mill and Southwest Mountains close Tuesdays and Wednesdays, and both ask you to book seated tastings.
1575 Keswick Winery Dr, Keswick
Open daily from 10am, until 8pm on Wednesdays and 6pm on Fridays and Saturdays. Live music on Saturdays, “Wine Down Wednesday” evenings, and the Barrel & Board food truck Wednesday to Sunday from noon. Picnics are welcome, and the winery lists two Virginia Governor's Cup wins.
Walk-ins welcome; groups of 20 or more reserve ahead.
Visit the website594 Merrie Mill Farm, Keswick
A 5,000-square-foot tasting room with two copper bars, run by owners Guy and Elizabeth Pelly. Open 10:30 to 5:30 Monday and Thursday to Sunday, with Friday evenings to 9pm in May and from August to October for a music series.
Tastings and food pairings are by reservation.
Visit the website2300 Whipper In Lane, Keswick
The tasting room is a restored 1903 barn. Open from 11 Monday and Thursday to Sunday, until 6 on Fridays and Saturdays. Upstairs is table service with a seasonal menu; downstairs and on the patio you can bring your own food.
Book seated tastings ahead; walk-ins can buy wine by the glass.
Visit the website| Place | Where | Details |
|---|---|---|
| Castle Hill Cider | Turkey Sag Rd, Keswick | A wedding and event venue on the 1764 Castle Hill estate that ships its ciders; its site posts no tasting-room hours |
Keswick's restaurants are at Keswick Hall. Its main dining room, Marigold by Jean-Georges, holds AAA's Four Diamond rating as of September 2026, as does Fleurie in Charlottesville. Crawford's is the resort's cocktail lounge, and its Keswick Grill is for club members and hotel guests.
Keswick Hall, 701 Club Dr, Keswick
Jean-Georges Vongerichten's restaurant at Keswick Hall: 130 seats in the dining room, 20 at the bar and 70 outside, with much of its produce from the resort's own farm.
The resort doesn't post hours online, so call before you go.
Visit the websiteKeswick Hall, 701 Club Dr, Keswick
Keswick Hall's cocktail lounge, pouring house-made infusions and rare liquors with small plates.
The resort's site doesn't say whether it's open to non-guests; ask when you call.
Visit the website| Place | Where | Who can go |
|---|---|---|
| Keswick Grill | Keswick Hall | Keswick Club members and hotel guests, per the resort |
| The Counter | Keswick Hall | A grab-and-go market pitched at hotel guests: lattes, juices, house-made breads |
| The Club at Glenmore | Glenmore | Private club dining, Social membership and up (see Golf Life) |
In Charlottesville. Fleurie holds AAA's Four Diamond rating, as Marigold does at Keswick Hall; Smyrna's chef, Tarik Sengul, was a 2026 James Beard semifinalist, the area's only Beard nod since 2023; and 1799 at The Clifton, east of town, won a 2026 Wine Spectator Restaurant Award. Michelin doesn't rate restaurants here: Virginia declined its South guide in 2025.
108 3rd St NE, Charlottesville
French cooking downtown, with a three-course prix fixe at $119. Dinner Tuesday to Saturday.
Visit the website707 W Main St, Charlottesville
Chef Tarik Sengul's Aegean and Mediterranean kitchen, opened in 2022, named a semifinalist for Best Chef: Mid-Atlantic in 2026. AAA rates it Three Diamond.
AAA listing1296 Clifton Inn Dr, Charlottesville
Seasonal cooking from the inn's garden, on the Keswick side of Charlottesville. Dinner daily, 5 to 8pm.
Reservations required.
Visit the website2244 Old Ivy Rd, Charlottesville
Seasonal American cooking in a historic house near the University. Dinner Tuesday to Saturday, 5 to 9.
Visit the websiteBoar's Head Resort, 200 Ednam Dr, Charlottesville
Boar's Head Resort's dining room, in an 1834 gristmill, serving seasonal American dishes.
Visit the website826 Hinton Ave, Charlottesville
Rustic Italian with a cicchetti bar in Belmont. Open Monday to Saturday from 5pm.
Visit the websiteAcross from the old C&O station, Water St
Chef and proprietor Dean Maupin's dining room, serving dinner daily from 5pm and a late-night menu until 1am.
Visit the website119 W Main St, Charlottesville
A bistro founded in 1996, pairing French technique with Virginia dishes, for brunch, lunch and dinner.
Visit the website415 E Main St, Charlottesville
A diner on the Downtown Mall since 1951, serving breakfast and lunch daily from 8am to 3pm, with a full bar.
Visit the website| Restaurant | Where | Details |
|---|---|---|
| Vintage at The Inn at Willow Grove | Orange | The area's only Forbes Travel Guide Four-Star restaurant, and a 2026 Wine Spectator Award of Excellence |
| Palladio | Barboursville Vineyards | Northern Italian at the winery. Lunch Wednesday to Sunday, dinner Friday and Saturday |
| Place | Where | Recognition |
|---|---|---|
| Orzo Kitchen & Wine Bar | 416 W Main St | AAA Three Diamond; Mediterranean, open 7 nights |
| The Local | 824 Hinton Ave, Belmont | Wine Spectator Award of Excellence, 2026; farm-to-table since 2008 |
| Crush Pad Wines | 118 W Main St | Wine Spectator Best of Award of Excellence, 2026; a wine bar with small plates |
| Place | Where | Details |
|---|---|---|
| Grit Coffee | 610 Riverside Shops Way | Coffee, 7am to 5pm |
| Lazy Parrot Wings & Brews | 594 Pantops Center | Wings, beer, two bars and a patio; closed Mondays |
| East Garden | 120 Riverbend Dr | Chinese food and sushi, dine-in or takeout |
| Mudhouse Coffee Roasters | 213 W Main St, downtown | Coffee since 1993, from 7am daily |
AAA ratings as of September 2026. Hours are as each restaurant posted them in September 2026, and they change, so check before you go.
Sources: AAA, Fleurie (Four Diamond); Fleurie; Axios Richmond, 2026 James Beard semifinalists (Jan 21, 2026); AAA, Smyrna (Three Diamond); Wine Spectator 2026 Restaurant Awards, Virginia winners (via WAVY-TV); The Clifton, eat and drink; AAA, The Ivy Inn (Three Diamond); The Ivy Inn; AAA, The Mill Room (Three Diamond); Boar's Head Resort, dining; AAA, Tavola (Three Diamond); Tavola; The C&O Restaurant; Bizou; The Nook; Forbes Travel Guide, Vintage Restaurant; The Inn at Willow Grove; Barboursville Vineyards, Palladio Restaurant; AAA, Orzo Kitchen & Wine Bar (Three Diamond); Orzo Kitchen & Wine Bar; The Local; Grit Coffee, locations; Lazy Parrot Wings & Brews; East Garden; Mudhouse Coffee Roasters, location and hours; Axios Richmond, Virginia declines Michelin Guide deal (Apr 8, 2025).
Sources: Keswick Vineyards, visit; Merrie Mill Farm & Vineyard; Southwest Mountains Vineyards; AAA, Marigold by Jean-Georges (Four Diamond); AAA, Fleurie (Four Diamond); Axios Richmond, Virginia declines Michelin Guide deal (Apr 8, 2025); Keswick Hall, Keswick Grill; Keswick Hall, Marigold by Jean-Georges; Keswick Hall, Crawford's.
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