Mother's Day in Winchester 2027: brunch, events and markets

Last checked Oct. 19, 2026. This page is updated each year at the same address. No 2027 Mother’s Day plans had been announced, so the brunches and events below are from May 2026 and marked that way. We list a brunch only when the restaurant announces it.

Mother’s Day is Sunday, May 9, 2027. It comes one week after the 100th Shenandoah Apple Blossom Festival, which runs April 23 to May 2, 2027, according to the festival’s event listing. In Winchester, Mother’s Day means brunches at farm markets and wineries, a hotel luncheon in Old Town and flower sales.

Plan ahead

• George Washington Hotel luncheon (2026): reservations by phone, 540-771-2736
• Area events calendar: visitors bureau, 540-542-1326
• Old Town events: Friends of Old Town

Brunch and lunch (2026)

• Patti’s Place at Laurel Grove Wine Farm served a multi-course brunch built on organic, seasonal ingredients, with the menu announced closer to the day (2026 listing).
• West Oaks Farm Market held a brunch buffet with a French toast bar, live music and a “MOM”osa bar; tickets had to be bought ahead (2026 listing; West Oaks).
• The George Washington, a Wyndham Grand Hotel, served a luncheon buffet of entrees, sides and desserts in its Grand Ballroom; reservations by phone at 540-771-2736 (2026 listing).

For restaurants that serve brunch every weekend, see our brunch guide.

Events and gift ideas (2026)

• Mother’s Day Bloom Bar at Kimberly’s, 135 N. Braddock St.: Saturday, May 9, 2026, noon to 4 p.m. (2026 listing).
• Mother’s Day Cheesecake Pairing at James Charles Winery, 4063 Middle Road: Saturday, May 9, 2026, ticketed seatings at noon, 2 and 4 p.m. with live music (2026 listing).
• Three Wives Distillery, 933 Barley Lane: a Mother’s Day weekend special Friday to Sunday, May 8-10, 2026 (2026 listing).
• Mother’s Day Flower Sale, Stephens City United Methodist Church, 5291 Main St., Stephens City: hanging baskets and bedding flowers, Friday and Saturday, May 8-9, 2026, 10 a.m. to 2 p.m. (2026 listing).

A garden day

The Museum of the Shenandoah Valley, 901 Amherst St., has formal gardens around the Glen Burnie House and walking trails; galleries and gardens are open Tuesday to Sunday 10 a.m. to 5 p.m. and the trails daily 7 a.m. to dusk (MSV). In 2026 the museum’s heritage plant sale was May 16-17 (2026 listing). In 2027 its exhibition “About Bloomin’ Time: 100 Years of the Apple Blossom Festival” runs from March 6 to mid-August (museum events).

Apple Blossom weekend first

The Shenandoah Apple Blossom Festival runs April 23 to May 2, 2027. In 2026 the Apple Blossom Antique Car Show followed at Jim Barnett Park on the Saturday before Mother’s Day, May 9 (2026 listing). Expect downtown street closures and event parking fees during festival week; the Parking Authority posts them.

What this means for you

• Reserve early: the 2026 hotel luncheon required reservations and the West Oaks brunch required advance tickets.
• Check back in April, when venues post their 2027 Mother’s Day plans.

Related: date night in Winchester, farmers markets and Father’s Day.

Frequently asked questions

When is Mother’s Day 2027?

Mother’s Day is Sunday, May 9, 2027.

Where can I take Mom for Mother’s Day brunch in Winchester?

In 2026 Patti’s Place served a Mother’s Day brunch from 11 a.m. to 3 p.m., West Oaks Farm Market held a brunch buffet from 11 a.m. to 1 p.m. and the George Washington Hotel held a luncheon buffet from noon to 3 p.m. None had posted 2027 plans on Oct. 19, 2026.

Is the Apple Blossom Festival before Mother’s Day in 2027?

Yes. The 100th Shenandoah Apple Blossom Festival runs April 23 to May 2, 2027, the week before Mother’s Day, according to the festival’s event listing.

Does the George Washington Hotel do a Mother’s Day buffet?

It did in 2026: a luncheon buffet in the Grand Ballroom on May 10 from noon to 3 p.m., with reservations required by phone at 540-771-2736.