National Harbor will host its annual Community Day on Sunday, September 20, from noon to 4:00 p.m., bringing residents and visitors together for an afternoon of celebration, connection, and family-friendly fun. The event will feature live performances, free health screenings, activities, giveaways, community resources, and local vendors and organizations. Guests can connect with health care professionals, local agencies, recruiters, community partners, and more while celebrating the vibrant spirit of National Harbor and the surrounding Prince George’s County community. Click HERE for more information.

La’ Shukran is celebrating its second anniversary with a lively evening of bites, cocktails, music, and dancing on Wednesday, September 23 from 7:00 to 11:00 p.m. Guests can celebrate at the Levantine bistro with a welcome drink, passed snacks served from 7:00 to 9:00 p.m. featuring La’ Shukran favorites alongside new flavors, and vinyl DJ sets throughout the night. The bar will also be serving à la carte favorites, while the rooftop will be open for fresh air and dancing, weather permitting. Tickets are $153.75 per person, plus tax. Click HERE to grab your ticket.

Bourbon Steak at the Four Seasons Hotel will host An Evening with Château Cos d'Estournel on Wednesday, September 30 from 6:30–9:30 p.m. Guests will experience seven exceptional wines from the iconic Bordeaux estate, guided by Château Commercial Director Charles Thomas, including the multiple 100-point-scoring 2016 vintage and the legendary 2010 served from magnum. The wines will be paired with a specially curated four-course menu, beginning with a Champagne reception at 6:30 p.m. before dinner at 7 p.m. Tickets are $495 per person and include dinner, wine, and gratuity. Click HERE to purchase your tickets.

Fiola Mare will host a special wine dinner in collaboration with legendary Tuscan estate Isole e Olena on Tuesday, September 22 at 6:30 p.m. Distinguished estate guest Eleonora Guerini will guide guests through a selection of wines while sharing the stories and craftsmanship behind each pour. The evening will feature a thoughtfully curated five-course menu by Chef Brinn Sinnott, paired with standout selections including Chardonnay 2023, Syrah 2020, Cabernet Sauvignon 2019, Cepparello 2020, and the rare Vin Santo 2011. Held at Fiola Mare in Georgetown, the intimate experience offers guests the opportunity to explore one of Tuscany’s most storied estates alongside Fiola Mare’s coastal Italian cuisine. Tickets are $298 per guest, and seating is limited. Click HERE to reserve your spot.

On Wednesday, September 16, Jill will host a special Oktoberfest edition of the live Online Cheese Class, taking guests on a tasting journey through Germany. The lineup features five German favorites, including Butterkäse, Alp Blossom, Grand Noir, Limburger, and Black Forest Schinken Ham, paired with Düsseldorf mustard and pumpernickel. Guests can also add a glass of Wittmann 100 Hills Pinot Blanc Dry 2024 from Rheinhessen, a crisp German wine that pairs perfectly with the Oktoberfest-inspired spread. Click HERE to grab your spot.

The historic village of Waterford welcomes visitors for the 82nd Annual Waterford Fair, October 2–4 from 10:00 a.m. to 5:00 p.m. Virginia’s oldest juried crafts fair features handmade works from American artisans, original art, traditional music, historic home and garden tours, living history, local food and drinks, and family-friendly activities. New this year, general admission includes access for all three days. Tickets are $20 in advance and $25 at the gate, with free admission for children 12 and younger. Click HERE to grab your tickets.

Jack Rose is celebrating National Bourbon Heritage Month throughout September with a month of tastings, cocktail specials, bourbon-infused dishes, and special events. Guests can sip rotating $12.00 bourbon cocktails, including an Old Fashioned, Bourbon Espresso Martini, and Milk Punch, alongside complimentary Monday tastings and dishes like Whiskey Wings and Bourbon Glazed Pork Belly. Special events include a September 13 summer releases tasting, Brunch with Jim Beam Master Distiller Fred Noe on September 20, and a Vintage Bourbon Tasting on September 27 featuring bottles from the 1970s and ’80s; jackrosediningsaloon.com

Bastille is marking its 20th anniversary throughout September with a series of food and wine specials celebrating 2 decades in Alexandria. Highlights include Icons at 20 on September 17, a 4-course anniversary dinner with wine pairings for $155.00, the monthlong 20.06 List featuring rotating bottles of wine for $20.06; and Cake + Bubbles on September 19, when dinner guests will receive a celebratory treat and bubbles. Guests who purchase $100 in gift certificates during September will also receive a $20 anniversary bonus; bastillerestaurant.com

Get ready to rewind the clock at this ’80s-themed concert featuring live music from The Rockits. The six-piece band brings an energetic mix of classic hits, soulful grooves and dance-floor favorites, with plenty of sing-along moments to keep the party going on the waterfront. 6:30 - 8:30 p.m. Free to attend. Register here!

Break out the apples and honey, the High Holidays are showing up early this year. Rosh Hashanah, the Jewish New Year, begins at sundown on Friday, September 11 and runs through nightfall on Sunday, September 13, kicking off the Ten Days of Repentance that lead into Yom Kippur, the Day of Atonement, beginning at sundown on Sunday, September 20 and ending the night of Monday, September 21.Rosh Hashanah is the sweet one, apples dipped in honey, round challah, and the sound of the shofar calling in a new year, all in hopes of tipping things toward a good one. Yom Kippur is the solemn one, a full day of fasting, reflection, and atonement that closes out those ten days before everyone gathers to break the fast together.So to everyone celebrating, L'Shana Tova, here's to a sweet 5787. Whether you're hosting, headed to someone else's table, or just here for the apples and honey, here's everything you need to know to celebrate well this year. Click here to see the full list!