Bridge District, D.C.’s newest riverfront community blending nature and culture, is inviting the community to its free fall outdoor movie series along the waterfront. In partnership with Firefly Hospitality, BLEX Media, and Sandlot Anacostia, guests are encouraged to bring picnic blankets and lawn chairs to enjoy the big screen under the stars. Complimentary popcorn will be served, with local food and drink available for purchase. The lineup includes Black Panther on Friday, August 29, The Sandlot on Friday, September 19, and Hocus Pocus on Friday, October 10. Doors open an hour before showtime, and the event is free and open to the public with registration available on Eventbrite HERE.

Planet Wine Shop invites guests to an exclusive seated tasting experience at Españapalooza, a vibrant celebration of Spain’s rich wine culture. On Saturday, September 6, from 12 to 5 PM, attendees will explore 30 exceptional wines from Spain’s diverse regions, all hosted at Planet Wine, located at 2004 Mount Vernon Avenue in Alexandria, VA. Get your tickets HERE.

DC, get ready! The fourth annual WACA DMV Vendor Showcase returns to The Four Seasons Washington DC from 6pm-9pm September 4th — bigger, bolder, and better than ever. ✨ This premier event brings together the region’s top hospitality professionals for an evening of networking, learning, and luxury service showcases. 🎟️ Tickets are on sale now — secure yours before they’re gone! Get your tickets HERE.

Mallard will host a distinguished South African Wine Dinner on Thursday, September 25th, featuring Thelema Mountain Vineyards of Stellenbosch. Guests will be welcomed by the estate’s owner for an intimate evening showcasing Thelema’s award-winning wines alongside a four-course dinner curated by Chef Hamilton Johnson. Known for its high-altitude vineyards on the slopes of Simonsberg Mountain, Thelema is celebrated for producing world-class Cabernet Sauvignon and wines that embody their unique terroir. With limited seating available, this exclusive $175 per guest event offers Washington, DC wine lovers a rare opportunity to engage directly with the vineyard’s philosophy of minimal interference winemaking and experience an elevated pairing menu that highlights the character of South Africa’s most acclaimed wines. Click HERE for tickets.

Josephine Old Town invites guests to an exclusive French Spritz Seminar and Tasting on Saturday, August 30 at 6:30 PM. Led by Neighborhood Restaurant Group Spirits Director Nick Farrell, the evening will guide attendees through the history and artistry of the spritz, featuring five unique variations to taste. Guests will learn how to select the ideal sparkling wine, incorporate seasonal fruits, and experiment with aperitifs beyond Aperol to craft refreshing spritzes for any occasion. Tickets are $65 per person, inclusive of tax and gratuity, for this immersive and celebratory experience at 109 South Saint Asaph Street in Alexandria, VA. Click HERE to purchase your tickets.

Iron Gate will host an intimate four-course dinner on Wednesday, September 10, 2025, from 6:30–9:00 PM, featuring wines from Tenuta di Castellaro of Lipari Island, Sicily. Special guest Daniele Sassi will guide guests through organically farmed Aeolian varietals—including Malvasia delle Lipari, Carricante, Corinto Nero, and Nero d’Avola—paired with Chef Tony Chittum’s seasonal, coastal-inspired menu. Tenuta di Castellaro is renowned for reviving historic Aeolian vineyards through organic farming and traditional albarello (“little tree”) training, producing wines of remarkable minerality and terroir. The evening offers both a guided tasting and the stories behind these volcanic-island wines, with tickets priced at $180 per person. Click HERE to grab your tickets.

The 4th Annual Annapolis Songwriters Festival will return September 11–14, 2025, bringing together nationally acclaimed artists, local talent, and thousands of fans for four days of live music across Annapolis. To kick off the celebration, a press event will be held on Wednesday, September 11, from 4:00–6:00 PM at Rams Head On Stage. Media are invited to attend for interviews with festival organizers and Visit Annapolis & Anne Arundel County representatives, as well as photo and video opportunities. Last year’s festival featured artists such as Lee Brice, Citizen Cope, and Natalie Hemby, with performances at City Dock, Maryland Hall, Rams Head On Stage, and along the popular “Songwriters Trail” of free pop-up showcases in local bars. This year’s full schedule will be released in late August HERE

Chicago comes to the nation’s capital with CHICAGO-PALOOZA: Chicago Brews, Cocktails, Shots, Dogs & Specials! On Saturday, August 23rd, The Roost/Shelter at 1401 Pennsylvania Ave SE will transform into a Windy City celebration, featuring loaded hot dogs, eight beers from Dovetail Brewery and Off Color Brewing, and four Chicago-inspired cocktails. Guests can sip like a local with the $10 Chicago Handshake beer-and-shot combo or go all out with the Windy City Circuit, a beer-shot-and-hot-dog pairing for just $15. From award-winning local brews to iconic bites and playful cocktail creations, this all-day event runs from 12:00pm to close with no admission fee, making it the perfect way for both Chicagoans and fans alike to celebrate in style.

Bubbles and Bites: Deep Creek Lake Centennial will mark the lake’s 100-year celebration with a special after-hours event at FireFly Farms Market on Thursday, August 28, 2025. Guests can indulge in fine wines, local beer, cider, and non-alcoholic drinks paired with all-you-can-eat cheese, hors d’oeuvres, and live music. The evening also includes 10% off all market purchases, along with raffle entries for a creamery tour and a three-month Cheese Club subscription. With local flavors, festive bites, and a lively atmosphere, this 21+ celebration promises a memorable tribute to Deep Creek Lake’s centennial. Tickets are priced at $79.91. Click HERE to grab your tickets.

Downtown Bethesda invites dog lovers to Yappy Hour & “Pop Up” Dog Park at Elm Street Park, held in partnership with Montgomery Parks. Guests can enjoy evenings of parks, parties, and play on Thursday, September 18 from 6–8 PM, and Thursday, October 9 from 5–7 PM. Local Bethesda restaurants will be on site at each event, offering food, beer, and wine for purchase, making it the perfect mix of community fun and tail-wagging excitement. Click HERE for more information.