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14 Georgetown Dates

Make memories in Georgetown with someone you love, a friend, a romantic interest, or a lifelong partner. Georgetown is full of unique experiences that will entertain you and your date while supporting local businesses along the Main Street corridor. Whether you’re cozying up with a cup of hot chocolate, enjoying a creative workshop, or savoring a delicious meal, each activity offers something special. By visiting these locally owned spots, you’re not just making memories—you’re helping small businesses thrive. Explore the charm of Georgetown and share the love with its vibrant community!

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Share a Hot Chocolate at Arcay Chocolates

Cozy up with the best hot chocolate in Georgetown, as raved about during the Georgetown Cookie Tour. Arcay Chocolates is a family business that started in Venezuela more than 15 years ago. Warm up with a friend or loved one while supporting this delightful local gem!

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Embrace History with Cocktail Experiences at Fountain Inn

Let the experts at Fountain Inn, Georgetown’s modern take on a colonial tavern, guide you and your date through an intimate cocktail experience. Sip and learn about the cocktails that have shaped history with the Historical Cocktail Tour or savor something stronger with the Blantons Bourbon Flight Tasting.

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Find Beauty at The Georgetown Garden Shop

Special for Valentine’s Day, receive a free bouquet with any purchase of $100 or more at the Georgetown Garden Shop. This locally owned boutique is a go-to for gorgeous blooms, garden accessories, and workshops starting in the spring. Find events information and more on their website.

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Unleash Your Creativity at Studio Lab’s Art Party

Get creative together at StudioLab RD’s Art Party! Paint freestyle on a large canvas with your partner, using brushes, spray paint, and more. Guided by artist Robin Davisson, this two-hour session in Georgetown includes all materials, refreshments, and professional canvas stretching so you can take your masterpiece home. It’s the perfect hands-on date night.

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Propose at Martin’s Proposal Booth

Sit in history at Martin’s Tavern’s Proposal Booth, the exact spot where JFK proposed to Jackie. This Georgetown landmark is the perfect place to share a meal with someone special, surrounded by decades of love stories. Whether you’re celebrating an anniversary, a first date, or just enjoying good company, it’s a unique and romantic spot to soak in Georgetown’s charm.

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Savor Jazz Night at Bistrot Lepic

For a romantic date night, Bistrot Lepic’s Wednesday Jazz Nights are the perfect mix of live music and French cuisine. Enjoy a three-course meal while listening to smooth jazz in an intimate, candlelit setting. With its cozy atmosphere and incredible wine selection, this longtime Georgetown bistro is a go-to for a classic, elegant night out.

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Get Hands-On at a Shop Made in DC Workshop

Get creative together at Shop Made in DC’s Georgetown workshops, where you can learn from local artists and craft something unique to take home. With a rotating lineup of classes—from screen printing and candle making to watercolor painting and collage—there’s something for every kind of maker. You can even drop in for free watercolor sessions every Friday or open craft hours on Sundays! No experience needed—just grab a ticket and get ready to make something special.

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Sip Coffee and Cuddle Kittens at Meow Maison

Spend a heartwarming afternoon sipping coffee while surrounded by adorable cats at Meow Maison. With 193 cats already adopted, you might even meet a new furry friend to bring home!

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Customize Printed Lattes at Café Georgetown

Say “Will you be my Valentine?” with a custom-printed latte. This local café puts a unique spin on your favorite drinks, making it a creative and heartwarming date idea.

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Create Everlasting Beauty at Roots Floral’s Preserved Flower Workshop

📍 1665 Wisconsin Ave NW, Washington, DC 20007

      inside Hunter & Huntress 
🌐 rootsfloraldc.com

Join Roots Floral’s preserved flower workshop to design a keepsake arrangement that lasts long after your date. This locally owned flower shop is perfect for crafting memories and supporting small businesses.

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Taste Beer Flights at The Sovereign

Sample craft beer flights at The Sovereign, a cozy spot celebrating artisanal brews. Their rotating beer list is perfect for adventurous beer lovers.

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Groove to the Music at Blues Alley Jazz Night

Enjoy an unforgettable night of live jazz and fine dining at Blues Alley, DC’s premier jazz club tucked in the heart of Georgetown.

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Let Loose at Clubhouse Karaoke or Game Night

Sing your hearts out or bring your competitive spirit to Clubhouse for a lively night of karaoke or games. A fun-filled evening awaits!

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Share a Plate of Pasta at Filomena

Indulge in Filomena’s famously delicious pasta for a romantic Italian dinner. This Georgetown institution has been delighting diners with its authentic flavors for decades.

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The Georgetown Main Street Program is funded in part by the Department of Small and Local Business Development and officially recognized as a DC Main Streets Program

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