4 Best Dates in Georgetown

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You already know that Georgetown is rich with history, cultural, and natural beauty on every corner.

Did you also know that it’s one of the most romantic and exciting places to explore on a date night?

Did you also know that the best dates in Georgetown are right around the corner from your Circle Arms Apartment?

Hooray! Its time to get dressed up and Jazzy.

Today, we’re sharing some of our favorite things to do in Georgetown when you’re looking to impress that special someone. Whether you’re looking for an outdoor adventure, a candlelit table, or a night full of live music, we’ve got you covered.

Read on to learn five new go-to spots that are sure to impress!


1. Check Out Blues Alley

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This local favorite is marketed as the nation’s finest jazz and supper club. It’s also the oldest continuing one in existence, and it only gets better with age.

For the past five decades, Blues Alley has seen a steady rotation of some of the finest musicians around, all showcasing their talents on the venue’s trademark Yamaha grand pianos. 

Their early influence paved the way for D.C. to become one of the earliest and most prominent centers of the jazz movement, a tradition that continues today.

Founded in 1965, the hidden gem has hosted the likes of Dizzy Gillespie, Charlie Byrd, Maynard Ferguson, and Eva Cassidy in an intimate setting that’s ideal for a special date.

Now, up-and-coming musicians and big names alike continue to grace the stage.

Look for the 18th-century red brick carriage house in the heart of downtown Georgetown, and come hungry. 

Blues Alley specializes in authentic Creole cuisine, as well as some of the best steak and seafood dishes in town, and it is one of the best dates in Georgetown


2. Walk the C&O Canal

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Standing for Chesapeake and Ohio, the C&O Canal was operable from 1831 to 1924, traveling along the Potomac River from D.C. to Cumberland, Maryland. 

For nearly 100 years, it served as a vital waterway, taking lumber, coal, and agricultural products to communities along the river.

Now, it’s a National Historical Park that’s perfect for exploring with a date!

While there are hiking and boating opportunities along the river, one of the best ways to explore the Georgetown side of the Canal is to travel on foot.

As you walk along the route, you’ll see firsthand the steps that the city takes to preserve its natural parks and spaces. 

Despite ongoing development, D.C. remains filled with lush flora and fauna, and spots like the C&O Canal remain treasures amid the traffic.

While the entire path spans 184.5 miles, there are plenty of beautiful things to do right within Georgetown. 

Begin at Mile Marker Zero at the Potomac River and begin by exploring the first mile of the Canal! Along the way, you’ll pass several historic structures, as well as dedicated educational spaces, a mule yard, and more.

Use this time to explore the beauty of the city and get to know your date! It’s an easy path with sights at every stop. The best part? It’s completely free!

Here are a few more free things to do around D.C. when you’re planning a date night on a budget!


3. Visit the Old Stone House


Do you or your date love history? If so, a visit to the Old Stone House should be high on your list!

This is one of the best dates in Georgetown and it’s the oldest standing building in the city still intact on its original foundation, this house was nearly 60 years old when the British invaded D.C. in 1814! 

Now, it’s part of the National Park Service and open to the public daily as a stunning example of pre-Revolutionary architecture. 

This is another free date idea and one that’s sure to get you talking. Take a step back in time as you cross the threshold and learn facts about your city that you never knew.

A knowledgable park ranger will meet you when you first arrive, detailing the rich and vibrant history that’s contained within the home’s walls. 

Take your time and explore the bedrooms, kitchen, and parlor, all of which stand as a stunning example of the 18th-century style that defined the early American period.


4. Stroll Around Dumbarton Oaks


Does the idea of visiting a secret garden with your beloved sound like an ideal date night? If so, Dumbarton Oaks is a must-visit spot.

Lush, secluded, and full of vibrant trees, shrubbery, and flowers, this gorgeous park has been compared to the book The Secret Garden, and it doesn’t take long to see why.

As you stroll around, you’ll notice classical fountains, gorgeously landscaped greenery, and winding pathways that make it easy to spend hours getting happily lost amid the greenery.

Set aside an afternoon to explore the 27 acres that comprise Dumbarton Oaks. 

Better yet, pack a picnic and climb to the top of the park’s hill, the highest in Georgetown. From that vantage point, you’ll feel like the king of the world!

When you’re ready to wind down, head to the adjacent museum, which features interesting Byzantine and Pre-Columbian artwork. 

There’s even an on-site Music Room that holds concerts and lectures throughout the year!


Explore The Best Dates in Georgetown Today


Full of gorgeous architectural style and infinite pizazz, Georgetown is a city built for date night.

Whether you want to spend yours outdoors, in a low-light jazz club over lobster, or exploring some of the city’s most fascinating historical relics, you’re sure to have a great time.

Looking for more things to do as a local Circle Arms resident? These are only some of the things to do in Georgetown! 

Check out our blog for all the insider news you need. From the best spas to the most exciting sports events, we’ve compared it all, so you don’t have to.

Adventurous dates are the types that bring out the mysteries of the night! 

Looking to start a new chapter? Search for Apartments in DC today!

Explore the history, waterways, forests, and jazz of the nation’s capital.

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