Top 27 May events to check out in Washington, D.C., Maryland, and Virginia

by McEnearney on May 1, 2019


May marks the time of year where you see more and more people outside, soaking in as much fresh air and vitamin D as possible! The warm weather brings out cheer and joy in people after a long, cold winter. Check out our curated selection of best events in May to get out and about around Washington, Northern Virginia and Maryland this month.

From garden and flower-centric events outdoors to food, wine and festival fun around the region, there is something for everyone.

We have a selection of Memorial Day events, as well as a nod to other special “days” in May. May 1st is May Day, harkening in the spring. Also, in honor of the May 1st designation in Hawai’i as Lei Day, check out the local Hawai’ian Cultural Festival this month. Don’t forget Mother’s Day on May 12th—check out our list of this year’s brunch recommendations!


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National Cathedral Flower MartMay 3, 10 a.m. – 6 p.m. and May 4, 10 a.m. – 5 p.m.
3101 Wisconsin Ave NW Washington, DC 20016
Promoting natural pollination in the cathedral’s gardens. Since 1939, All Hallows Guild has held Flower Mart as a benefit for the Cathedral’s gardens and grounds. Includes the Flower Mart as well as several events for the whole family: Cathedral Tower Climb, Taste in the Tower, children’s activities, and international floral displays. Make a donation here.
Check individual events and attractions for more information and tickets. 


Takoma Park House & Garden TourMay 5, 1 – 5 p.m.
7328 Carroll Avenue Takoma Park, MD 20912
Explore the history of Union Chapel and the first town election while admiring the gardens.
$22 | Tickets


Tuckahoe Home and Garden TourMay 11, 12 – 5 p.m.
6550 26th St N, Arlington, VA 22213
This annual fundraiser supports the award-winning Discovery Schoolyard program at Tuckahoe Elementary School. McEnearney Associates Arlington office is a sponsor.
$30 | Tickets sold at Tuckahoe Elementary School


Georgetown Garden Tour May 11, 10 a.m. – 5 p.m.
1619 35th Street, NW Washington, DC 20007
This year’s tour takes the visitor through seven beautiful and interesting hidden Georgetown gardens.
$40- $45 | Tickets


Capitol Hill Restoration Society House & Garden Tour May 11, 4 – 7 p.m. May 12, 1 – 5 p.m.
The Tour footprint lies between 10th and 13th Streets from Constitution Avenue NE to E Street SE.
$35-$40 | Tickets
All the houses participating in the Capital Hill Home & Garden Tour: 330 Adolf Cluss Ct, SE; 922 South Carolina Ave, SE; 1000 South Carolina Ave, SE (garden only); 316 10th St, SE; 255 11th St, SE; 245 11th St, SE; 15 Gessford Ct, SE; 224 12th St, SE (garden only); 132 13th St, SE; 1227 Massachusetts Ave, SE; 162 Tennessee Ave, NE; 1100 Constitution Ave, NE (garden only); 1112 East Capitol St, NE; 1023 East Capitol St, NE (garden only); 154 11th St. SE (garden only)


Chevy Chase Garden Tour – May 18, 10 a.m. – 5 p.m.
1 Quincy Street, Chevy Chase, MD 20815
A tour of eight charming and private gardens in the historic Chevy Chase Village.
$30-$40 | Tickets






May Day Celebration – May 1, 6 p.m. – 1 a.m.
The Gibson, 2009 14th Street, NW Washington, DC 20009
May Day is an annual holiday of pagan origin meant to welcome the arrival spring. Each year, The Gibson (an area speakeasy) hosts a celebration on their terrace, selling drink ticket vouchers and partnering with local florists and designers.


Virginia Gold Cup Races May 4, 10 a.m. – 7:30 p.m.
5089 Old Tavern Rd, The Plains, VA 20198
Race day activities include terrier races, shopping, hat contests, tailgate contests, and some of the best steeplechase racing you’ll find anywhere.
$25+ | Tickets


Passport DC Around the World Embassy TourMay 4, 10 a.m. – 4 p.m.
Dupont Circle and Van Ness/UDC Metrorail stations
Travel the world as you can experience the food, art, dance, fashion, and music of different countries all within walking distance. Make sure to have a photo I.D. with you.
Free Admission


Cinco de Mayo Bar Crawl – May 4, 1 – 9 p.m.
Various locations, Washington, D.C.
The 5th of May cannot come and go without an appropriate celebration. Participating locations include Decades, Dirty Bar, Rewind, Rosebar Lounge, Taqueria Local, and City Tap House Dupont. 21+ event.
$20 | Tickets


Fiesta Asia! Street FairMay 5
916 Ellsworth Dr, Silver Spring, MD 20910
Fiesta Asia Silver Spring brings together the diverse Asian cultures on one street where participants can experience the richness of the arts and tradition the region has to offer.
Free Admission


JxJ: A Multidisciplinary Jewish Film, Music and Arts Festival – May 8 – 26
Encompassing the Washington Jewish Film Festival (now in its 29th year) with screening locations throughout D.C., the Washington Jewish Music Festival with a wide selection of concerts, and other hybrid and cultural events.
Check individual events for ticketing information


Kensington Dog Parade – May 11, 9 a.m.
Flinn Park, Kensington
Who doesn’t want to show off their four-legged bestie? Join the Town of Kensington and McEnearney Associates for a day made to celebrate all our furry friends!
Free Admission


Bethesda Fine Arts Festival May 11, 10 a.m. – 6 p.m. and May 12, 10 a.m. – 5 p.m.
Garage 36 – Auburn – Del Ray Garage
Delight in fine art created by 130 of the nation’s best artists, live entertainment and Bethesda restaurants.
Free Admission


SCAN of Northern Virginia Croquet and IPA Day – May 16, 5 p.m. – 8 p.m.
Waterfront Park, Old Town Alexandria
McEnearney Associates is proud to sponsor SCAN’s 7th Annual Croquet Day. Grab a refreshing beverage, enjoy some fabulous bites, and have fun with some corn hole or croquet! Register with your company, team up with your friends and family, or join the fun as a spectator!


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Photo courtesy of Mount Vernon


Mount Vernon Wine Festival & Sunset TourMay 17 through 19, 6 – 9 p.m.
3200 Mount Vernon Hwy, Mt Vernon, VA 22121
Celebrate the history of wine in Virginia with exclusive evening tours of the Mansion and cellar and appearances by Martha Washington and other people from Washington’s world.
$42-$48 | Tickets


Quarterfest BallstonMay 18 and 19, 12 – 6 p.m.
Wilson Blvd, Between N Taylor and N Randolph in Arlington, VA
Formerly known as “Taste of Arlington,” this is a must-see festival. Come enjoy live entertainment, street pub crawl, food truck alley, and celebrate girls on the run!
$35+ | Tickets


Hawaiian Cultural Festival – May 17 – 19
Smithsonian Museum of the American Indian, Independence Ave, SW Washington, DC 20560
King Kamehameha – respected Native Hawaiian warrior, leader and diplomat – united the Hawaiian Islands into a royal kingdom in 1810. Learn about the King’s legacy through a variety of activities. Including “Hawai’i After Hours” at 6:30 p.m. on May 17, and with the Cultural Festival beginning at 10 am each day on May 18th and 19th.
After Hours Event May 17: $25 | Tickets.
Cultural Festival: Free Admission.


DC Dragon Boat FestivalMay 18-19 Starting at 6:30 a.m.
Thompson’s Boat Center 2900 Virginia Ave NW Washington, DC 20037
The Washington DC Dragon Boat Festival is a two-day festival held along the Potomac River complete with cultural exhibitions, craft demonstrations, and of course… dragon boat racing!
Free Admission


Lovettsville MayfestMay 25, 9:30 a.m. – 6:30 p.m.
6 Pennsylvania Avenue Lovettsville, VA 20180
Enjoy a day of warm sun, family activities, amazing food, and entertainment at Lovettsville’s Town Green and Town Square!
Free Admission


Best of Arlington Party 2019 – May 30, 6 p.m. – 9 p.m.
Celebrate all the best Arlington has to offer! Enjoy an evening of delectable dishes, bountiful beverages, and live music. McEnearney Associates is a proud sponsor of this event.
$65 | Tickets






National Memorial Day Choral Festival – May 26, 3 p.m.
John F. Kennedy Center for the Performing Arts, 2700 F St NW, Washington, DC 20566
Come sing in honor of America’s heroes from the American Revolution through Operation Iraqi Freedom, under the artistic direction of Dr. Craig Jessop. Not merely a festival for Washington, this is a major event which seeks to draw the attention of Americans to the real meaning for the holiday.
Free | Request tickets here and pick up on the day of the event


National Memorial Day Parade & Concert May 27, 2 p.m.
Constitution Ave NE, Washington DC
This is the largest parade of its kind in the U.S. It honors the memory of servicemen and servicewomen who died to protect American freedoms and values.
Free Admission


Nationals Baseball Game Against the Miami Marlins May 27, 1:05 p.m.
Nationals Park, 1500 S Capitol St SE, Washington, DC 20003
What better way to celebrate a holiday weekend than with some baseball! Check out how these teams are shaping up this season.
$16+ | Tickets


Falls Church Memorial Day Parade and Festival – May 27, 9 a.m. – 5 p.m.
300 Park Avenue, Falls Church, VA
Brings more than 10,000 visitors to City Hall grounds to enjoy the Don Beyer Fun Run, Veterans Ceremony, children’s activities, food, civic, and retail vendors. Parade starts at 2pm.
Free Admission


Remembrance Services at Arlington National Cemetery – May 25 – 27
Including flag laying, ceremonies and more. Check back closer to the date for official details on times and transportation recommendations. Each year, more than 135,000 people visit Arlington National Cemetery over Memorial Day weekend. (The high volume of visitors may create traffic congestion and delays.)
Details on last year’s weekend are here.


Rolling Thunder XXXII – May 24 – May 27
Washington D.C., various
This large motorcycle event is hard to miss. With the majority of events in the full schedule falling on May 26th and 27th, this is a yearly tribute to veterans. The schedule includes remembrance ceremonies at various monuments in the D.C. area. It began as an annual protest gathering in 1988 and has continued as a way to “never forget.”

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