Top 20 Fall Events & Festivals to Attend in DC, Maryland, and Virginia

by McEnearney on September 26, 2018

The end of September kicks off the beginning of Fall Festival Season! Whether you like to celebrate apples, pumpkins, beer and wine, or the rich cultural diversity of our region, it’s a great time to gather with friends and family. This list is just the start…we’ll be back with more events for November to get you geared up for the holidays.


Choose Your Location

Portrait of three beautiful young women buying meatballs on a food truck in the park.

WASHINGTON, D.C.


Art All Night
Various D.C. Neighborhoods
7 PM September 29 – 3 AM September 30
Free

This festival is perfect for night owls and art lovers, featuring over 100 different artists in 8 of the District’s neighborhoods for one night only! With local vendors and artists, there is everything arts and crafts, from paintings to sculptures big and small as well as various stages with fantastic music and artistic performances. Follow the fun and festivities on Instagram @artallnightmadeindc

 

Venetian Ball, Embassy of Italy
3000 Whitehaven St NW, Washington, DC 20008
October 6, 8:30 PM
Tickets $115-$150

After heading out to a local orchard for some apple picking, trade in your classic fall flannel for your finest attire. The Venetian Ball at the Embassy of Italy is the go-to black-tie event of the season. Enjoy a night of Mediterranean elegance and bliss right here at home with Italian food and drink, music and dancing, and more! Pick up a Venetian Carnival Mask to participate in a masquerade contest with your VIP ticket. In addition, a portion of every ticket purchase will be donated to the American Cancer Society.

 

All Things Go Fall Classic
Union Market, 1309 5th St NE, Washington, DC 20002
October 6-7
Tickets $65-$95, Children 7 and under are free with adult ticket purchase

Immerse yourself in local food, music, and interactive art at this two day festival in the heart of D.C. lets you experience the best of as well as the up-and-coming. Enjoy vegan and meat-lover food options and captivate your senses from the music to slow motion photo booths to virtual reality loungers.

 

The Yards Boardwalk Block Party
Yards Park, 355 Water St SE, Washington, DC 20003
October 7, 12 – 5 PM
$35 per person, all proceeds benefiting Project Sunshine

A new event for 2018! In addition to the beautiful river views from Yards Park, there will be lots of food and beverage options, including freshly shucked oysters. Try your luck with the dunk tank or just enjoy the live music of Three Man Soul Machine. So grab your friends and family and enjoy an afternoon on the Capitol Riverfront!

 

H Street Festival
H Street NE between 4th and 14th St NE
October 13th, 12 – 7 PM
Free admission

Starting out as a block party with 500 participants, the H Street Festival now brings more than 150,000 participants to this historical part of D.C. A long-anticipated and well-loved community event, the H Street Festival prides itself on showcasing local music, food, and artisans. Whether you’re a foodie or a fashionista, you’re sure to find something you love over the 11 blocks and 14 staging areas. Grab your friends and family and celebrate the cultural diversity of D.C. with a wide variety of music, performing arts, literature, heritage arts, fashion, and much more.

 

Taste of D.C.
Audi Field
October 26-27, Times Vary
Admission prices vary

Since 1989, Taste of D.C. has grown into the largest culinary festival in the Mid-Atlantic, complete with more than 50 of the area’s best restaurants, beer garden, and local artisan market. Stay entertained with live music and culinary shows while you chow-down and delectable bites and brews. Savor the fun – follow Taste of D.C. on Facebook, Instagram, and Twitter!

 

 

Knights tounament

Maryland


38th Annual Pumpkin Festival, Butler’s Orchard
22222 Davis Mill Rd, Germantown, MD 20876
September 29 & 30, October 6-8, 13-14, 20-21, 27-28
10 AM – 5 PM
$12 per person (Children 2 and under are free)

Butler’s Orchard Pumpkin Festival is full of fun for the whole family. Hay and pumpkin coach rides, two different mazes, giant slides, playground, corn hole, and more are included with admission. Fall goodies such as apple cider donuts, kettle corn, and pit beef are available for purchase. With over 300 acres, this family farm produces over 25 varieties of plants and produce, so don’t forget to stop by the Farm Market!

 

Taste of Bethesda
Woodmont Triangle, Bethesda, MD
October 6, 11 AM – 4 PM
Tickets sold on-site for food

Discover the best Bethesda has to offer! Enjoy a wide variety of food from over 60 restaurants as well as live entertainment across 4 stages. Be sure to stop by the kid’s corner filled with fun craft activities and face painting.

 

Renaissance Festival
1821 Crownsville Rd, Annapolis, MD 21401
Saturdays & Sundays through October 21st
$26 Adults Ages 16-61, $22 Seniors Ages 62+, $11 Children Ages 7-15, Children Under 7 Free

Step back in time at RennFest! This beloved fall festival includes period actors throughout the old-timey town, jousting tournament and field events, performing arts, artisan shops, and an incredible variety of fair foods including smoked turkey legs, cheesecake on a stick, and of course, mead. Souvenirs include everything from handmade furniture and clothing to $10,000+ swords. If you’re lucky, you might even come across the Crafty Celts, the official maker of accessories seen on Vikings, the popular History Channel historical drama.

 

O.C.toberfest
Ocean City, Maryland
October 20-21 & 27-28
Admission is free for most events

While most people don’t associate fall with heading out to the beach, Ocean City knows how to celebrate and bring together everyone’s favorite fall activities. In addition to Ocean City’s outstanding boardwalk, this two-weekend festival includes a Beach Maze, Howl-o-ween Pet Parade, two-story Haunted House, and one of the best Halloween Parades around.

 

Summers Farm Fall Fun
5620 Butterfly Ln, Frederick, MD 21703
Daily through October 31, Hours Vary
Admission prices vary

The live entertainment at Summers Farm is possibly the highlight of the fall with everything from pig races to Tim Hall the Magician, and rounding out a few nights with a great fireworks display – new for 2018! Make your way through the aMAZEing corn field and explore more than 45 attractions, you can even rent your own campfire site.

 

Montpelier Farms 2018 Fall Festival
1720 Crain Hwy, Upper Marlboro, MD 20774
Now through November 4th, Hours Vary
$12 per person (Children 2 and under are free)

Montpelier Farms Fall Festival is the epitome of a family fun park, complete with activities for every age including a 7-acre corn maze, roping range, slides, pumpkin bowling, and more! For a small additional fee, you can also partake in some pumpkin chunkin’ or make your own scarecrow. After a day of fun, be sure to stick around through the evening and relax by the bonfire.

 

 

Group of friends enjoying picnic while drinking red wine and eating snack appetizer outdoor - Young people cheering and having fun together - Focus on right bottom hands glasses - Vintage filter

Virginia


Devil’s Backbone Hoopla
200 Mosbys Run, Roseland, VA 22967
September 27-30

Enjoy the cooler nights at Devil’s Backbone Basecamp, Brewpup, and Meadows. You can camp out or come for the day. Along with well-loved local brews, the music lineup is a major highlight of this fall festival. There are plenty of hoopla happenings including corn hole, beer pong, brewery and tasting tours, guided hikes, cook-offs, face-painting, make-your-own pumpkin, arts and crafts activities, and 5k trail fun run.

 

Fall For Fairfax KidsFest
12000 Government Center Parkway, Fairfax, VA 22035
September 29th 10 AM – 7 PM
September 30th 10 AM – 5 PM

Likely to be the most family-friendly event of fall, the Fall for Fairfax KidsFest is especially intended to delight families with elementary age and younger children. You’ll find an interactive playground, live entertainment on two stages, and a variety of activities from pony rides to family Zumba!

 

Fall Wine Festival and Sunset Tour
Mount Vernon
October 5-7, 6 – 9 PM
Tickets

There’s no better way to kick off fall than a sipping wine and watching the sunset from the beautiful estate of George Washington. Enjoy unlimited samples from 20 Virginia wineries all while you relax to live music and serene views along the Potomac River. Share your experience with #mountvernonwinefestival.

 

43rd Annual Virginia Wine Festival
1300 Lee Hwy, Arlington, VA 22209
October 13-14, 11 AM – 6 PM
Tickets $15-$65, Children 6 and under are free

One of the best wine festivals around, the Virginia Wine Festival includes more than 200 Virginia Wineries and a pavilion dedicated to fresh oysters from the Chesapeake Bay regions of VA. Don’t worry, there is a multitude of additional food options as well as lots of vendors for some unique shopping. When you’re not sipping on wine or shooting oysters, kick back and relax to the lively local entertainment.

 

Hartland Farm Fall Festival
3205 Hartland Ln, Markham, VA 22643
Weekends through October 28th
Saturdays 10 AM – 5 PM, Sundays 12 – 5 PM
$10 per person (Children 3 and under are free)

Just outside of Front Royal, VA, Hartland Farms Fall Festival includes a corn maze, yard games, live music, 60-foot slide mountain, giant chess, pumpkin bowling, pig races, and fresh caramel apples and kettle corn. Don’t forget you can pick your own produce too!

 

Cox Farms Fall Festival
15621 Braddock Rd, Centreville, VA 20120
Open Daily through November 6, 10 AM – 6 PM
Admission prices vary

A Centreville, VA tradition, the Cox Farms Fall Festival is sure to delight with its incredible variety of activities over 90 acres. Admission includes giant slides, hayrides, farm animals, rope swings, straw tunnels, live entertainment, and fresh apples and cider. Be sure to check out the fresh pies from the fabulous festival market.

 

Pumpkin Village Fall Fest at Leesburg Animal Park
19270 James Monroe Hwy, Leesburg, VA 20175
Open Daily through November 6, Hours Vary
Admission prices vary

Now through November 6th, the Leesburg Animal Park is full of fall festivities including wagon rides, corn bin, hay maze, pony rides, petting zoo, fresh pumpkin and apple treats, and live entertainment. In addition to the Pumpkin Village Fall Fest, you can also catch exotic animals, live animal shows, indoor jungle gym, and a discovery room designed for kids.

 

Wayside Farm Fun
5273 Harry Byrd Hwy, Berryville, VA 22611
Saturdays, Sundays, and Columbus Day through November 4, 10 AM – 6 PM
$10 per person (Children 2 and under are free)

With over 120-acres, Wayside Farm is a fantastic stop to add to your fall festival list. Be sure to come out October 27-28 for the Donut Festival and Night Maze. As a fundraiser for the Loudoun Valley High School Performing Arts, the Night Maze has lots of boos and spooks as you make your way through the corn maze.

This entry was posted under Local Events, Neighborhood Guides and tagged , .
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