- Odenton, MD
- Magician / Family Entertainment
- 13 miles from Annapolis
- $300 and up
Julia F. said
“We hired Scott for a 29th birthday party and he was so great, exceeded our expectations! ”
The 143 Best Family Entertainers for hire in Annapolis, MD
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305 Family Entertainers serving Annapolis, MD
- Silver Spring, MD
- Balloon Twister / Family Entertainment
- 29 miles from Annapolis
- $ 145 - $ 275 and up
Alex S. said
“The Polka Dot Man was fantastic for our daughter’s birthday party. He did an incredible job engaging not just the kids, but the entire family, and kept everyone laughing and involved from start to... ”
- Washington, DC
- Magician / Family Entertainment
- 30 miles from Annapolis
- $300-$6000
Jennifer J. said
“I hired Michael for my sister's Bachelorette party, and I'm so glad I did! We talked for days about his show, wondering how on earth he managed to pull off some of his illusions. Some of them were... ”
- Washington, DC
- Magician / Family Entertainment
- 30 miles from Annapolis
- $300-$1000
Nimah G. said
“Charlie performed for my husbands small birthday party at home and we all had an amazing time! It was like hanging out with a funny friend who can do amazing tricks. Would highly recommend! ”
- Washington, DC
- Magician / Family Entertainment
- 30 miles from Annapolis
- $1,000-$15,000
Cindy A. said
“Dan strolled around the party and kept everyone entertained! We will be inviting him back next year for our Holiday Party! ”
- Waldorf, MD
- Magician / Family Entertainment
- 33 miles from Annapolis
- $350 and up
Jacob T. said
“We asked Don Juan for a half hour performance on our 8 year old daughter's birthday party and he really delivered! He has fantastic magic tricks and jokes and kept both kids and adults entertained. We... ”
- McLean, VA
- Magician / Family Entertainment
- 37 miles from Annapolis
- Contact for rates
Amu F. said
“Taie gave my teenage son an unforgettable surprise: from incredible card magic to mentalist tricks and Rubik’s Cube illusions. He made the booking seamless, coordinating everything discreetly over... ”
- Potomac, MD
- Magician / Family Entertainment
- 39 miles from Annapolis
- $325 to $1500
Steph B. said
“We booked Vick for a Friendsgiving party at my house and he is 10000000% worth every dollar. The show was captivating from beginning to end and all my friends were so astounded by all the elements... ”
- Oxon Hill, MD
- Photo Booths / Family Entertainment
- 29 miles from Annapolis
- $399-$999
Ydiany Q. said
“We had a great experience with KLAM’s mirror photo booth. The team arrived early and completed setup quickly. The team members on-site were incredibly kind, professional, and helpful throughout the... ”
- Washington, DC
- Caricaturist / Family Entertainment
- 30 miles from Annapolis
- $250-1850
Veronica said
“Adam is phenomenal! Super chill! All my guests loved him! He drew all my 110 guests in 3 hours. He was a whole vibe! And made my birthday even more special! Thank you so much! ”
- Washington, DC
- Game Show / Family Entertainment
- 30 miles from Annapolis
- $300-$2000
Madeline K. said
“I highly recommend Nick and Capital Trivia! He was great to work with, did a wonderful job in our custom corporate event trivia, brought his own equipment, and generated fun and engaging questions —... ”
- Washington, DC
- Magician / Family Entertainment
- 30 miles from Annapolis
- Contact for rates
Ashley R. said
“Mike’s performance at my Birthday Party at Casa Loma , Toronto on Oct 6, 2025 left our 60 guests in awe and puzzling as to how he was able to execute what appeared to be impossible tricks, some of... ”
- Owings Mills, MD
- Photo Booths / Family Entertainment
- 34 miles from Annapolis
- $100 and up
Rhonda J. said
“They did an excellent job with our balloon displays and accurately interpreted my request. I will definitely use this company for future events! ”
- Gaithersburg, MD
- Magician / Family Entertainment
- 40 miles from Annapolis
- Contact me for rates
Umar S. said
“We hired Avnish to perform at our outdoor wedding reception in Connecticut in front of about 150 guests, and it ended up being such a fun and memorable part of the evening. He performed a short show... ”
The Fortune Photobooth
New member- Columbia, MD
- Photo Booths / Family Entertainment
- 25 miles from Annapolis
- Contact us for rates
RATED 5 STARS ON YELP!! featured in the Howard County favorite Photo booth Located in Columbia, Maryland. The Fortune Photo Booth proudly serves the DMV...
- Baltimore, MD
- Face Painter / Family Entertainment
- 22 miles from Annapolis
- $150 and up
Andy G. said
“Kim was awesome, the face painting was a huge success and the kids (and parents) all loved it. She was a pleasure to work with and we will definitely consider using her services again! ”
- Arlington, VA
- Caricaturist / Family Entertainment
- 33 miles from Annapolis
- $100/hr / client pays parking fee
Abby said
“Wonderful and professional. ”
- Washington, DC
- Balloon Twister / Family Entertainment
- 30 miles from Annapolis
- Contact for rates
Obha O. said
“Thank you Stripes for being so amenable and transparent with communication! ”
- Towson, MD
- Balloon Twister / Family Entertainment
- 30 miles from Annapolis
- $100+ per hour
Tora N. said
“Personable and the kids loved him ”
- Crofton, MD
- Balloon Twister / Family Entertainment
- 11 miles from Annapolis
- $150 & up
Jamie D. said
“We really enjoyed having Sarah! She was communicative before the event, showed up on time, and cleaned up after her shift. The kids all enjoyed the range of balloon creations, although most wanted... ”
- Hanover, MD
- Face Painter / Family Entertainment
- 19 miles from Annapolis
- $125
Lola said
“Ms Sarah is such an adorable soul. Very calm and professional. She was helpful from beginning till she was done. I can’t wait to book her again. ”
- Baltimore, MD
- Caricaturist / Family Entertainment
- 22 miles from Annapolis
- Contact for rates
Cotton M. said
“Highly recommend! We hired him for my niece’s 11th birthday party, and he was absolute magic with the kids. He is incredibly kind, patient, and has the most wonderful energy. He went above and... ”
- Baltimore, MD
- Photo Booths / Family Entertainment
- 22 miles from Annapolis
- Contact for rates
Michele S. said
“Our Holiday party was a success and our associates absolutely LOVE the 360 photo booth. Thank you! ”
- Windsor Mill, MD
- Face Painter / Family Entertainment
- 28 miles from Annapolis
- $100 and up
Ruchel C. said
“Lora was incredibly accommodating with her time, especially as we had more children interested in face painting than anticipated. She was a pleasure to work with and was a wonderful addition to our... ”
- Washington, DC
- Photo Booths / Family Entertainment
- 30 miles from Annapolis
- $300 and up
Margaret K. said
“So glad I booked with Shad360, the team is super knowledgeable and detailed. I appreciate the attention to detail and the suggestions the team brings. I would highly recommend booking for a great... ”
- Alexandria, VA
- Face Painter / Family Entertainment
- 32 miles from Annapolis
- $100-155
Lizbeth H. said
“We had such a great painter. She was fast and also great with the students at our school's spring festival! Will be booking for future events! ”
- Fort Belvoir, VA
- Face Painter / Family Entertainment
- 40 miles from Annapolis
- $150 per hour and up
Andrea R. said
“Lindsey was amazing! The quality of her work is astounding and she really made all the kids feel comfortable. I will definitely booking her services again. ”
- Annapolis, MD
- Photo Booths / Family Entertainment
- $899.99 to 1299.99
Traci H. said
“They were great and a lot of options for my attendees. So many options to get pictures and the printed out ones were great. And BONUS....as the planner i got a copy of every picture taken in a scrap... ”
- Bowie, MD
- Photo Booths / Family Entertainment
- 16 miles from Annapolis
- $250 -2500
Island C. E. said
“Highly recommend the new 360 Birds Eye view set up for your next event. The line was steady all night - an easy event home run. Lovell and his team are wonderful to work with and very flexible. I was... ”
- Baltimore, MD
- Face Painter / Family Entertainment
- 22 miles from Annapolis
- $125 - $150
Desiree S. said
“I had the privilege to use Funtastic Faces by Tashia for the past two years for my summer drama camp (Encore Summer Drama Camp) and it has been nothing short of an amazing, wonderful experience. I... ”
- Baltimore, MD
- Balloon Twister / Family Entertainment
- 22 miles from Annapolis
- $125 - $150 an hour
Michael M. said
“Brenda was wonderful! Professional, personable, and had so many balloon designs for the kids to choose from!! Definitely a huge hit with our guests, we'll be booking her again! ”
- Baltimore, MD
- Face Painter / Family Entertainment
- 22 miles from Annapolis
- $75-$500
Frederick H. said
“Our face painter showed up early to get set up and she was all set to go at the designated time. She was so friendly and very talented! ”
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About booking Family Entertainment in Annapolis, MD
Family events come to life with entertainment that delivers fun, laughter, and unforgettable memories for every generation. The right performers set the tone, whether it’s a lively musician or DJ getting everyone dancing, or a magician who amazes kids and adults alike. From face painters and balloon twisters to jugglers, clowns, and interactive games, professional entertainers transform birthdays, picnics, reunions, and community gatherings into joyful celebrations.
The cost of hiring family entertainers in Annapolis, Maryland will vary depending on the type of entertainment, their experience, and the length of the performance. Services like balloon twisting may be cheaper than more involved performances like magic shows. Contact the local acts above to discuss your event and receive a customized quote.
As you explore Annapolis family entertainers, check out profiles to learn about their party packages, browse photos, and watch promotional videos. Then, read reviews from past clients to see how they’ve brought the fun to similar events. When requesting a quote, communicate things like your event location, audience size, performance space, and desired atmosphere to get the most accurate pricing.
Once you find the performer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book family-friendly entertainment. You can message the acts, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just sit back and let the family fun begin!
Family Entertainment serving the Annapolis, MD area
These Family Entertainment serve the wider Annapolis and Anne Arundel county area and travel to Parole, Arnold, Foxmoor, Edgewater, Riva, Mayo, Herald Harbor, Crownsville, Severna Park, Gibson Island, Davidsonville, Arden on the Severn, Lake Shore, Shady Side, Stevensville, Galesville, Pasadena, Millersville, Harwood, West River, Crofton, Chester, Gambrills, Lothian, Churchton, Riviera Beach, Odenton, Deale, Glen Burnie, and Tracys Landing.