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BEST RATED BALTIMORE, MD ENTERTAINMENT COMPANIES

3 Best Entertainment Companies in Baltimore, MD

Expert-recommended Top 3 Entertainment Companies in Baltimore, Maryland. All of our entertainment companies actually face a rigorous 50-Point Inspection, which includes customer reviews, history, complaints, ratings, satisfaction, trust, cost and general excellence. You deserve only the best!

Watershed Entertainment - Baltimore, MD Entertainment Companies - Event Entertainment Image
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WATERSHED ENTERTAINMENT

(4.9 Score)
6407 White Oak Ct,
Baltimore, MD 21701 Directions

Since 2012

Specialty:

✓Wedding Bands ✓Watershed DJs ✓Ceremony Musicians ✓Jewish Weddings ✓Wedding Services ✓Corporate Events ✓Dance Bands ✓Duo and Trio ✓Solo Guitar ✓Solo Piano ✓Jazz Duo

" Watershed Entertainment is a different type of entertainment agency that strives to treat the bands with whom they work and their clients like family. The company concentrates on matching the best local talent with discerning clients. They believe that working with real bands that play together regularly is integral to providing a high-quality performance. They are musicians themselves, and you might still see them playing at your favorite hole-in-the-wall bar after talking to them on the phone that day. They treat both the bands they collaborate with and their clients like family. Watershed Entertainment’s commitment to working with real bands that perform together regularly is key to delivering top-notch performances.

2026 Highlights: Watershed Entertainment specializes in delivering top-tier sound, lighting, and live music production for events of all sizes. Whether you're hosting a conference, holiday party or fundraiser, their expert team ensures flawless audio, stunning visuals, and seamless execution."

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License #W15109317

Price:

For Private Event Solo Musician Minimum Spend: $850

Contact:

(301) 706-5496

Mon-Sun: 8am - 4pm

TBR® Inspection Report:

Starleigh Entertainment - Baltimore, MD Entertainment Companies - Event Entertainment Image
Starleigh Entertainment - Baltimore, MD Entertainment Companies - Entertainment Highlights
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STARLEIGH ENTERTAINMENT

(4.9 Score)
P.O. Box 18251,
Baltimore, MD 21227 Directions

Since 1971

Specialty:

✓Bands ✓Acoustic Acts ✓DJs ✓Karaoke ✓Comedy ✓VIP Entertainment ✓Wedding Entertainment ✓Corporate Event Entertainment ✓Club Entertainment ✓Sound Production ✓Lighting ✓Video Screens

" Starleigh Entertainment has created a team with strategic partners to become the premier entertainment and event agency throughout the Mid-Atlantic, with goals set for the next 3-5 years. The company has well-established associations with professional acts that can be tailored to your every need. They are experienced and familiar with all types of events to capture even the smallest of details and are ready to assist you in any way possible. They provide top-notch shows to fill all of your entertainment needs, be it a club, wedding, corporate event, bar/bat mitzvah, high school dance, or children’s party. They can provide quality entertaining DJs within your budget. Their DJs carry over 6,000 music titles. Contact Starleigh Entertainment today to examine how they can grow together.

2026 Highlights: Starleigh Entertainment's diverse bands play various genres and styles, including classic rock, pop, country, 90s hits, and alternative."

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Contact:

(410) 933-3710

Mon-Fri: 9am - 5pm
Sat & Sun: Closed

TBR® Inspection Report:

Jason Levinson & Company - Baltimore, MD Entertainment Companies - Event Entertainment Image
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JASON LEVINSON & COMPANY

(4.8 Score)
Baltimore & Surrounding Areas,
Baltimore, MD 21210

Since 1982

Specialty:

✓Airbrush Artists ✓Balloon Twisters ✓Caricaturists ✓Children's Parties ✓Clowns ✓Contortionists ✓Aerialists ✓Face Painters ✓Fire and LED Performers ✓Holiday Characters ✓Human Statues ✓Impersonators ✓Jugglers ✓Magicians ✓Mimes ✓Jesters ✓Stilt-walkers ✓Unicyclists ✓Tattoo Artists ✓Western and Cowboy Shows ✓DJs ✓Musicians ✓Variety Shows ✓Reptile and Animal Parties

" Jason Levinson & Company is known across the area for dependable service, interactive acts, and unforgettable shows. The company turns everyday meetings into extraordinary experiences. From face painters to fire performers, their handpicked party entertainers bring life, color, and energy to every event across Northern Virginia. Whether it's a backyard party or a corporate gala, they have the talent to wow your crowd. They represent over 30 talented, local performance artists, and they have a wide spectrum of options from which to pick excellent entertainment for your guests.

2026 Highlights: Jason Levinson & Company serves the Greater Washington, DC and Baltimore communities. Contact Jason Levinson & Company today to customize your party with caricaturists, clowns, mimes, jugglers, balloon twisters, magicians, and more."

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Contact:

(800) 997-1422

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TBR® Inspection Report:

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WATERSHED ENTERTAINMENT REVIEWS

We hired Sly45 through Watershed Entertainment for our wedding and it was an investment well spent! Their communication and professionalism throughout the planning process made us confident in our choice, but then they showed up to the wedding and just blew it out of the park! Our guests were raving for days afterwards about their performance. The custom pop-punk song they learned for us rocked the house. Andrew was the MC and kept wedding announcements and transitions smooth and comfortable throughout the evening.

Hiring Speakers of the House via Watershed Entertainment (and adding 2 additional horns) was one of the best choices we could have made for our October wedding! In the lead up, Andrew was communicative and gave great advice. On the day of, Speakers of the House was so talented, brought great energy, and kept folks on the dance floor all night. Since then, so many of our guests have commented how good they thought the band was and how much fun they had because of that. If you're looking for a fun, high energy band that is reliable and personalized, look no further.

We booked Speakers of the House for our wedding and it might have been one of the best decisions we made throughout our whole wedding. Andrew is amazing, from communication to timeline and making sure we paid attention to the important details he never missed a beat. We did not realize how much goes into sound overall for your wedding and you want someone like Watershed in your corner to cover all the things you don’t know. They kept our small wedding on the dance floor all night long, I don’t think there was a moment when most guests weren’t dancing. We’ve gotten so many compliments on the playlist and renditions of favorites. The lead singer was engaging with the crowd and so fun. We couldn’t have asked for a better band to rock out with.

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STARLEIGH ENTERTAINMENT REVIEWS

Great experience working with Starleigh Entertainment. We have used them twice now for our corporate Holiday Party entertainment. Highly recommend this company.

Starleigh has an amazing selection of DJ's and Band's to select from. Their staff is extremely helpful in guiding you towards options that fit what you are looking for. Working with Starleigh makes deciding on your wedding music easy and not stressful. I will absolutely use them again.

Found me the best band for my bar mitsfa! Hands down the go to for your event or party entertainment.

JASON LEVINSON & COMPANY REVIEWS

Our entertainer, Charlie, was simply marvelous. He knew just what to do & when, and kept both the adults and children entertained. We didn't know what to expect, but we can definitely say that he exceeded our expectations. He made our son's party a memorable one and we would def. book him again.

Jeff was amazing! He really worked the crowd with his humor and smile. The adults and kids loved him and patiently waited for their amazing creations. I'd use him every year if we could, we just have to probably book far enough in advance.

Ciara did an amazing job with face painting and balloons! Kids were super happy as she could fulfilled all of their requests perfectly! Great attitude and a pleasure to talk to. Thank you.

TBR® Inspection Score Report

WATERSHED ENTERTAINMENT Total Inspection Points: 118/120
Complete Info: 9
Current Evaluation: 9
Acknowledgments: 10
Business Images: 10
Contact Info: 10
Exact Services: 10
Legitimate Ratings: 10
Location Proximity: 10
Reviews Accuracy of : 10
Reviews Study: 10
Website Source: 10
Website Standard: 10

TBR® Inspection Score Report

STARLEIGH ENTERTAINMENT Total Inspection Points: 117/120
Acknowledgments: 9
Complete Info: 9
Current Evaluation: 9
Business Images: 10
Contact Info: 10
Exact Services: 10
Legitimate Ratings: 10
Location Proximity: 10
Reviews Accuracy of : 10
Reviews Study: 10
Website Source: 10
Website Standard: 10

TBR® Inspection Score Report

JASON LEVINSON & COMPANY Total Inspection Points: 115/120
Acknowledgments: 8
Complete Info: 9
Current Evaluation: 9
Reviews Study: 9
Business Images: 10
Contact Info: 10
Exact Services: 10
Legitimate Ratings: 10
Location Proximity: 10
Reviews Accuracy of : 10
Website Source: 10
Website Standard: 10