Banner image for Holiday Party Entertainment
0%

Just a couple more things…

We need some additional information to ensure we find the perfect talent for your event!

438 Holiday Party Entertainers serving Woodlawn, MD

Featured

Santa Tim

5.0 (8)
Top Performer
17 Verified bookings

  • Ellicott City, MD
  • Santa Claus / Holiday Party Entertainment
  • 5 miles from Woodlawn
  • Starts at $175

Mandy C. said “Santa Tim was amazing! My 5 year old chose a Christmas theme for his October birthday party, and Santa Tim made his year! He is incredibly professional, kind, and has a wonderful presence with the...”
Featured

Santa Ted

4.84 (55)
Top Performer
141 Verified bookings

  • Columbia, MD
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Woodlawn
  • $175 – $2,000 per hour

Mand A. said “Santa Ted is always great fun at our office holiday party. We look forward to seeing him again next year!”
Featured

STOOpendous Magic

5.0 (15)
Top Performer
31 Verified bookings

  • Odenton, MD
  • Magician / Holiday Party Entertainment
  • 17 miles from Woodlawn
  • Starts at $300

Jacob M. said “STOOpendous Magic was fantastic! He understood the vibe of the evening perfectly and was impressive, funny and overall a great guest. ”
Featured

Santa Poynter

5.0 (16)
Top Performer
22 Verified bookings

  • Westminster, MD
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Woodlawn
  • Starts at $125 per hour

Patty B. said “If you are looking for a wonderful, friendly, engaging Santa then look no further than Santa Dave. At an event at our store Santa Dave arrived promptly at the appointed time and right away was...”
Featured

Santa Claus (real beard) with Smiles

5.0 (22)
Top Performer
50 Verified bookings

  • Belcamp, MD
  • Santa Claus / Holiday Party Entertainment
  • 28 miles from Woodlawn
  • Contact for pricing

Dana M. said “Santa was fabulous and very authentic. It was a pretty chilly day and Santa braved the elements. He was great with all the kids, pets, and families. He did two book reads for us and as you'll see in...”
Featured

I Am TEO Magic

5.0 (8)
Top Performer
12 Verified bookings

  • Germantown, MD
  • Magician / Holiday Party Entertainment
  • 31 miles from Woodlawn
  • Starts at $350

Danielle K. said “Teo was an absolute pleasure to work with! His show was fun, engaging, and incredibly interactive - the highlight of the entire party. Our friends and family are still talking about that night and the...”
Featured

Brian Clemens | Pianist & Bands | Events

5.0 (9)
Top Performer
18 Verified bookings

  • Washington, DC
  • Pianist / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $300 – $2,500 per event

Linda R. said “Brian was the perfect choice for our daughter's engagement party. He effortlessly rolled from one classic to the next, took requests without a blink and created both a classy and welcoming...”
Featured

The Creswell Club

5.0 (32)
Top Performer
43 Verified bookings

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Starts at $1,200 per hour

Jordan G. said “The Creswell Club made our wedding night so incredibly special. We contracted them for our wedding ceremony and cocktail hour music, and everything went EXACTLY how we wanted. Huge kudos to Dan for...”
Featured

Brenden Trojan

5.0 (27)
Top Performer
39 Verified bookings

  • Washington, DC
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Contact for pricing

Johnathon C. said “We hired Brenden to be one of our performers at a festival. His performance was very interactive with the crowd and was well-received by all people who attended. After the performance, Brenden...”
Featured

Music By Louis

5.0 (10)
Top Performer
17 Verified bookings

  • Washington, DC
  • Pianist / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Starts at $250

Angie P. said “Louis was absolutely phenomenal and exceeded every expectation. His music perfectly matched the tone and atmosphere of the evening, and he intuitively adjusted the volume throughout the event so...”
Featured

Michael Chamberlin, Magician

4.98 (135)
Top Performer
233 Verified bookings

  • Washington, DC
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $300 – $6,000 per event

Ami H. said “The show was an easy setup and was highly engaging! Our campers loved it! We would definitely book Mr. Chamberlain again!”
Featured

Geno Marriott & the Spirit of Jazz

5.0 (17)
Top Performer
21 Verified bookings

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $500 – $10,000 per event

Maurice W. said “The singer and band were exceptional. Highly recommend them for your next event. They were timely, professional and flexible. ”
Featured

Illusions By Vick

4.98 (60)
Top Performer
109 Verified bookings

  • Potomac, MD
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $325 – $1,500 per event

Abby B. said “I booked a performance from Vick for my 24th birthday and I couldn’t be more grateful I did! Vick was so communicative and flexible both in the planning process and leading up to the event. The...”
Featured

The Masters of Mixology

4.98 (50)
Top Performer
89 Verified bookings

  • Arlington, VA
  • Bartender / Holiday Party Entertainment
  • 36 miles from Woodlawn
  • $50 – $5,000 per event

Linden M. said “I threw a surprise birthday party and The Masters of Mixology helped me every step of the way. They helped come up with a menu, provided specialty cocktails, threw in extra garnishes for requested...”
Featured

Santa Jim of Virginia Santa Claus

5.0 (13)
Top Performer
38 Verified bookings

  • Alexandria, VA
  • Santa Claus / Holiday Party Entertainment
  • 40 miles from Woodlawn
  • Starts at $250 per hour

David D. V. said “Santa Jim did a great job! Arrived on time and socialized with guests at our party. All the guests raved about the experience and enjoyed having photos with Santa. His outfit was authentic and added...”
Featured

42nd Street Singers

4.91 (10)
Top Performer
26 Verified bookings

  • Alexandria, VA
  • Christmas Carolers / Holiday Party Entertainment
  • 40 miles from Woodlawn
  • $350 – $750 per event

Sarah L. said “The group did a wonderful job entertaining guests for our annual holiday party. Would hire again!”
Featured

The Christmas Carolers, LLC

4.78 (14)
61 Verified bookings

  • Baltimore, MD
  • Christmas Carolers / Holiday Party Entertainment
  • 7 miles from Woodlawn
  • Contact for pricing

Nancy R. said “The Christmas Carolers did a fabulous job at our annual Christmas luncheon. They entertained 140+ people with beautiful and festive sounds of the holiday season.”
Featured

Santa PoPPoP

5.0 (17)
32 Verified bookings

  • Columbia, MD
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Woodlawn
  • Contact for pricing

John M. said “My kids were absolutely convinced! ”
Featured

Yany’s Cocktails LLC

5.0 (7)
1 Verified booking

  • Hyattsville, MD
  • Bartender / Holiday Party Entertainment
  • 28 miles from Woodlawn
  • Starts at $350

Bennie F. said “Yany is the best bartender around she bartended a private surprise dinner for me and my wife’s 5th year anniversary and made the best drinks Ive ever had. I would definitely give her service a 10/10...”
Featured

Night & Day Jazz Ensemble

4.87 (13)
22 Verified bookings

  • Silver Spring, MD
  • Jazz Band / Holiday Party Entertainment
  • 28 miles from Woodlawn
  • Contact for pricing

Buna C. said “Professional, friendly and entertaining.”
Featured

  • Gaithersburg, MD
  • Magician / Holiday Party Entertainment
  • 28 miles from Woodlawn
  • Contact for pricing

Shweta K. said “Avnish performed for my family. He was very punctual, warm and made everyone feel included. My entire family was mindblown by his performance and persona! He even indulged my little ones by teaching...”
Featured

Ruthy Stenger

4.96 (30)
26 Verified bookings

  • Bethesda, MD
  • Pianist / Holiday Party Entertainment
  • 31 miles from Woodlawn
  • $400 – $800 per event

Terry A. said “Ruthie was fun and engaging but unintrusive for our wine tasting fundraiser. People had a lot of fun and in the end turned into a great impromptu sing-along. Will definitely have Ruthie back!”
Featured

Harrison Jazz Ensemble

4.73 (31)
62 Verified bookings

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $1,000 – $2,500 per event

Odelia K. said “We are very picky with jazz music so we requested lots of different accommodations, which the band were very supportive of. The music was great and all the guests enjoyed the music during our...”
Featured

Daniel David - DC's #1 Mentalist Magician

5.0 (11)
14 Verified bookings

  • Washington, DC
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $3,500 – $15,000 per event

Christine Z. said “Daniel is an absolute rockstar! He’s professional, charismatic, and knows how to stun his audience! It’s been 4 weeks and our guests are still talking about how he knew so much about us and what we...”
Featured

SpeechLess

4.98 (21)
2 Verified bookings

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $3,500 – $25,000 per event

Daniel C. said “I can't stop thinking about the party we had and speechless truly made it happen! This band knows how to play to a crowd, everyone keeps talking about THE BAND a month later!”
Featured

The Wright People

5.0 (6)
10 Verified bookings

  • Washington, DC
  • Waitstaff / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Contact for pricing

Rachel C. said “Tara, Rick and their team were amazing to work with. From the first time we spoke, we knew we could put our event in their hands. We were doing a DIY backyard wedding & reception with around 80 people...”
Featured

Mega Magic- Magician Mike D'Urzo

5.0 (23)
23 Verified bookings

  • Washington, DC
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Contact for pricing

Jeremy said “You are fantastic at capturing the attention of an audience even in a virtual setting!”
Featured

Charlie Ross Magic

5.0 (5)
9 Verified bookings

  • Washington, DC
  • Magician / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • $500 – $5,000 per event

Megan C. said “We booked Charlie as a magician for our welcome drinks at the start of our wedding weekend. It was by far one of the best choices we made for the wedding! Our guests absolutely loved him and were...”
Featured

The Jazz Experience

5.0 (33)
43 Verified bookings

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Starts at $200

Garick M. said “We were hosting an open house to celebrate a recent office expansion with 75+ guests. The Jazz Experience were great to work with and added a special touch to the evening. They paired wonderfully with...”
Featured

Morgan Treni & The Golden Estate House Band

5.0 (17)
1 Verified booking

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Starts at $2,500

Maura L. said “We use Golden Estate for all of our music booking at our venue, Morgan is a pleasure to work with and she is always my first phone call when looking for entertainment. Golden Estate provides...”
Featured

Louis Pettinelli Entertainment

4.92 (70)
249 Verified bookings

  • Washington, DC
  • Jazz Band / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Starts at $300

Shauna said “I hired Louis Pettinelli Entertainment for a Great Gatsby event at work and I would highly recommend them for events! They were prompt, professional and easy to work with. We had a few attendees...”
Featured

Dr. Mix-A-Lot, LLC

5.0 (28)
38 Verified bookings

  • Potomac, MD
  • Bartender / Holiday Party Entertainment
  • 33 miles from Woodlawn
  • Starts at $45 per hour

Lindsey W. said “Anton was friendly, professional, on time and a great addition to our event. Would definitely hire him again and recommend to others.”

Start getting quotes

Tell us what you need and we’ll match you with the best options for your event. Receive messages and free, no-obligation quotes from interested talent right away.

Get quick quotes

Book with confidence

When you hire a Woodlawn Holiday Party Entertainer through GigSalad, you’re backed by our Worry-Free Guarantee. From secure payments to reliable support, we’ve got your back.

Learn more

About booking Holiday Party Entertainment in Woodlawn, MD

The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.

The cost of hiring holiday party entertainers in Woodlawn, Maryland will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.

As you search for Woodlawn holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.

Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. You can message the performers, 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 relax and let the holiday magic unfold!

Holiday Party Entertainment serving the Woodlawn, MD area

These Holiday Party Entertainment serve the wider Woodlawn and Baltimore county area and travel to Lochearn, Windsor Mill, Gwynn Oak, Milford Mill, Catonsville, Pikesville, Randallstown, Arbutus, Ellicott City, Ilchester, Suburb Maryland Fac, Garrison, Stevenson, Dhs, Halethorpe, Baltimore, Lansdowne, Owings Mills, Brooklandville, Woodstock, Towson, Hanover, Elkridge, Brooklyn Park, Brooklyn, Mays Chapel, Linthicum Heights, Marriottsville, Timonium, and Lutherville.

Find Holiday Party Entertainment in nearby cities