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359 Holiday Party Entertainers serving Hagerstown, MD

Featured

Santa Frank

4.98 (32)
Top Performer
71 Verified bookings

  • Charles Town, WV
  • Santa Claus / Holiday Party Entertainment
  • 25 miles from Hagerstown
  • Contact for pricing

Macy S. said “Santa Frank was amazing! He was on time, in character, and brought the perfect experience to the children at the holiday market. Everyone was saying how great he was, and both children and adults...”
Featured

Santa Poynter

5.0 (16)
Top Performer
22 Verified bookings

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

Cindy S. said “Santa Poynter was wonderful to work with! His communication was clear and timely, and flexible during the whole process! He did great with the kids and an amazing job connecting with my autistic...”

Santa Michael

5.0 (4)
Top Performer
13 Verified bookings

  • Martinsburg, WV
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Hagerstown
  • Starts at $125 per hour

Kelsey S. said “Both Santa and Mrs. Claus were both friendly, patient, and made the whole experience! 10/10 best around! Can't wait to have them next year! ”

Culler Magic

5.0 (28)
Top Performer
53 Verified bookings

  • Frederick, MD
  • Magician / Holiday Party Entertainment
  • 23 miles from Hagerstown
  • $150 – $500 per event

Sonja S. said “Such a good find for my mother’s 90th birthday party. Filled with comedy and fun. Huge hit at the assisted living facility. Very punctual and reasonably priced. Kids and adults of all ages would enjoy...”

Gettysburg Santa

5.0 (25)
Top Performer
44 Verified bookings

  • Gettysburg, PA
  • Santa Claus / Holiday Party Entertainment
  • 29 miles from Hagerstown
  • Starts at $50

Lori F. said “They were awesome. If you get the opportunity to book them feel very privileged and honored. They are the best. ”

Santa Tony

5.0 (9)
Top Performer
30 Verified bookings

  • Union Bridge, MD
  • Santa Claus / Holiday Party Entertainment
  • 29 miles from Hagerstown
  • Contact for pricing

Laurie N. said “This is our second year having Santa Tony bring Christmas cheer to our petting farm. Young and old love seeing his warm, friendly smile and Mrs. Claus is also nearby to encourage even the shiest...”

Santa Claus Sam

1 Verified booking

  • Waynesboro, PA
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Hagerstown
  • Starts at $100 per hour

I've been an entertainer for 30 years and for the last 5 years I have decided to go Santa and the outcome has been such a joy. Bringing the spirit of...

Santa MikeEllis

5.0 (4)
11 Verified bookings

  • Martinsburg, WV
  • Santa Claus / Holiday Party Entertainment
  • 18 miles from Hagerstown
  • Starts at $175 per hour

Derrick J. said “Santa Mike was everything we needed him to be and some... We are extremely grateful and would like to use him for any Santa events going forward”

Bryan Herber - Piano/Keyboards

5.0 (21)
30 Verified bookings

  • Chambersburg, PA
  • Pianist / Holiday Party Entertainment
  • 21 miles from Hagerstown
  • Contact for pricing

Hillary G. said “Bryan came through for us very last minute for an event at our Senior Living Community. He had the Residents up and dancing in no time!”

Eric Pazdziora - Piano

5.0 (1)
1 Verified booking

  • Frederick, MD
  • Pianist / Holiday Party Entertainment
  • 23 miles from Hagerstown
  • Starts at $250

Sallie S. said “Eric graciously came and played piano and organ at my church when a needed a sub with only one days notice. He did a fantastic job. Ver accommodating and fit right in with the group. Thank you...”

Santa Claus Bruce

5.0 (1)
1 Verified booking

  • Frederick, MD
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Hagerstown
  • Contact for pricing

Samantha Z. said “We love how interactive you were with the kids and making everyone laugh the whole night. You were definitely the highlight of the evening, Merry Christmas!”

Carriages of the Capital

4.89 (33)
53 Verified bookings

  • Frederick, MD
  • Horse Drawn Carriage / Holiday Party Entertainment
  • 23 miles from Hagerstown
  • Contact for pricing

Tyshall S. said “Hello , I want to thank this company for their professionalism and on time experience . They were patient and kind . I would highly recommend them for anyone who is looking for a horse and carriage ! ”

Darryl Brenzel Group

5.0 (6)
9 Verified bookings

  • Frederick, MD
  • Jazz Band / Holiday Party Entertainment
  • 23 miles from Hagerstown
  • $500 – $2,400 per event

E B. said “The Darryl Brenzel Group was outstanding! They were professional on every level! They were on time, set-up promptly, appropriately dressed for the occasion, friendly and the music was amazing! My...”

Chuck Thomas

5.0 (8)
7 Verified bookings

  • Inwood, WV
  • Magician / Holiday Party Entertainment
  • 26 miles from Hagerstown
  • $200 – $1,000 per event

Alexander B. said “Chuck Thomas performed for us at our assisted living community, he was very prepared and professional. Our residents loved him and wanted him to come back again. We will certainly have him back again....”

TM Bartending

1 Verified booking

  • Gettysburg, PA
  • Bartender / Holiday Party Entertainment
  • 29 miles from Hagerstown
  • Contact for pricing

I have worked in restaurants from the age of 15. I moved to the front of the house and quickly learned that bartending was my niche. I continued bartending...

Joe Whitney Jazz

5.0 (3)
4 Verified bookings

  • Purcellville, VA
  • Jazz Band / Holiday Party Entertainment
  • 35 miles from Hagerstown
  • Contact for pricing

Julie B. said “Joe Whitney and his group (Dan Arnold and the Swinging Standards) played at our wedding on August 1 2015, and the quality of the music was absolutely fantastic. They set a great atmosphere and their...”

Frank Plumer

4.94 (34)
46 Verified bookings

  • Mount Airy, MD
  • Pianist / Holiday Party Entertainment
  • 35 miles from Hagerstown
  • Contact for pricing

Elizabeth R. M. said “Frank Plumer and his accordion made our family 80th birthday party! He was flexible, eager to help surprise the guest of honor, wonderful selection of tunes and brought good cheer. Thank you!!”

The Wandering Lotus Bar

5.0 (2)
2 Verified bookings

  • Westminster, MD
  • Bartender / Holiday Party Entertainment
  • 39 miles from Hagerstown
  • Contact for pricing

Pam H. said “We cannot say enough amazing things about Heather and her team at The Wandering Lotus Bar! We hired them for our Halloween event, and they absolutely blew us away! From the incredible colors and...”

The Daniel Kelly II Trio

5.0 (2)
2 Verified bookings

  • Winchester, VA
  • Jazz Band / Holiday Party Entertainment
  • 39 miles from Hagerstown
  • $200 – $900 per event

Marlena N. said “The trio played for my parents 50th wedding anniversary party. They sounded great, looked professional and were extremely courteous. All the guests commented how they were the prefect for the...”

Four of Hearts Illusion

4.92 (3)
2 Verified bookings

  • Winchester, VA
  • Magician / Holiday Party Entertainment
  • 39 miles from Hagerstown
  • Contact for pricing

Clare P. said “I hired J. to provide strolling magic during my wedding cocktail hour. He was early to his gig and was a crowd pleaser. All the wedding guests raved about him and he made the cocktail hour an...”

SantaBlueEyes

4 Verified bookings

  • Winchester, VA
  • Santa Claus / Holiday Party Entertainment
  • 39 miles from Hagerstown
  • $200 per hour

Parades, Studio Sessions, indoor/outdoor activities, Home visits, Corporate events, Annual photos with Santa, Pet friendly, Elves and Mrs. Claus available,

  • Hagerstown, MD
  • Bartender / Holiday Party Entertainment
  • Starts at $700

Teresa C. said “I recently used Wanderlust Libations for my wedding, and I was incredibly impressed. They demonstrated exceptional professionalism and attentiveness, ensuring every detail was meticulously handled....”

  • Hagerstown, MD
  • Pianist / Holiday Party Entertainment
  • Contact for pricing

I am a classically trained pianist who has been playing for over 15 years. I also enjoy playing hymns, seasonal music, jazz pieces and my own compositions.

  • Waynesboro, PA
  • Santa Claus / Holiday Party Entertainment
  • 11 miles from Hagerstown
  • $20 per hour

Veteran owned and run company bringing the holiday spirit to all for over 12 yrs.

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About booking Holiday Party Entertainment in Hagerstown, 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 Hagerstown, 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 Hagerstown 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 Hagerstown, MD area

These Holiday Party Entertainment serve the wider Hagerstown and Washington county area and travel to Funkstown, Maugansville, Chewsville, St James, Wilson-Conococheague, Williamsport, State Line, Cavetown, Fairplay, Smithsburg, Shady Grove, Boonsboro, Zullinger, Greencastle, Falling Waters, Keedysville, Waynesboro, Clear Spring, Rouzerville, Myersville, Cascade, Sharpsburg, Park Hall, Blue Ridge Summit, Sabillasville, Rohrersville, Marion, Williamson, Shepherdstown, and Big Pool.