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339 Halloween Party Entertainers serving Chelmsford, MA

Featured

Createa Arts

4.86 (31)
Top Performer
60 Verified bookings

  • Wakefield, MA
  • Face Painter / Halloween Party Entertainment
  • 16 miles from Chelmsford
  • Starts at $145

Frankie M. said “Cheryl was amazing. So detailed, thoughtful, and precise in her work. All the kids loved her! ”
Featured

Raddo

4.53 (21)
8 Verified bookings

  • Concord, MA
  • Face Painter / Halloween Party Entertainment
  • 10 miles from Chelmsford
  • Contact for pricing

Kim said “Raddo was perfect in every way. Very professional, excellent at what he does. Will hire him in the future. The children loved the face painting and balloons. Very reasonably priced as well. ”
Featured

Ione Entertainment

4.75 (29)
75 Verified bookings

  • Burlington, MA
  • Face Painter / Halloween Party Entertainment
  • 11 miles from Chelmsford
  • Contact for pricing

Mack S. said “Ione was amazing! Totally professional and got there early to set up all on her own. The face painting art was out of this world. Such high quality I highly reccomend!! ”
Featured

Lulu's Facepaint

1 Verified booking

  • Atkinson, NH
  • Face Painter / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • $100 per hour

I provide professional, colorful, and kid-friendly face painting for birthday parties, school events, festivals, community events, fundraisers, and other...
Featured

Orchid Reed Band

5.0 (1)
1 Verified booking

  • Somerville, MA
  • Party Band / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • Contact for pricing

Olivia S. said “Orchid Reed performed at our wedding and did an absolute job making it an unforgettable night! They brought high energy to the reception and nailed every single cover. Hearing live renditions of our... ”
Featured

Big Joe the Storyteller

4.82 (45)
86 Verified bookings

  • Brighton, MA
  • Storyteller / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • Starts at $200

Angela Z. said “Kids loved the stories! ”
Featured

  • Boston, MA
  • Party Band / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • Contact for pricing

Midnight Motion is a 6-piece Funk, R&B/Soul, Jazz, and Dance band from Boston, Massachusetts. Formed in 2019 by Berklee graduate Jon Lawson, Yong Yoon, and...

Local Color Face Painting

4.95 (15)
Top Performer
24 Verified bookings

  • Chelmsford, MA
  • Face Painter / Halloween Party Entertainment
  • Starts at $95 per hour

Paige J. said “The kids loved the face painting, easy and gentle to work with! ”

Zenovia Priestess Wisdom

4.94 (16)
Top Performer
30 Verified bookings

  • Salem, MA
  • Tarot Reader / Halloween Party Entertainment
  • 25 miles from Chelmsford
  • Starts at $40

Malissa V. said “Zenovia was such a delight to have do readings at my birthday party. She was warm, friendly, punctual and every one was able to get a reading. Thanks again! ”

Black Ink Tarot and Palm

5.0 (6)
11 Verified bookings

  • Arlington, MA
  • Tarot Reader / Halloween Party Entertainment
  • 17 miles from Chelmsford
  • $200 – $600 per event

Soula B. said “I hired Maggie for my niece’s Halloween-night wedding, thinking a tarot reader would be a fun and unique touch—but Maggie blew every expectation out of the water. I was the very first reading of the... ”

Motitas

5.0 (1)
2 Verified bookings

  • Lynn, MA
  • Face Painter / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • Starts at $100

Sam S. said “Professional, kind, patient and prepared! Exceeded expectations! ”

The B-Side Hustle

5.0 (3)
1 Verified booking

  • Salem, MA
  • Party Band / Halloween Party Entertainment
  • 25 miles from Chelmsford
  • Starts at $4,000

Lynne K. S. said “Below is my email to the band after our event. Good morning B-Side Hustle, I wanted to personally reach out to share my sincere appreciation and gratitude for your performance last Saturday. You were... ”

Evil Overlady Services

2 Verified bookings

  • Bedford, NH
  • Interactive Performer / Halloween Party Entertainment
  • 25 miles from Chelmsford
  • $150 per hour

Already booking fast up through Easter 2027, so keep that in mind if you’re looking. I provide professional character entertainment and officiating for...

Fancy Faces

5.0 (20)
Top Performer
54 Verified bookings

  • Lowell, MA
  • Face Painter / Halloween Party Entertainment
  • 3 miles from Chelmsford
  • $150 – $175 per hour

Wendi B. said “Kim did a wonderful job at our event! She had a long line of kids waiting and no one was disappointed by the results. We look forward to having her back again next year. ”

Luisa Alberto Makeup

5.0 (9)
Top Performer
24 Verified bookings

  • Lawrence, MA
  • Makeup Artist / Halloween Party Entertainment
  • 13 miles from Chelmsford
  • Starts at $150

Susan V. said “Louisa transformed my hair and makeup! I felt great. I showed her some ideas and she nailed the look. I can’t wait to have her do my hair and makeup again! ”

Readings with Irinie

5.0 (7)
Top Performer
11 Verified bookings

  • Wayland, MA
  • Psychic Entertainment / Halloween Party Entertainment
  • 16 miles from Chelmsford
  • $400 – $2,000 per event

Kyla R. said “Irinie is a natural psychic, intuitive and medium. She will make a believer out of skeptics. She was wonderful to work with. She held private readings for ten of my friends, during a 40th birthday... ”

Color Me Funky

4.97 (28)
Top Performer
69 Verified bookings

  • Cambridge, MA
  • Face Painter / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • Starts at $150

Fiona H. said “We had the pleasure of having Color Me Funky join us at the DDS-sponsored Family Fun Day at the beautiful Museum of Science along the Charles River, and we could not have been happier with the... ”

Joe Majin Magic

4.88 (41)
Top Performer
5 Verified bookings

  • Boston, MA
  • Strolling/Close-up Magician / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • $400 – $2,000 per event

Erin S. said “Joe interacted with all the guests and made my husband's birthday so fun and memorable! ”

The Funky Brush Face Painting

5.0 (14)
Top Performer
36 Verified bookings

  • Salem, MA
  • Face Painter / Halloween Party Entertainment
  • 25 miles from Chelmsford
  • Contact for pricing

Jennifer B. said “I cannot recommend The Funky Brush Face Painting highly enough! From the moment I reached out, Tracy was incredibly responsive, answering every message quickly and making communication effortless.... ”

Chi Tarot

4.95 (31)
Top Performer
67 Verified bookings

  • Salem, MA
  • Tarot Reader / Halloween Party Entertainment
  • 25 miles from Chelmsford
  • Contact for pricing

Sarah H. said “Darleen was great! Easy to talk with and book for our party. We had an amazing time! ”

DAHC Art

4.76 (17)
39 Verified bookings

  • Lowell, MA
  • Face Painter / Halloween Party Entertainment
  • 3 miles from Chelmsford
  • Starts at $50

Stephanie G. said “What a great team! We had 2 folks for a family fun day- one for face paint and one for henna. They had a line going for the full 3 hours we had them booked. They were super professional, arrived on... ”

Make up by Toni

5.0 (2)
1 Verified booking

  • Windham, NH
  • Makeup Artist / Halloween Party Entertainment
  • 14 miles from Chelmsford
  • Contact for pricing

Christy N. said “I had my makeup done by Toni for my brothers wedding and would definitely go back to her for any occasion. She was so professional and such a pleasure to work with. Her artistry exceeded my... ”

Tiny Troupers Theater

5.0 (3)
1 Verified booking

  • Somerville, MA
  • Storyteller / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • Starts at $100

Bidal H. said “I've never seen our junior preschoolers so engaged before. They were mesmerized by Jacob's storytelling and the chicken puppet he brought. We are looking forward to having him back soon. The kids... ”

Zing! Facepainting

5.0 (1)
5 Verified bookings

  • Somerville, MA
  • Face Painter / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • Starts at $125

Kristin K. said “Elizabeth was great—on time and lovely designs:) ”

The Magic of Michael G.

5.0 (3)
2 Verified bookings

  • Wellesley, MA
  • Strolling/Close-up Magician / Halloween Party Entertainment
  • 21 miles from Chelmsford
  • Starts at $225

Kristen H. said “Michael was great. We had a 150 person event and Michael strolled through the event performing magic for our guests and they loved it! I would highly recommend Michael for your large groups and... ”

Trading Faces LLC

5.0 (2)
4 Verified bookings

  • Milford, NH
  • Face Painter / Halloween Party Entertainment
  • 22 miles from Chelmsford
  • Contact for pricing

Kylee L. said “Monica was absolutely wonderful! She handled our group of 25 kids perfectly and made sure that everyone got a chance to get a tattoo. The kids were totally comfortable with her and are still talking... ”

Kriket S

4.90 (15)
18 Verified bookings

  • Boston, MA
  • Makeup Artist / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • Starts at $80

Marylou said “We had to coordinate this service from out-of-town. Everything was perfect - hair & makeup perfectly complemented my daughter's dress. She was stunning. Thank you for the professional and... ”

Picture Perfect Makeup

5.0 (1)
1 Verified booking

  • Boston, MA
  • Makeup Artist / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • Contact for pricing

Lisa C. said “I am SO happy to have found Lisa on Gig Salad! Lisa was extremely accommodating and easy to work with. She is friendly and welcoming, made both myself and my client feel very comfortable, and most... ”

Characters

5.0 (5)
1 Verified booking

  • Boston, MA
  • Face Painter / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • Starts at $150

Rebecca R. said “Everything was great! ”

The Curative Beauty LLC

5.0 (2)
3 Verified bookings

  • Boston, MA
  • Makeup Artist / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • $200 – $2,000 per event

Macy M. said “Takeesha is a delight and a true talent. She made our guests feel so confident and beautiful. Very professional, I will use her services again! ”

Slack Tide

5.0 (5)
5 Verified bookings

  • Boston, MA
  • Party Band / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • $400 – $1,200 per event

Julie J. said “We hired the band for a graduation party and they were great! ”

Psychic Reading by Duchess

5.0 (1)
4 Verified bookings

  • Boston, MA
  • Psychic Entertainment / Halloween Party Entertainment
  • 23 miles from Chelmsford
  • $150 – $500 per event

Ronald D. P. said “My experience with Duchess the Psychic was nothing short of exceptional. From the moment our session began, Duchess created an atmosphere of warmth, comfort, and genuine understanding. Her insights... ”

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Quick facts for Halloween Party Entertainment in Chelmsford, MA

2 quotes sent

In the past year, Halloween Party Entertainment have sent 2 quotes to event planners.

488th most popular

Halloween Party Entertainment rank #488 in popularity out of 539 categories on GigSalad.

About booking Halloween Party Entertainment in Chelmsford, MA

Halloween season parties come alive with entertainment that brings fun, thrills, and a touch of chilling magic. The right performers set the scene, whether it’s a live band or DJ playing eerie hits, or an illusionist mystifying guests. From stilt walkers and costumed characters to face painters, balloon twisters, and interactive games, professional entertainers transform any backyard bash, kids’ Halloween party, or community event into a hauntingly memorable experience.

The cost of hiring Halloween party entertainment in Chelmsford, Massachusetts will vary depending on the type of act, their experience, and the length of the performance. For example, a strolling juggler for a few hours will cost less than a full band or stage show. Contact the local entertainers above to discuss your event details and receive a customized quote.

As you browse Chelmsford Halloween party entertainers, check out profiles to learn about their services, browse photos, and watch promotional videos. Then, read reviews from past clients to see how they’ve entertained at similar events. When requesting a quote, include key details such as your event location, audience size, performance space, and overall vibe 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 Halloween party 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 kick back and let the spooky fun begin!

Halloween Party Entertainment serving the Chelmsford, MA area

These Halloween Party Entertainment serve the wider Chelmsford and Middlesex county area and travel to North Chelmsford, Lowell, Westford, North Billerica, Carlisle, Billerica, Dracut, Tyngsboro, Village Of Nagog Woods, Tewksbury, Nutting Lake, Dunstable, Littleton, Pinehurst, Acton, Bedford, Bro, Pelham, Concord, Wilmington, Groton, Hanscom Afb, Burlington, Boxborough, East Pepperell, Ayer, Hudson, Pepperell, Maynard, and Andover.

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