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344 Halloween Party Entertainers serving Chelmsford, MA

Featured

Createa Arts

4.90 (35)
Top Performer
66 Verified bookings

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

Keli B. said “Cheryl is an amazing face painter! She is so talented, creative, and wonderful to work with. Her designs are beautiful, and she puts so much care and attention into every detail. She is friendly,... ”
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

4.74 (29)
76 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

5.0 (1)
1 Verified booking

  • Atkinson, NH
  • Face Painter / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • $125 per hour

Samantha W. said “The face paint station was never a dull moment at my daughters party! There were 25 kids there and they all got their face painted in a timely manner with stunning artwork. Even littles were so... ”
Featured

Big Joe the Storyteller

4.83 (46)
88 Verified bookings

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

Jessica D. said “Big Joe did a wonderful show for our group of ~10 kids. Age range was 1-7 and the older kids were laughing and really playing along and talking back, while the littler kids were giggling and... ”
Featured

Rainbow Face Designs

5.0 (3)
5 Verified bookings

  • Allston, MA
  • Face Painter / Halloween Party Entertainment
  • 21 miles from Chelmsford
  • Contact for pricing

Ali G. said “Paula was fantastic! She brought the sparkle to our client event and was a hit with kids AND adults! ”
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

4.95 (18)
Top Performer
33 Verified bookings

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

Ellen B. said “Zenovia arrived promptly, had all she needed to do readings and was engaging, focused and generous in individual readings. I particularly appreciated the way she managed the flow of guests in and... ”

Black Ink Tarot and Palm

5.0 (8)
17 Verified bookings

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

Betsy B. said “Working with Maggie/ Black Ink Tarot and Palm was great from start to finish. She communicates well, is responsive, timely, responsible, takes initiative, and was generally a pleasure to work with. My... ”

Motitas

5.0 (3)
6 Verified bookings

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

Erin G. said “Motitas provided gorgeous face painting designs and had a great approach with kids at our school festival. I also appreciated how responsive and professional she was throughout our planning... ”

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...

DAHC Art

4.78 (18)
Top Performer
40 Verified bookings

  • Lowell, MA
  • Face Painter / Halloween Party Entertainment
  • 3 miles from Chelmsford
  • Starts at $300

Ray C. said “Thanks will look to book next year! ”

Fancy Faces

5.0 (20)
Top Performer
55 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 (8)
Top Performer
12 Verified bookings

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

Cassie F. said “She was spot on! Highly recommended. ”

Tiny Troupers Theater

5.0 (3)
Top Performer
1 Verified booking

  • Somerville, MA
  • Storyteller / Halloween Party Entertainment
  • 20 miles from Chelmsford
  • Starts at $150

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... ”

Joe Majin Magic

4.88 (43)
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! ”

Chi Tarot

4.95 (31)
Top Performer
69 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! ”

The Funky Brush Face Painting

5.0 (17)
Top Performer
38 Verified bookings

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

Patty D. said “This was the first time we hired Tracy for our Fall Festival. Tracy was awesome, her artwork (yes artwork) was so good that once one student saw the end results the word spread and many students and... ”

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... ”

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:) ”

Color Me Funky

4.97 (28)
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... ”

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... ”

Copley Tarot

5.0 (6)
9 Verified bookings

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

Kirsten N. said “We had such a fun evening having our tarot readings with Copley Tarot! Our reader was right on time, full of energy, and so intuitive. Each of us felt like she really tuned in to us individually and... ”

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! ”

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... ”

Psychic Reading by Duchess

5.0 (2)
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... ”

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... ”

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! ”

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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.

486th most popular

Halloween Party Entertainment rank #486 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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