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397 Wedding Entertainers serving Pittsfield, MA

Featured

Bently Art Studio

5.0 (6)
Top Performer
13 Verified bookings

  • Delmar, NY
  • Caricaturist / Wedding Entertainment
  • 32 miles from Pittsfield
  • $125 per hour

Jessica A. said “He was absolutely amazing to work with! I hired him to help me at one of my Wildlife Festivals and the line was so long just to get a chance to get their pictures drawn by him. What a great and... ”
Featured

It's Magic

5.0 (16)
25 Verified bookings

  • Bennington, VT
  • Magician / Wedding Entertainment
  • 30 miles from Pittsfield
  • Starts at $200

Maeve M. said “Our event was for young adults, and it was a spectacular time! Very cool tricks that kept us wondering, and very funny banter that kept us laughing. 1000% recommend booking, he made our night one to... ”

The O-Tones

5.0 (7)
5 Verified bookings

  • Northampton, MA
  • Wedding Band / Wedding Entertainment
  • 32 miles from Pittsfield
  • $500 – $4,000 per event

Sharon J. said “O-Tones provided a wonderful jazz trio for our house party! All of our friends are raving about the mellow cool music and people to our surprise, who normally don't dance--danced! They played at... ”

  • Clifton Park, NY
  • Magician / Wedding Entertainment
  • 40 miles from Pittsfield
  • $250 – $500 per event

World class magical entertainer for parlor, corporate and strolling/walk around events. Capital District professional who has performed coast to coast and...

The Last Viobender

5.0 (4)
Top Performer
4 Verified bookings

  • Troy, NY
  • Violinist / Wedding Entertainment
  • 30 miles from Pittsfield
  • Contact for pricing

Troy F. said “The Last Viobender helped me make my proposal incredibly special! She went above and beyond with her communication and effort and helped me pull off exactly what I had envisioned for my proposal.... ”

Tony Silva Spanish Guitar

5.0 (5)
Top Performer
5 Verified bookings

  • Easthampton, MA
  • Guitarist / Wedding Entertainment
  • 32 miles from Pittsfield
  • Starts at $600

David W. said “Tony Silva provided the perfect musical background for our event. I would highly recommend him. ”

Caricatures by Mark

5.0 (13)
Top Performer
17 Verified bookings

  • Latham, NY
  • Caricaturist / Wedding Entertainment
  • 33 miles from Pittsfield
  • $150 per hour

Donata A. said “Mark was awesome! Our tenants had a blast getting their caricatures done by Mark. He was very easy to communicate with and was flexible when our event needed to be rescheduled. ”

Sherry Steiner

1 Verified booking

  • Housatonic, MA
  • Pianist / Wedding Entertainment
  • 15 miles from Pittsfield
  • Contact for pricing

Sherry Steiner Soothing original improvisational instrumentals on a double neck ukulele or on a keyboard...a unique sound. Music of the Moment!...

Séamus Maynard

5.0 (5)
4 Verified bookings

  • Chatham, NY
  • Guitarist / Wedding Entertainment
  • 19 miles from Pittsfield
  • Contact for pricing

Z said “Fun. Graceful. Brilliant music. ”

Christine Orio

5.0 (6)
6 Verified bookings

  • West Sand Lake, NY
  • Violinist / Wedding Entertainment
  • 23 miles from Pittsfield
  • Contact for pricing

Lisa said “Christine answered every question I had timely, and communicated very well! She played beautifully, adding just the right touch to our wedding! VERY PLEASED!!! ”

Marc Hecker

4.0 (1)
1 Verified booking

  • Albany, NY
  • Guitarist / Wedding Entertainment
  • 30 miles from Pittsfield
  • $100 – $300 per event

I have been singing and playing guitar since my teenage years. I specialize in classic folk, blues, jazz, classical, and Israeli music. I appear...

Dj DiGest

5.0 (4)
2 Verified bookings

  • Albany, NY
  • Wedding DJ / Wedding Entertainment
  • 30 miles from Pittsfield
  • $900 – $2,500 per event

Robert G. said “My wedding was truly elevated thanks to DJ DiGest (Damion) from Megasound. From the first day I contacted him, to the final song played at my wedding, he was always responsive, available, patient, and... ”

The Magic of John Fava-Licata

5.0 (6)
8 Verified bookings

  • Watervliet, NY
  • Magician / Wedding Entertainment
  • 30 miles from Pittsfield
  • Starts at $200

Matt B. said “John was funny, handled everything a cantankerous crowd threw at him with style, and performed original tricks that we'd never seen before. Really made the party one to remember! strong recommend. ”

Nellie Rustick - Soprano

4.94 (5)
2 Verified bookings

  • Hudson, NY
  • Wedding Singer / Wedding Entertainment
  • 31 miles from Pittsfield
  • $300 – $1,000 per event

Catherine S. said “Nellie Rustick is a very talented singer with a great attitude and a lot of repertoire. She is very pleasant to work with, very adaptable to different circumstances, and even can arrive with her own... ”

Steve Scholz - Piano

5.0 (10)
31 Verified bookings

  • Hudson, NY
  • Pianist / Wedding Entertainment
  • 31 miles from Pittsfield
  • Starts at $500

Farah T. said “Steve was absolutely amazing throughout the entire planning process. I had to create a band last minute for a friend who sang vocals at my wedding. Steve was clear and communicative with me, my... ”

Bel Canto Chamber Players

1 Verified booking

  • Northampton, MA
  • String Quartet / Wedding Entertainment
  • 32 miles from Pittsfield
  • Contact for pricing

We are a professional String Quartet (Also can be a duo or trio) and we have over 30 years of experience playing at weddings and parties. We play at churches,...

Alex Draws You!

5.0 (14)
10 Verified bookings

  • Easthampton, MA
  • Caricaturist / Wedding Entertainment
  • 32 miles from Pittsfield
  • Contact for pricing

Lex H. said “Fun and funny too. Very professional and easy to deal with. Highly recommend! ”

Alec Betterley

5.0 (9)
11 Verified bookings

  • Delmar, NY
  • Pianist / Wedding Entertainment
  • 32 miles from Pittsfield
  • Starts at $250

Brooke K. said “As per above! ”

Stephen Page Solo Piano

5.0 (4)
5 Verified bookings

  • Amherst, MA
  • Pianist / Wedding Entertainment
  • 37 miles from Pittsfield
  • $400 – $2,000 per event

Kester W. said “Stephen was very professional. Arrived promptly and set up was smooth. He played for my 80th birthday dinner party and the music was exactly how I imagined it. I was totally happy. Thank you Stephen! ”

Magic Moments Booth

5.0 (1)
1 Verified booking

  • West Springfield, MA
  • Photo Booths / Wedding Entertainment
  • 40 miles from Pittsfield
  • $350 – $2,000 per event

Vadim L. said “Wow! They did a great job with photobooth! Their equipment is up-to-date, and professional. Easy communication. They are polite, respectful, come on time. I really like the QR code feature they have... ”

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About booking Wedding Entertainment in Pittsfield, MA

Wedding entertainment brings your celebration to life, creating unforgettable moments on your big day. From talented harpists to interactive fire performers to a talented wedding DJ, the right entertainment sets the tone and keeps the energy flowing. The perfect wedding entertainers also add a personal touch, making your wedding day feel unique and tailored to your preferences and vision.

The cost of hiring unique wedding entertainment in Pittsfield, Massachusetts will vary depending on the types of performers you want to hire and how long you want them to entertain. Wedding performers require varying spaces to perform, so consider your venue when reviewing wedding entertainment ideas. Contact the wedding entertainers above to discuss your special day and receive a customized quote.

While exploring Pittsfield wedding entertainment companies, thoroughly review profile information, look at photos, and watch videos to understand the type of performance or service they offer. Read reviews from past clients to gain valuable insight into their experience level and ability to meet your expectations. Remember to include important details like venue information, wedding themes, and preferences to receive the most accurate quote.

Once you find the entertainer you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book wedding entertainment. 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 enjoy your wedding day!

Wedding Entertainment serving the Pittsfield, MA area

These Wedding Entertainment serve the wider Pittsfield and Berkshire county area and travel to Dalton, Lanesborough, Hinsdale, Lenox, Hancock, New Lebanon, Lenox Dale, Richmond, Washington, Cheshire, Stephentown, Lee, Berkshire, West Stockbridge, Peru, Canaan, Windsor, West Lebanon, Becket, Stockbridge, South Lee, Glendale, Cherry Plain, Savoy, Adams, Middlefield, East Nassau, Brainard, and Tyringham.