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Bennington, VT 
Magician / Holiday Party Entertainment
30 miles from Pittsfield 
21 Verified Bookings Bill D. said “Doug was great. Excellent with kids and adults at this mixed event.”
Bennington, VT
Christmas Carolers / Holiday Party Entertainment
30 miles from Pittsfield
62 Verified Bookings Sean M. said “Professional”
Delmar, NY
Pianist / Holiday Party Entertainment
32 miles from Pittsfield
9 Verified Bookings Nilsa B. said “Alec was a total gentleman, professional, talented and very accomodatiNguyen. made our party amazing. I can't thank him enough. was on time and can…”
Easthampton, MA
Jazz Band / Holiday Party Entertainment
32 miles from Pittsfield
1 Verified Booking Jay S. said “I've had the pleasure of having Evan and his stellar combo play our summer garden party for two years in a row now. They were perfect—the repertoire,…”
Latham, NY
Santa Claus / Holiday Party Entertainment
33 miles from Pittsfield
29 Verified Bookings Jeff Y. said “Santa Rick is a wonderful human being and a pleasure to work with. We are grateful for his willingness to help, collaborate, and the joy he shares at…”
Averill Park, NY
Jazz Band / Holiday Party Entertainment
20 miles from Pittsfield
3 Verified Bookings Karl C. said “Mellow jazz set the perfect mood for our son’s wedding - Steve worked with us to integrate the band into the festivities, and they know how to set the…”
Albany, NY
Jazz Band / Holiday Party Entertainment
30 miles from Pittsfield
5 Verified Bookings Emily A. said “Keith and his trio played for my parents' 50th wedding anniversary and made their night. After cancelling their celebration due to the pandemic,…”
Hudson, NY
Pianist / Holiday Party Entertainment
31 miles from Pittsfield
31 Verified Bookings 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…”
Latham, NY
Santa Claus / Holiday Party Entertainment
33 miles from Pittsfield
6 Verified Bookings Christopher M. said “Santa Mike was hired for a breakfast with Santa event. He was awesome! Punctual, professional, personable and great with the kids. He made sure to visit…”
Greenfield, MA
Jazz Band / Holiday Party Entertainment
34 miles from Pittsfield
1 Verified Booking Kathryn L. said “Wes was wonderful, and we talked in advance so he could understand what I was going for in terms of the spirit of the event. He provided lovely and thoughtful…”
Hadley, MA
Jazz Band / Holiday Party Entertainment
34 miles from Pittsfield
3 Verified Bookings Isabel D. said “Thank you, Kevin for a beautiful night of celebrating love. You are a true pro for keeping the music going even after your equipment was rained out. You…”
Amherst, MA
Pianist / Holiday Party Entertainment
37 miles from Pittsfield
70 Verified Bookings Guy R. said “Dan was wonderful to work with. He arrived early to set up and played a broad selection on music for our wedding. We can highly recommend him.”
Amherst, MA
Pianist / Holiday Party Entertainment
37 miles from Pittsfield
2 Verified Bookings Heather K. said “Stephen played at our engagement party and the crowd loved him. A very professional and kind man who knew every song I requested…and played each perfectly.…”
Housatonic, MA
Pianist / Holiday Party Entertainment
15 miles from Pittsfield Sherry Steiner Soothing original improvisational instrumentals on a double neck ukulele or on a keyboard...a unique sound. Music of the Moment! www.sherrysteiner.com
Williamstown, MA
Pianist / Holiday Party Entertainment
18 miles from Pittsfield My name is Felix, and I would like to offer my services as a pianist for your next event. I draw from a wealth of experience (over 400 concerts) playing in bands…
If you’re planning a holiday party this year, add even more festivities by booking the best live entertainment! Here are some tips to help you find the perfect professionals.
To start, make a list of the various styles of entertainment that you’re interested in. Jazz bands, classical ensembles, and Christmas carolers are popular options for background holiday music. For a corporate cocktail party, bartenders, waitstaff, and caterers offer everything you and your guests will need. Need something for the kiddos? Book a visit from Santa and Mrs. Claus and watch their faces light up! Once you’ve decided on your ideal holiday party entertainment, search online for professionals in your area. Most entertainers have online profiles so that you can get a feel for what they offer. Check out performance descriptions, listen to audio clips, and watch videos of their past events. If available, read through reviews from their past clients to gauge a performer’s experience and professionalism. When you’re ready to contact an entertainer for their rates and availability, make sure to give them as much information about your event as possible. Discuss important details such as performance space, power supply, scheduled breaks, parking, and any unique aspect of your event. The more info you give the vendor, the easier it is for them to provide a customized quote! Lastly, confirm the agreement and performance details in writing. With GigSalad, everything you need to find and book holiday party entertainment is in one simple platform. Browse profiles, get free quotes, and book with the added security of our Worry-Free Guarantee. Search for Holiday Party Entertainment in Pittsfield, Massachusetts above.
These Holiday Party Entertainment serve the wider Pittsfield and Berkshire county area and travel to Dalton, Lanesborough, Hinsdale, Lenox, Hancock, New Lebanon, Lenox Dale, Richmond, Washington, 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.
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