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414 Holiday Party Entertainers serving Milford, CT

Featured

Piano By Mike

5.0 (13)
Top Performer
31 Verified bookings

  • Fairfield, CT
  • Pianist / Holiday Party Entertainment
  • 12 miles from Milford
  • $250 - $1,200

Allison L. said “Mike was amazing! He sure knows how to tickle those ivories. I was getting compliments on him all night. Was very accommodating and reliable as well ”
Featured

Santa Rich

4.90 (12)
26 Verified bookings

  • Milford, CT
  • Santa Claus / Holiday Party Entertainment
  • $150/hr and up

Nancy N. L. said “This was our 2nd time booking Santa Rich and will be booking again next year for our Annual Business Christmas Party. Santa Rich spends time talking to each child, making it super special. I would... ”
Featured

Daniel Slugoski

5.0 (1)
1 Verified booking

  • Milford, CT
  • Pianist / Holiday Party Entertainment
  • $100.00

Chad F. said “Daniel was TOP NOTCH! Professional, courteous, friendly, and willing to play longer throughout dinner. Already excited to book him for our next event!! ”
Featured

Dan Fogel, Pianist

5.0 (6)
4 Verified bookings

  • East Setauket, NY
  • Pianist / Holiday Party Entertainment
  • 21 miles from Milford
  • $350 and up

Lynne R. said “Dan played at my daughter’s bridal shower and was amazing! I received so many compliments on how his music was a beautiful touch to the shower. The ladies really enjoyed it. I would MOST recommend Dan... ”
Featured

Saint Nick

4.89 (33)
67 Verified bookings

  • Danbury, CT
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Milford
  • $150-400/half hr plus travel time & expenses.

Chris L. said “The experience of Saint Nick visiting the kids on Christmas is a memory that will never be forgotten. Looking forward to many years with Saint Nick visiting. Highly recommended! ”

The Nichols Santa

5.0 (20)
Top Performer
40 Verified bookings

  • Trumbull, CT
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Milford
  • $150-200 an hour plus travel

Anne C. said “The first question the parents asked before they committed to going to our party was are we going to have the same Santa again this year as we did in the past two years. We changed the date in order... ”

BowTie Party and Event Staff

4.93 (36)
45 Verified bookings

  • Fairfield, CT
  • Waitstaff / Holiday Party Entertainment
  • 12 miles from Milford
  • Contact for rates

Emily B. said “Communication was great leading up to the event. The server was timely, outgoing, and was willing to fill about 4 different roles throughout the night! It was such a relief to have help, so that I... ”

Gomez & Sadlon

4.89 (13)
11 Verified bookings

  • Newtown, CT
  • Jazz Band / Holiday Party Entertainment
  • 18 miles from Milford
  • $400- $1,000

Nadine B. said “Gomez&sadlon. They were awesome. Everyone wanted to know how did I find them? Gomez&Sadlon were on time and very professional. I would use them again if I should have any events coming up. ”

Santa John

4.89 (34)
67 Verified bookings

  • Cheshire, CT
  • Santa Claus / Holiday Party Entertainment
  • 21 miles from Milford
  • $100 and up

Caitrin F. said “Santa John was a great addition to our Christmas celebration! He had stories and spoke to the children, took so many photos and handed out gifts. He has a kind gentle manner and even had a few funny... ”

Chay - pronounced (Chay)

5.0 (3)
Top Performer
7 Verified bookings

  • West Haven, CT
  • Waitstaff / Holiday Party Entertainment
  • 7 miles from Milford
  • $200 and up

Steph H. said “Thank you for the great service. My family and I truly appreciate your ability to pivot and make everything work when my plans suddenly changed due to the weather, You're the best! We are looking... ”

Celtic Magic

4.94 (11)
2 Verified bookings

  • Orange, CT
  • Magician / Holiday Party Entertainment
  • 4 miles from Milford
  • $600 - $10,000

Zack M. said “Daniel has been a regular at a charity storytelling event I help to run at various shows and conventions. He is always prompts and professional, brings cheer to the event, and is very supportive of... ”

Matt Ralabate

2 Verified bookings

  • Stratford, CT
  • Bartender / Holiday Party Entertainment
  • 5 miles from Milford
  • Contact for rates

I started bartending in 2003. I spent 5 years working in varied establishments and then another 6 working private parties. I now exclusively work private...

Marc Weissman

4.69 (4)
6 Verified bookings

  • Shelton, CT
  • Pianist / Holiday Party Entertainment
  • 6 miles from Milford
  • Contact for rates

Jeremiah said “I hired Pianissimos as an accompanist for my fourth and fifth grade choir. He worked very well with both myself and the students. Very Talented, Professional and Great Fun to Work With! I ended... ”

Smart Car Santa

5.0 (22)
31 Verified bookings

  • West Haven, CT
  • Santa Claus / Holiday Party Entertainment
  • 7 miles from Milford
  • $0.00 to $1,000,000 per hour + travel

Rebecca D. said “Was a great visit with my 4 boys, They each got time to sit and talk with Santa and he read them a story. ”

Mystique Magic Company

5.0 (27)
21 Verified bookings

  • Ansonia, CT
  • Magician / Holiday Party Entertainment
  • 8 miles from Milford
  • $295.00

Heather C. said “Great tableside magic during our dinner train experience! Arrived on time, prepped, and ready to roll. Thanks for the perfect addition to our event :) ”

Santa Mark CT

5.0 (5)
6 Verified bookings

  • Woodbridge, CT
  • Santa Claus / Holiday Party Entertainment
  • 9 miles from Milford
  • $175-$400

Tatjana A. said “I had a great experience photographing Santa Mark at the Shenorock Shore Club. He is extremely photogenic and absolutely wonderful with kids. Mark has a natural beard that’s beautifully groomed and... ”

Mr. Bungles - Party Talent, LLC

4.87 (18)
54 Verified bookings

  • Monroe, CT
  • Santa Claus / Holiday Party Entertainment
  • 10 miles from Milford
  • $600-825

Pam S. said “Best ever! Book him now for your party! He is abdolutely the best We had 200 people at our party and he was awesome! I’ll book him every time Balloons, bubbles, juggling Very genuine person So... ”

Jazzkwest

1 Verified booking

  • Fairfield, CT
  • Jazz Band / Holiday Party Entertainment
  • 12 miles from Milford
  • Contact for rates

JAZZKWEST is a Long Established San Francisco Bay Area Quartet Celebrating the Classic American Songbooks of the 1930’s, 40’s and Beyond. Rebekah...

Shamrock Santa

1 Verified booking

  • Hamden, CT
  • Santa Claus / Holiday Party Entertainment
  • 14 miles from Milford
  • $200-$350

Sharing the joy of the Christmas season with the young and young at heart in the Connecticut area.

Alcy Hart

4.0 (1)
1 Verified booking

  • Hamden, CT
  • Magician / Holiday Party Entertainment
  • 14 miles from Milford
  • $200-$1500

Mx. Hart specializes in combining magic with storytelling and human connection in order to create experiences that last beyond the end of the event. A skilled...

Santa John Claus

5.0 (5)
14 Verified bookings

  • Beacon Falls, CT
  • Santa Claus / Holiday Party Entertainment
  • 15 miles from Milford
  • $350+

Maragaret said “Awesome!!! Engaged the children, photogenic, onetime and brought Mrs Claus. We will certainly book them again Magical!! ”

Santa Mike Tolla

5.0 (8)
12 Verified bookings

  • Norwalk, CT
  • Santa Claus / Holiday Party Entertainment
  • 20 miles from Milford
  • Contact for rates

Tiffany W. said “Santa Mike was a delight! He was super nice and personable and even rode the Carousel! 310 people came to take pictures with him, which surpassed our initial headcount. He is extremely professional... ”

Bartender Private

5.0 (1)
2 Verified bookings

  • Norwalk, CT
  • Bartender / Holiday Party Entertainment
  • 20 miles from Milford
  • $100 per hour

Thomas S. said “Everyone had a great time thanks in part to Luis! Highly recommend. Very personable, skilled and knowledgeable. Great communication. ”

Ulterior Motif

5.0 (5)
6 Verified bookings

  • Wallingford, CT
  • Classical Ensemble / Holiday Party Entertainment
  • 20 miles from Milford
  • $500 and up

Steve M. said “Ulterior Motif knocked it out of the park for our wedding ceremony. We had a couple specific song requests (instrumentals from Braveheart and Lord of the Rings- which were totally up their alley),... ”

Orion Music Ensembles

5.0 (1)
1 Verified booking

  • Bethel, CT
  • Classical Ensemble / Holiday Party Entertainment
  • 21 miles from Milford
  • $400 and up

Phil M. said “We hired a string duo to play Christmas music following our Christmas Eve Candlelight Service. They were excellent musicians, and completely professional. Beryl was very communicative and organized,... ”

Connecticut Yuletide Carolers

4.91 (22)
36 Verified bookings

  • Guilford, CT
  • Christmas Carolers / Holiday Party Entertainment
  • 21 miles from Milford
  • Contact for rates

Joanne P. said “This was a challenge since all of the audience have dementia/alzheimer's in varying degrees. This little musical hour brought back memories for many and they sang along and clapped. Very happy... ”

Dorian James Entertainment

5.0 (2)
2 Verified bookings

  • Stony Brook, NY
  • Classical Ensemble / Holiday Party Entertainment
  • 21 miles from Milford
  • $150-$10,000

Alina said “The magician came on time. Very professional. Everyone enjoyed him even adults. ”

Mr & Mrs Claus of Waterbury

5.0 (8)
10 Verified bookings

  • Waterbury, CT
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Milford
  • $200-$575

Ann D. said “They were very approachable, interacting easily with the kids and the adults. They had lots of photos taken - Santa's knees got quite a workout from getting down to the kids' level - and Santa's... ”

Santa Shane

5.0 (6)
13 Verified bookings

  • Waterbury, CT
  • Santa Claus / Holiday Party Entertainment
  • 23 miles from Milford
  • Contact for rates

Karen D. said “My original Santa had to cancel almost last minute. Having a Santa was a surprise for my family at a party. I was pretty upset. Trying to rebook another Santa seemed impossible as they were... ”

  • Danbury, CT
  • Pianist / Holiday Party Entertainment
  • 23 miles from Milford
  • Contact for rates

Professional pianist/organist in Danbury, Connecticut. I play weddings, funerals, and any other event that requires piano and/or pipe or electronic organ.

Brenden Castro Trio

5.0 (1)
1 Verified booking

  • Danbury, CT
  • Jazz Band / Holiday Party Entertainment
  • 23 miles from Milford
  • Contact for rates

Meridith C. said “The trio was perfect for our small dinner party. They provided background music during dinner. Professional, good communication, and great value too! Would hire again. ”

  • Shelton, CT
  • Bartender / Holiday Party Entertainment
  • 6 miles from Milford
  • Contact for rates

Jackie said “Gianna helped make our night AMAZING and made sure all of our questions were answered & needs were met! ”

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About booking Holiday Party Entertainment in Milford, CT

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 Milford, Connecticut 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 Milford 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 Milford, CT area

These Holiday Party Entertainment serve the wider Milford and New Haven county area and travel to Woodmont, Orange, Stratford, Shelton, Derby, West Haven, Trumbull, Bridgeport, Ansonia, New Haven, Woodbridge, Southern Connecticut, Monroe, East Haven, Seymour, Fairfield, Stevenson, Easton, Southport, Branford, Hamden, Bethany, Botsford, Oxford, Beacon Falls, Greens Farms, North Haven, Redding Ridge, Westport, and Weston.

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