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The Best Holiday Entertainers for Hire in Stratford, CT

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117 Holiday Entertainers serving Stratford, CT
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1. Browse Holiday Entertainers in Stratford and contact your favorites

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2. Communicate with the Holiday Entertainment you select to work out the details of your event

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3. Book them through GigSalad and be covered by our 100% awesome guarantee!

Holiday Entertainment Pricing

Pricing

Using data from quotes sent through GigSalad, we’ve gathered average pricing for hiring Holiday Entertainment in your region.

Our Worry-Free Guarantee

Worry-Free Guarantee

Booking a Stratford Holiday Entertainer through GigSalad offers you extra protection you can’t get anywhere else. You can rest easy knowing that your payment is secure, and that we’ll have your back in the event of any trouble that may occur. Learn more

What Stratford Users Say

5-star review

“Perfect Santa!!” – Elizabeth F., reviewing Norwalk Holiday Entertainer Santa Mike Tolla. More reviews

Wendy Kerner - Harpist / Holiday Entertainment in Westport, Connecticut Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Wendy Kerner - Harpist / Holiday Entertainment in Westport, Connecticut

Wendy Kerner

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5.0 (25)
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  • Map pin icon Westport, CT
  • Vendor category icon Harpist / Holiday Entertainment
  • Travel distance icon 12 miles from Stratford
  • Check mark icon 39 Verified Bookings

Marsha O. said “Wendy was perfect. She was most helpful with music selections and the suggestion of including a violinist with the harp. She communicated regularly and…”

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Smart Car Santa - Santa Claus / Holiday Entertainment in West Haven, Connecticut
Smart Car Santa - Santa Claus / Holiday Entertainment in West Haven, Connecticut

Smart Car Santa

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5.0 (4)
  • Map pin icon West Haven, CT
  • Vendor category icon Santa Claus / Holiday Entertainment
  • Travel distance icon 11 miles from Stratford
  • Check mark icon 6 Verified Bookings

Billy H. said “Myself and all my guests were very happy that I chose to hire Santa. He did a great job, kids and adults had a blast! Highly recommended!”

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Santa Mike Tolla - Santa Claus / Holiday Entertainment in Norwalk, Connecticut
Santa Mike Tolla - Santa Claus / Holiday Entertainment in Norwalk, Connecticut

Santa Mike Tolla

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5.0 (2)
  • Map pin icon Norwalk, CT
  • Vendor category icon Santa Claus / Holiday Entertainment
  • Travel distance icon 15 miles from Stratford
  • Check mark icon 3 Verified Bookings

Richard H. said “He was a wonderful Santa! HIGHLY recommend”

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Dual Talent DJs - Affordable DJ + Piano Shows - DJ / Holiday Entertainment in Branford, Connecticut Featured vendor banner
Dual Talent DJs - Affordable DJ + Piano Shows - DJ / Holiday Entertainment in Branford, Connecticut

Dual Talent DJs - Affordable DJ + Piano Shows

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4.89 (12)
  • Map pin icon Branford, CT
  • Vendor category icon DJ / Holiday Entertainment
  • Travel distance icon 18 miles from Stratford
  • Check mark icon 11 Verified Bookings

Curt C. said “Needed some keyboard tracks for several national and international projects and thought I'd reach out about doing some session work... wow!... Al didn't…”

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Santa John Claus - Santa Claus / Holiday Entertainment in Beacon Falls, Connecticut
Santa John Claus - Santa Claus / Holiday Entertainment in Beacon Falls, Connecticut

Santa John Claus

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5.0 (2)
  • Map pin icon Beacon Falls, CT
  • Vendor category icon Santa Claus / Holiday Entertainment
  • Travel distance icon 18 miles from Stratford
  • Check mark icon 3 Verified Bookings

Wanda H. said “What a wonderful couple! Santa and Mrs. Claus did not disappoint at ALL!! What a truly magical night they made for all us (including the children)!! We…”

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John "Your Real Santa" Gebbie - Santa Claus / Holiday Entertainment in Port Jefferson Station, New York

This vendor provides virtual services Offers Virtual Services

John "Your Real Santa" Gebbie - Santa Claus / Holiday Entertainment in Port Jefferson Station, New York

John "Your Real Santa" Gebbie

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5.0 (16)
  • Map pin icon Port Jefferson Station, NY
  • Vendor category icon Santa Claus / Holiday Entertainment
  • Travel distance icon 18 miles from Stratford
  • Check mark icon 29 Verified Bookings

Annette J. said “John was so patient with our 2 year old and our outdoor shoot. We were running late due to traffic and he was calm as a cucumber and incredibly kind and…”

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Saint Nick - Santa Claus / Holiday Entertainment in Danbury, Connecticut Featured vendor banner

This vendor provides virtual services Offers Virtual Services

Saint Nick - Santa Claus / Holiday Entertainment in Danbury, Connecticut

Saint Nick

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4.81 (13)
  • Map pin icon Danbury, CT
  • Vendor category icon Santa Claus / Holiday Entertainment
  • Travel distance icon 22 miles from Stratford
  • Check mark icon 19 Verified Bookings

Amanda M. said “Saint Nick was amazing!! He always responded quickly and was easy to communicate with. All the kids at the party are still saying they can’t believe they…”

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Legendary Entertainment - Costumed Character / Holiday Entertainment in Smithtown, New York Featured vendor banner
Legendary Entertainment - Costumed Character / Holiday Entertainment in Smithtown, New York

Legendary Entertainment

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5.0 (17)
  • Map pin icon Smithtown, NY
  • Vendor category icon Costumed Character / Holiday Entertainment
  • Travel distance icon 23 miles from Stratford
  • Check mark icon 6 Verified Bookings

Cynthia C. said “From booking to the date of the event, working with Legendary was great. The costume was excellent, I was worried it may look fake but it looked straight…”

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Connecticut Yuletide Carolers - Christmas Carolers / Holiday Entertainment in Guilford, Connecticut
Connecticut Yuletide Carolers - Christmas Carolers / Holiday Entertainment in Guilford, Connecticut

Connecticut Yuletide Carolers

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4.99 (14)
  • Map pin icon Guilford, CT
  • Vendor category icon Christmas Carolers / Holiday Entertainment
  • Travel distance icon 25 miles from Stratford
  • Check mark icon 26 Verified Bookings

Darlene W. said “I was so happy that the Connecticut Yuletide Carolers were able to adjust their normal performance due to covid to be able to still surprise my family.…”

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Show More Holiday Entertainers Near You

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Quick facts
Holiday Entertainment in Stratford, CT

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1,514 quotes sent

In the past year, Holiday Entertainers have sent 1,514 quotes to event planners

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104th most popular

Holiday Entertainers rank #104 in popularity out of 545 categories on GigSalad

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5 out of 5 stars

3,434 Holiday Entertainer reviews on GigSalad with an average rating of 5 stars

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1.3 days on average to book

From request to booking, it takes 1.3 days (on average) to hire a Holiday Entertainer

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Connecticut ranks #27

for Holiday Entertainer requests in the United States

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Holiday Entertainment in Stratford, CT


Throughout the year, special holidays create opportunities for us to celebrate with our friends, family and co-workers. If you are planning a memorable holiday party, search our database of performers to book holiday entertainment. Holidays often serve as reminders of important events in our nation's history, other times they are important religious celebrations, and at other times they are simply reasons to connect with friends and family in a party setting. Whatever the case, GigSalad has the talent you need for your private or corporate holiday party.

Check out these examples of often celebrated holidays: Cinco De Mayo, Easter, Memorial Day, Mother's Day, Saint Patrick's Day, Father's Day, Independence Day, Halloween, Labor Day, Oktoberfest, Thanksgiving, Veteran's Day, Chinese New Year, Christmas, Hanukkah, Kwanzaa, Mardi Gras, New Year's Eve and Valentine's Day. And even if you're wanting to celebrate a holiday that's not listed here, you'll be sure to find some exciting entertainment for your event right here on GigSalad! Search for Holiday Entertainment in Stratford, Connecticut above.

Please note that these Holiday Entertainment may also travel to Trumbull, Woodmont, Southport, Orange, Derby, Easton, Greens Farms, Monroe, West Haven, Westport, Weston, Woodbridge, Redding Ridge, Stevenson, Southern Connecticut, Botsford, Seymour, Redding, Redding Center, Wilton, Georgetown, Port Jefferson, Miller Place, Oxford, Setauket, East Setauket, Rowayton, Branford, Bethany, and Stony Brook.

Find Holiday Entertainment in nearby cities

Bridgeport Milford Fairfield Shelton Ansonia New Haven
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