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Boston, MA 
Holiday Entertainment
4 miles from Winthrop 
2 Verified Bookings Rae A. A. said “Captain Jack kept his audience (consisting of all ages) attentive and engaged the entire show. Great job at keeping the campers involved through participation,…”
Boston, MA
Dueling Pianos / Holiday Entertainment
4 miles from Winthrop
34 Verified Bookings Kristen R. said “Song selection, skill and voice were all incredible! Excellent background music for our cocktail hour and dinner!”
Boston, MA
Singing Guitarist / Holiday Entertainment
4 miles from Winthrop
63 Verified Bookings Mike A. said “Adam did a great job at our daughter's graduation. There was such a diverse crowd and Adam catered to everyone. We would definitely hire Adam again.”
In the past year, Holiday Entertainers have sent 2,594 quotes to event planners
Holiday Entertainers rank #66 in popularity out of 542 categories on GigSalad
5,821 Holiday Entertainer reviews on GigSalad with an average rating of 5 stars
From request to booking, it takes 1.2 days (on average) to hire a Holiday Entertainer
for Holiday Entertainer requests in the United States
Take your holiday celebration to the next level with some live entertainment! You can book a visit with Santa or have hot chocolate with Mrs. Claus. If you want some beautiful holiday music, consider Christmas carolers or a singing pianist. Find the best local holiday entertainment on GigSalad for your Christmas parties, corporate events, and holiday festivals like Christmas tree lightings and parades.
The cost of hiring holiday entertainment in Winthrop, Massachusetts will vary depending on the type of performer, the event length, and when you book. The holiday season is the busiest time of year for Christmas party entertainers, so they may charge more as their calendars fill up and schedules become strained. Book early for the best price! Contact the performers above to get a quote customized for your holiday party or event.
While browsing Winthrop holiday entertainers, take the time to look through photos and videos from past events and performances. Then read reviews from other event planners to learn more about their experience and professionalism. When talking with holiday performers, discuss important details like arrival times, attire preferences, setup requirements, and any special requests you might have.
Once you find the performer you want to hire, finalize your booking on GigSalad. Our full-service platform makes it easy to book live holiday entertainment. You can talk with entertainers, confirm all the details of your agreement, and make a secure payment all in one place. Every GigSalad booking is covered by our Worry-Free Guarantee so you can rest easy knowing we’ve got your back. Just relax and enjoy your celebration! Search for Holiday Entertainment in Winthrop, Massachusetts above.
Please note that these Holiday Entertainment may also travel to East Boston, Charlestown, Nahant, Roxbury Crossing, Hull, Dorchester, Roxbury, Dorchester Center, Brookline Village, New Town, Swampscott, Allston, Jamaica Plain, West Medford, Mattapan, Brighton, North Weymouth, Milton Village, Roslindale, Chestnut Hill, Waverley, Newton Corner, Arlington Heights, Hyde Park, East Weymouth, Newton Center, West Roxbury, Nonantum, Newtonville, and Lynnfield.
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