Multiple spaces, one smooth timeline
Planning ceremony, cocktail hour and reception in different areas? We can review where announcements and music will actually be heard.

Rye, New York · Westchester Entertainment
Whether you're planning a wedding, Sweet 16, birthday, or private party, Westchester Entertainment provides professional DJ and MC services to help make your celebration memorable. We work with you to plan the music, coordinate the important moments, and keep your guests entertained throughout the event.
Check Your Date →Your celebration. Our passion.
Rye has room for very different kinds of celebrations: harbor views, classic country-club spaces and family gatherings close to home. A cocktail hour overlooking the Sound needs a different pace than the main reception. We plan the transitions, music and announcements so the evening flows naturally when everyone moves indoors to dance.

Thoughtful introductions, special dances and music that makes the room feel connected.
View packages & pricing ↗
Favorite songs, great dance-floor lighting and the energy that makes a milestone unforgettable.
View packages & pricing ↗
Birthdays, anniversaries, graduations and gatherings with just the right atmosphere.
View packages & pricing ↗
Digital sharing or instant prints so guests take home another great memory.
View packages & pricing ↗Why Westchester Entertainment
Planning ceremony, cocktail hour and reception in different areas? We can review where announcements and music will actually be heard.
Build a playlist that works for your family and friends, from dinner favorites to an energetic last hour.
Professional introductions and mic handling mean the important moments are heard without taking over your event.
Kind words from clients
“His music selection was spot on, and the dance floor stayed full all night.”
— Amanda and Kirk
“Out of all our vendors, you were the only one that actually delivered everything they promised.”
— Samantha R.
Local event inspiration
Wainwright House offers gardens and waterfront spaces; Whitby Castle offers a grand ballroom; and Westchester Country Club offers several club event settings. They each create different questions about where speeches, dancing and ceremony sound will happen. If you have a venue in mind, tell us the layout and we can talk through what sound coverage makes sense.
Our local experience: We’ve provided DJ entertainment at Whitby Castle and other venues nearby. From weddings to Sweet 16s and private parties, we tailor the music and atmosphere to the occasion.
260 Stuyvesant Avenue, Rye, NY
Historic house and garden event spaces overlooking Milton Harbor.
Explore the venue ↗330 Boston Post Road, Rye, NY
Castle-inspired clubhouse setting for weddings and private events.
Explore the venue ↗99 Biltmore Avenue, Rye, NY
Country-club ballrooms and terraces for weddings and celebrations; member or sponsor required.
Explore the venue ↗Venue links are provided for planning information and do not imply a partnership, endorsement or preferred-vendor relationship. Confirm outside-vendor policies, event availability and current terms directly with each venue.
Helpful answers
We can discuss ceremony music and microphones separately from reception entertainment. The location and equipment needs determine the setup.
Yes. We plan entertainment for Sweet 16s, birthdays, anniversaries, weddings and private parties, with music built around your guests.
Yes. Digital photo booth options are available, with an instant-print upgrade if you would like guests to take home photos.

Check your date
Tell us your date, what you are celebrating and the kind of music you love. We’ll help you choose DJ, MC and photo booth options that match the occasion—whether it is a wedding, Sweet 16, birthday or private party.