Middletown Christmas Events & Things to Do 2025

Discover the Wonderland of Play Very Merry Edition Event, a festive gathering for collectors of dolls, toys, and teddy bears. This unique event offers exclusive shopping opportunities with featured artists, special guest appearances, engaging workshops, and community play dates. Meet renowned artists like Robert Tonner and explore a curated collection...

Experience the enchantment of the 4th Annual Christmas Market & Winter Wonderland at New Century Festivals. This festive event offers two Saturdays filled with holiday cheer, featuring Santa meet-and-greets, a dazzling light tunnel, artisan vendors, and live music. Don't miss the spectacular Tree Lighting Ceremony.

Step back in time at the Victorian Holiday event hosted at the historic Jacob Sloat House. This charming celebration features live music, delightful sweet treats, and the house's signature hot mulled cider. Children can enjoy dedicated craft activities, while shoppers can explore Ye Olde HOLIDAY Shoppe for unique handmade gifts....

Discover unique, handcrafted treasures at the annual Holiday Pottery Show & Sale. This anticipated event features over 30 regional ceramic artists, jewelers, and artisans offering a convenient way to shop locally for the holidays. Members can enjoy an exclusive preview and a special discount, while proceeds benefit the artists and...

Immerse yourself in the festive spirit at the German Christmas Market of New Jersey. This highly-rated market offers a unique shopping experience with authentic German crafts, wooden decor, and festive gifts. It's a cherished community event that not only brings holiday magic but also supports local charities, making every purchase...

Discover or create the perfect gift at this family-friendly community event. Guests can handcraft beautiful items from natural materials, browse unique crafts by local artisans, and enjoy live entertainment including a puppet show and music. Festive food and warm beverages are also available.

Experience the festive spirit at the Reformed Church of New Paltz Christmas Fair. Discover a delightful array of handmade crafts, unique gifts, and seasonal decorations. Enjoy delicious festive food and warm beverages while soaking in the holiday cheer. It's the perfect place to find special treasures and get into the...

This holiday season, discover a festive marketplace at Bethel Woods Center for the Arts. They are hosting a large-scale Holiday Market featuring over 75 local artisans and specialty food makers, offering a wide selection of unique gifts and provisions. Admission is free, with food and beverage concessions available for purchase.

Experience the magic of the holiday season in Middletown with their Annual Christmas Tree Lighting Parade and Ceremony. This beloved tradition kicks off the festive season the day after Thanksgiving, featuring a lively parade that culminates in a special tree lighting ceremony at Festival Square, complete with Santa's assistance. Attendees...

LEGOLAND New York transforms into a festive wonderland for the Holiday Bricktacular. Experience a tunnel of lights, a spectacular 35-foot LEGO tree, and unique 'Glice' skating. Enjoy holiday-themed shows, meet-and-greets, and seasonal treats across five decorated zones. It's a brick-tastic celebration for the whole family.

Experience the magic of the holidays at Skylands Stadium's Christmas Light Show & Village. Drive through a dazzling mile-long spectacle of over two million lights, then step into a festive indoor village. Shop for unique gifts, meet Santa, and enjoy delicious food and carnival rides. It's a winter wonderland perfect...

Embark on a dazzling journey at Peace, Love & Lights, a spectacular drive-thru holiday light show. Wind through 1.7 miles of the beautiful Bethel Woods grounds, experiencing a magical glow from the comfort of your car. Special events like 'Dinner with Santa' and the 'Sullivan 180 Walk-Thru Mondays' offer unique...

Experience the uplifting sounds of the Warwick Valley Chorale as they present their December concerts across Orange County. These performances will fill historic churches with the spirit of the season through beautiful choral music. Join them for an evening of festive melodies and community celebration.

Prepare for a genuine New York holiday tradition with Jessica Lynn's "A Very Merry Classic Christmas." This acclaimed show, celebrated as a top holiday event, offers a dazzling multi-media spectacle featuring dancers, marching bands, and choirs. Sing along to beloved Christmas carols and become part of an immersive experience that...

Join the festivities for New Year's Eve at The Silk Factory. This event promises a memorable way to welcome the new year with a special celebration.

Get ready to welcome 2026 with an unforgettable New Year's Eve celebration across New Jersey. From sophisticated galas in Princeton to lively parties in Edison and family-friendly events in Iselin, there's a perfect way for everyone to ring in the new year. Explore diverse entertainment, delicious dining options, and dazzling...

Get into the holiday spirit at the Annual Christmas Parade! This cherished community event brings together decorated floats, marching bands, and local organizations for a festive procession. It's a wonderful opportunity to experience the joy and excitement of the season with friends and family.

Step into a festive holiday atmosphere at Devitt's Nursery & Supply for their 'Christmas on the Farm with Eggbert' event. This unique tradition brings back the beloved Eggbert for a memorable experience. Visitors can capture fun photos and explore the nursery's seasonal decorations, making it a charming stop during the...

Bring the little ones to meet Santa Claus and his helpers at Bethel Woods Center for the Arts. This delightful event offers children the chance to participate in holiday crafting, decorate cookies, and enjoy light refreshments in a festive atmosphere. It's a perfect way to create cherished holiday memories.