Get Whirling with Holiday Fun at The Holiday Whopla in Historic Downtown Middletown

The Holiday Whopla is the newest addition to the spectacular holiday experiences you can share with your family and friends this holiday season in historic downtown Middletown!

The Holiday Whopla features a state-to-the-art ice rink which opens November 11, 2023. Admission is $10 per person and includes an ice skate rental.  The Whopla ice rink is surrounded by magnificent interactive light displays as well as heated igloos for guests to warm up in. The ice rink is located in a DORA district with beer, wine, hot chocolate, and food trucks available to enjoy while you are visiting the ice rink!

Festival Activities

Free Pictures with Santa & Mrs. Claus
Located at Primo Italian Steak House in Downtown Middletown.
Fridays and Saturdays: 5pm – 8pm until Dec. 23rd

Horse-Drawn Carriage Rides
Enjoy a Carriage Ride Through The Quaint Backdrop of Historic Downtown Middletown Decorated in Gorgeous Holiday Lights.
Saturdays: Dec. 9th, Dec. 16th, Dec. 23rd from 4 pm to 8 pm $5 per person

Ice Skating with Santa
$15 a person pre-registration. Ice rink admission is good the entire day
Sundays: Dec. 3rd, 1 pm – 2 pm & Dec. 10th, 1 pm – 2 pm

Skating Lessons
$20 a person pre-registration. Ice rink admission is good the entire day.
Kids: 11 am-11:30 am & 3 pm- 3:30 pm
Adults: 11:30 am-12:00 pm & 3:30 pm- 4:00 pm
December 20th, 21st, 26th, 27th, & 28th

Light Displays
The Holiday Whopla showcases many amazing interactive light displays but a trip to downtown Middletown would not be complete without visiting the Light Up Middletown drive-through light display that has been the cornerstone of Holiday memory-making in Middletown for over 25 years.  Come for the Lights and Stay for the Whopla!!! 


Igloo Rental
Whether you’re little or big, young or old, Holiday Whopla is the furthest thing from cold. The igloos are there for you to rent, the hot cocoa is flowing, and it will be time well spent. Igloo Rental $40 an hour.

Visit here or follow Holiday Whopla on Facebook to make sure you experience all downtown Middletown has to offer!

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