MERRY MAILBOXES' are out! Get those Santa letters in to ensure delivery back to you! Be sure to include a self-addressed envelope with postage to ensure you receive your hand-written letter back! 


-Mailbox Location-
*City Hall
*Middletown Rec
*Paramount Theater
*Festival Square
*Middletown Thrall Library (Children's Dept)



It's Small Business Saturday! Remember to shop local this holiday season! Visit our downtown for some great shopping, dining, and entertainment! Our downtown has it all! Visit for a full list of our local businesses to find what you are looking for this holiday season! #middletownnybid #holidays2019 #shoplocalshop local

Pictures from the 2019 Annual Christmas Tree Lighting Parade & Ceremony! From Friday, November 29th 2019. Thank you to all who made this parade so amazing! 

2019 Annual Christmas Tree Lighting Parade & Ceremony

Get those letters in! 



Christmas Tree Arrival

Date: Tuesday, November 19, 2019

Location: Festival Square (35-37 West Main Street)

Tuesday, November 19, 2019 marks the arrival of the City of Middletown Christmas Tree. The tree has been donated by the Donovan Family, and will be cut from their home in the Town of Wallkill. The tree is estimated to be around 45 f.t. tall and was planted by the house’s original owners in 1977.

Aspen Landscaping and Tree Service, the City’s Department of Public Works and Park’s Department will cut the tree beginning at 8 a.m. and erect it in Festival Square at approximately 9:30 a.m. The Middletown Police Department and the Town of Wallkill Police Department will escort Regional Trucking as they transport the tree from the Town of Wallkill to Downtown Middletown.

Harry Rotolo & Sons, Inc., members of The International Brotherhood of Electrical Workers (IBE Local 363), will decorate the Tree with lights on Saturday, November 23, 2019.

The City of Middletown and the Downtown Business Improvement District thanks Aspen Landscaping and Tree Service, Regional Trucking and Harry Rotolo & Sons, Inc. for donating their services and the Donovan Family for donating the tree to make this event possible.

Tree Arrival