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

Our holiday wreaths are going up downtown in preparation for all our Festivities! Who's ready for all our events taking place downtown this year? Mark those calendars for our Tree Arrival, Our Middletown Merry Mailboxes rolling out, Our 2019 Tree Lighting Parade & Ceremony, Small Business Saturday & The Quick Stop Santa Stop! Big shout out to the Middletown BID & The Middletown DPW for all their help in preparing and placing our wreaths.

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Tree lighting


Are you a local business or non profit located in Middletown NY & looking to participate in our Parade? Feel free to stop by our document center and download our Partipcation Form & Guidelines 

Orange County Executive Steven M. Neuhaus and City of Middletown Mayor Joseph M. DeStefano participated in a ceremonial groundbreaking with other dignitaries on Tuesday to celebrate the start of construction to extend the Heritage Trail an additional 4.2 miles from Hartley Road in the Town of Goshen to East Main Street in the City of Middletown.

Ceremonial Groundbreaking from the Heritage Trail

Perfection takes time, as can be seen through our Downtown Facade Improvement Program and the Woolworth's project on North Street! Also, check out Equilibrium's 2nd location on South Street! We're loving the way these old buildings are being brought back to life

Our Downtown Facade Improvement Program

Check out our photos from the 2019 Summer Concert Series! 

2019 Summer Concert Series

Lewis Sign's was hard at work on September 30th, 2019 installing these gorgeous signs at the Rail Trail Commons (former Woolworth's)! We can't wait for the grand opening! 

Rail Trail Sign Installation