4 days in Middletown Itinerary

4 days in Middletown Itinerary

Created using Inspirock Middletown trip itinerary planner

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— 3 nights


Middletown is a city in Orange County, New York, United States. You'll explore the less-touristy side of things at Lighthouse and Old Dutch Church and Burying Ground. Get outdoors at Breakneck Ridge Loop and Teatown Lake Reservation. You'll find plenty of places to visit near Middletown: Angry Orchard (in Walden), Tuthilltown Spirits (in Gardiner) and Rockland Bakery (in Nanuet). And it doesn't end there: enjoy unforgettable views with a balloon tour, brush up on your knowledge of spirits at Prohibition Distillery, look for all kinds of wild species at Lucius Pond Ordway / Devil's Den Preserve, and explore the fascinating underground world of Stone Church.

To find other places to visit, photos, more things to do, and more tourist information, use the Middletown trip itinerary planning app .

In October in Middletown, expect temperatures between 66°F during the day and 43°F at night. Wrap up your sightseeing on the 22nd (Tue) to allow time to travel back home.

Things to do in Middletown

Parks Wildlife Outdoors

Side Trips

Old Dutch Church and Burying Ground, Rockland Bakery, Teatown Lake Reservation, Breakneck Ridge Loop, Prohibition Distillery
Find places to stay Oct 19 — 22:
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Balloon Rides
Teatown Lake Reservation ©
Teatown Lake Reservation
Breakneck Ridge Loop ©
Breakneck Ridge Loop