Find a landscaper in Middletown, NY

How the matching works

1. You send a short request. Your town, the kind of work, and a couple of lines about the job.
2. We read it and pick one landscaper. Hudson Ally locks one provider per service per town (their primary town). They may also cover a small neighboring delivery area (~15–20 min). Your request goes to the provider whose primary town matches yours — never to two locked providers. They keep the lock only as long as they answer leads quickly and follow through on estimates.
3. They contact you to set up an estimate. The price and the job are between you and them. Hudson Ally never quotes, does the work or takes payment from you.

If we don't have a landscaper covering your part of Orange County yet, we'll tell you so honestly instead of sending you to someone from outside the area.

Landscapers in Middletown: what's worth knowing

Middletown is a city surrounded by the Town of Wallkill, and many "Middletown" mailing addresses are really in Wallkill, Wawayanda or Goshen. The landscaper needs the real municipality for access notes and any permit questions, so put that in your request.

The city has tighter lots and older yards near downtown, while Scotchtown, Mechanicstown, Circleville and Slate Hill lean toward larger lawns and newer subdivisions — some with HOA rules about height, leaf piles and parking the trailer. Say whether you need weekly mowing, a spring/fall cleanup, or a bigger bed/sod/grading job.

Orange County springs start muddy and falls dump a lot of leaves in a short window. Deer browse is common on the Wallkill side. Mention steep slopes, drainage soft spots, pets, and whether irrigation heads are in the lawn so the crew comes prepared.

Questions to ask any landscaper before you sign

Whoever you hire, through us or not, these questions will help you compare estimates.

Can I see your insurance certificate?

Ask for general liability. If they have employees, ask about New York workers' compensation and disability. Have the certificate sent by their insurance agent, not just shown on a phone.

What's included in a weekly or biweekly lawn visit?

Mow, edge, blow clippings, and trim beds are common. Leaf cleanup, mulch, weed control, fertilizer and shrub pruning are often priced separately — get a written list.

How do you handle property edges, irrigation and obstacles?

Mailboxes, toy piles, dog fences, low-voltage lights and irrigation heads get damaged when crews rush. Ask how they mark heads and what happens if something breaks.

For bigger installs, do I get a written estimate?

Planting beds, sod, grading, retaining walls and patio work should be itemized: materials, labor, haul-away and roughly when the crew will start.

Who pulls permits if grading or a wall needs one?

Most routine mowing doesn't. New retaining walls, major grade changes or work near wetlands can. Ask who checks with the City of Middletown or Town of Wallkill building department.

New York law requires a written contract for home improvement jobs over $500, including a notice of your right to cancel within three business days (General Business Law, Article 36-A). Don't start work on a handshake.

Towns covered from Middletown

Middletown is treated as a primary town for this service. Early on, the provider locked here may also deliver in these neighboring towns (~15–20 min):

• City of Middletown
• Town of Wallkill (Scotchtown, Mechanicstown, Circleville)
• Goshen
• Slate Hill (Town of Wawayanda)

Hudson Ally covers the Hudson Valley in New York: Westchester, Rockland, Putnam, Orange, Dutchess, Ulster, Sullivan, Greene and Columbia counties. Leads route by primary-town match. If your town isn't listed, send the request anyway and we'll tell you whether we can help.

Nearby pages

• Roofers in Middletown, NY

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