EQUESTRIAN · RIDING ARENAS

Horse Riding Arena Construction in the Hudson Valley

A riding arena is only as good as what’s under the footing. Oakley Builders & Excavation builds laser-graded arena bases, drainage that survives Hudson Valley mud season, and paddock & arena fencing — serving Millbrook hunt country, Pine Plains, and all of Columbia & northern Dutchess County. Family-owned, fully insured, 5.0 stars on Google.

Arena Site Work, Base & Drainage — Done Right

Anyone can spread sand. What makes an arena ride well for decades is the ground work underneath: a properly stripped and compacted subgrade, a laser-graded stone base with the right crown, and drainage that moves water away before it ever softens your footing. That’s excavation work — and it’s exactly what we do every day.

We build new outdoor arenas and rehab existing rings across Millbrook hunt country and the horse farms of Columbia & northern Dutchess County. Whether you ride dressage, hunters and jumpers, or western, the ground work is the same: get the base and the water right, and your footing stays consistent through April mud and August dust.

What We Build

  • Outdoor riding arenas — full site work from clearing and cut/fill grading to the compacted stone-dust base, ready for the footing of your choice (standard dressage 20×60m and 20×40m, jumping rings around 100’×200′, or sized to your property)
  • Arena drainage — crowned or sloped bases, French drains, swales, and perimeter drainage so water leaves the ring instead of living in it
  • Arena regrading & rehab — existing ring holding water, rutting, or riding uneven? Often the fix is regrading and drainage, not a full rebuild
  • Round pens & paddock grading — 50’–60′ round pens, paddock leveling, mud management around gates and waterers
  • Paddock & arena fencing — post-and-board and mesh fence installation and replacement, posts set plumb and solid with our excavator-mounted auger
  • The whole property — barn pads, farm driveways, culverts, utility trenching, land clearing and pasture restoration, all from one local crew

How We Build an Arena Base

  • Walk the site with you — we look at how water moves across your land before anything else, then site the arena to work with it
  • Strip & cut to grade — topsoil off, subgrade cut and compacted, because footing on topsoil never lasts
  • Drainage first — crown or slope built into the base, with French drains or swales where your ground needs them
  • Laser-graded stone base — compacted stone dust brought to a consistent plane, the foundation your footing depends on
  • Footing installed to your spec — we place the sand or footing blend you and your trainer choose, and we’re straight with you about what we do best: the ground work everything else sits on

Oakley excavator with auger attachment drilling fence post holes during a riding arena fence replacement in Millbrook NY
Setting new fence posts with our excavator-mounted auger — a riding-arena fence replacement in Millbrook (fencing by Oakley; existing arena).

Why Horse Owners Choose Oakley

  • Drainage and grading are our specialty — the two things that make or break an arena in the Northeast
  • Local and accountable — based in Pine Plains, minutes from Millbrook hunt country, so return visits and touch-ups are easy
  • Respectful of your farm — careful around horses, fencing, and turnout schedules, and we leave the site tidy every day
  • Family-owned, fully insured, and 5.0-star rated on Google

New post-and-board paddock fence built by Oakley Builders at a Millbrook NY horse property
Post-and-board paddock fencing we built in Millbrook — turnout-safe and straight on rolling ground.

Areas We Serve

Millbrook, Pine Plains, Stanfordville, Clinton, Rhinebeck, Red Hook, Copake, Hillsdale, Chatham, and horse properties throughout Columbia County and northern Dutchess County, NY.

Call or Text (845) 459-3859 for a Free Site Walk

Thinking about a new arena, or fighting a wet ring every spring? Call or text Travis at 845-459-3859 and we’ll walk your site together — honest advice on siting, base, and drainage, and a free, accurate quote after the visit.

Arena questions we get a lot

Q: How much does it cost to build an outdoor riding arena in the Hudson Valley?

A: It depends on your site — how much grading the land needs, arena size, materials, and the footing you choose. Rather than quote a number sight unseen, we walk your property and give you a free, accurate quote broken into site work, base, and drainage so you can see exactly where the money goes.

Q: What size should a riding arena be?

A: A standard dressage arena is 20×60 meters (about 66’×198′), a small dressage court is 20×40m, and most jumping rings run around 100’×200′. We’ll size it to your discipline, your horses, and your land.

Q: My existing arena holds water. Do I need a full rebuild?

A: Often, no. Many wet rings are fixed with regrading, re-crowning, and perimeter drainage. We’ll tell you honestly whether a rehab or a rebuild makes more sense — the site walk is free either way.

Q: Do you install the footing too?

A: We build the base and drainage — the part that determines how your arena rides — and we place the sand or footing blend you and your trainer specify. If you want a specialty performance footing, we’ll coordinate with your supplier so the base is built exactly to their spec.

Q: When is the best time to build an arena in New York?

A: Late spring through fall, when the ground is workable and compaction is reliable. Book a site walk early — siting and design decisions are best made before the season gets busy.

Q: Do you build fencing too?

A: Yes. We install and replace paddock and arena fencing — post-and-board, mesh, and gates — with posts set by our excavator-mounted auger, so lines stay straight and solid even on rolling ground. Fencing can be part of an arena project or a stand-alone job.

Oakley excavator with auger drilling fence post holes during a riding arena fence replacement in Millbrook NY

We build:

Every arena starts with a free site walk. We look at your land, your water, and your goals — then build the base and drainage your footing deserves, from Millbrook to Pine Plains and across Columbia & northern Dutchess County.

New post-and-board paddock fence built by Oakley Builders in Millbrook NY, Hudson Valley
New post-and-board pasture fence with gate installed by Oakley Builders in Millbrook NY

Ready to Build Your Arena?

Tell Us More About Your Project And We Will Get You An Estimate Quickly

HOW IT WORKS
Free estimate. Straight price. No surprises.
STEP 1
Free ballpark by text

Text photos and the address. Travis texts back an honest range, usually within 24 hours. No charge.

STEP 2
Site visit & written estimate

Site visits happen on Fridays. Straight price in writing — no hidden fees.

STEP 3
The work

On time, with the right equipment for the job.

STEP 4
Cleanup & done

Left better than we found it.

Ready to start your project?

One call covers the whole job. Free ballpark within 24 hours. On-site estimates happen on Fridays.