“Great prices and friendly staff. Process was made very easy and they are very flexible if you need to change the pick up date. I had to change pick up date 3 times and they were very understanding. I will definitely use them again if I ever need a dumpster service in the future and recommend them to anyone.”
WIN Waste vs. Summit Carting for a CT dumpster rental
WIN Waste Innovations is a waste company operating across six states, with commercial and residential service in more than 25 Connecticut towns. Summit Carting is one yard on Munson Street in Milford with its own trucks. If you searched WN Waste or WIN Waste looking for a roll-off dumpster price, here is the honest difference between calling a regional operation and booking a local one.
WIN Waste and Summit at a glance
| WIN Waste | Summit Carting | |
|---|---|---|
| Who they are | Regional operation across ME, NH, MA, RI, CT and NY | One local yard at 81 Munson St, Milford CT (USDOT 3043644) |
| Published pricing | No roll-off prices posted; quote request or 1-866 number | Flat rates posted on this page: $399 / $599 / $799 |
| How you book | Phone, text line, or a quote form and a callback | Online in about two minutes, price on screen before you pay |
| Main focus | Large commercial contracts, compactors, municipal work | Homeowner and contractor roll-offs, 12 to 30 yards |
| Who shows up | A route driver from a regional fleet | A Summit driver who left the Milford yard that morning |
| Who answers the phone | A regional call center and a quote queue | A person at the Milford yard, on the first ring we can manage |
| Lead time to delivery | Large haulers commonly run 2 to 5 days out | Same-day when you call before 12 PM; next-day standard |
Competitor details on this page come from each company’s public website as of August 2026 and can change; confirm current terms with them directly. Summit rates shown are our posted flat rates; your exact all-in total, including your town delivery fee and processing fee, is displayed at booking before payment.
Order Monday morning. When is it in the driveway?
Large haulers commonly deliver 2 to 5 days out once the quote and callback are done. Summit answers the phone at the yard and delivers same-day when you call before 12 PM.
Call WIN Wastequote queue, then a callback
MonTueWedThuFri
Call Summit (203) 268-3739a person at the Milford yard picks up
MonTueWedThuFri
Booked online instead? Next-day delivery is standard. Either way the person who prices your job and the person who dispatches the truck sit in the same building.
Big-company scale versus a straight answer
WIN Waste is very good at what it is built for: hauling contracts, compactors, transfer stations, entire municipalities. A single 20 yard driveway dumpster is a rounding error in that business. When you ask a company that size for a price, the answer usually arrives as a callback after a quote form. Summit publishes the number first. The rate you see in the table below, plus your town delivery fee and a 3 percent processing fee shown on screen at booking, is the whole price, and you can have the container booked before WIN returns the call.
Fairfield County is our backyard, not a territory
WIN Waste lists service in Stamford, Norwalk, Bridgeport, Danbury and beyond. Summit works the same county from the eastern side, and every delivery starts fifteen minutes away in Milford. That is why next-day delivery is our normal, and why the driver placing your container has probably already been on your street.
When you call us, we pick up
Call 1-866-WIN-WASTE and you are in a regional queue; the quote comes back when it comes back. Call (203) 268-3739 and a person at the Milford yard answers, prices the job on the call, and books the truck before you hang up. That is the whole customer service department, and it is the same people who dispatch the drivers.
Summit’s rates, in the open
These are the numbers to hold any quote against. Your exact all-in total for your town shows on screen at booking, before payment.
| Size | Flat rate | Dimensions | Included weight | Rental period | Holds about |
|---|---|---|---|---|---|
| 12 yard | $399 | 12 × 5 × 8 ft | 1 ton | 5 days included | 3-4 pickup loads |
| 20 yard | $599 | 15 × 6 × 8 ft | 2 tons | 7 days included | ~6 pickup loads |
| 30 yard | $799 | 19 × 6 × 8 ft | 3 tons | 7 days included | 9-10 pickup loads |
Extra days $10/day · Overage $160/ton, billed only after pickup.
Questions people ask about WIN Waste and Summit
Is Summit Carting cheaper than WIN Waste for a dumpster?
WIN Waste does not publish roll-off rental prices for Connecticut, so no one can honestly promise to beat a number you have not received yet. What we can do is post ours: $399 for a 12 yard with 1 ton included, $599 for a 20 yard with 2 tons, $799 for a 30 yard with 3 tons, plus your town delivery fee and a 3 percent processing fee shown before you pay.
Does WN Waste mean WIN Waste?
People in Connecticut search both spellings. WIN Waste Innovations is the regional company most searchers mean; it serves 25+ CT towns and is reachable at 1-866-WIN-WASTE. If you were quoted by a different local company under a WN name, the comparison below still works: line their quote up against our posted rates.
How fast can Summit deliver compared to a regional hauler?
Online bookings are scheduled next-day. Because the yard is in Milford, same-day is often possible when you call (203) 268-3739 before noon. A regional dispatch system schedules your driveway around a route; a local one schedules the route around your driveway.
Does WIN Waste do residential dumpster rentals in CT?
Per their site they offer dumpster rental across their Connecticut service areas, alongside a larger commercial business. Summit is the opposite shape: residential and contractor roll-offs are the whole business, which is why the pricing fits in one table.
What should I ask WIN Waste before booking?
Ask what the quote includes: delivery, pickup, how many tons, the per-ton overage rate, and the daily rate if the project runs long. Then compare it to this page, where all five answers are already printed.
How long does it take to get a dumpster delivered in CT?
From large regional haulers, lead times of 2 to 5 days are common once the quote and callback are done. Summit delivers same-day when you call (203) 268-3739 before 12 PM, and next-day as standard on online bookings, because every truck starts the morning in Milford.
What our customers say
4.6
from 27 Google reviews
“Easy booking, drop-off, and pickup. Staff was very accommodating and prompt. They even worked around my absent-mindedness by dropping my bin on time, even though I forgot to sign the contract. Highly recommend Summit. Will definitely use them again!”
“Summit Carting was the easiest part of the project. They came on time, they were reasonable with the rates, and very professional. I have a tricky driveway; it was no issue. They were wonderful to work with.”