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Woolworth Street Just Closed for Good, and That's Only the Start of Longmeadow's Construction Season

October 1, 2026

"Its open-play features, varied elevations, and sensory-rich elements encourage discovery, creativity, physical activity, and inclusive play," Town Manager Lyn Simmons said at the ribbon-cutting for Bliss Park's new playground on July 21. It was a tidy, finished sentence for a tidy, finished project. Nothing else happening around Longmeadow this fall gets to end that cleanly.

Drive through town this week and you'll pass one project that wrapped up quietly over the summer and another that just took a permanent bite out of a street you've been using for years. Woolworth Street, between Williams Street and the Williams Middle School parking lot, closed for good on Saturday, September 26. Not a detour. Not a five-week phase. Closed, as part of building the new Longmeadow Middle School on the same site.

The two projects sitting next to each other on the calendar tell you something about how construction actually moves through a small town: the visible, kid-facing project finished in about a year, while the one that will reroute your commute for the next several is only now getting to the loud part.

The Playground That's Already Finished

Bliss Park's playground, at Bliss and Laurel Streets, had been there since 2006. Twenty years of Hampden County kids climbed on it, and twenty years is enough for equipment to develop drainage problems and structures that no longer meet accessibility standards. The town's own recreation assessment had rated the playground poor to fair, with broken equipment and no accessible picnic tables.

Longmeadow secured an $824,325 grant from the federal Land and Water Conservation Fund, its first LWCF award in 30 years, and paired it with Community Preservation Act and capital improvement funding to cover a $1.6 million rebuild. Construction moved fast enough that the whole thing, from grant announcement to ribbon-cutting, landed inside about two years, a pace that makes sense once you see how small the footprint is compared to what's happening across town at the middle school site.

The centerpiece is the Hedra Tower, a slide structure that reads as intimidating from the parking lot but was built specifically so a five-year-old can reach the top without help. State Sen. Jake Oliveira and state Rep. Brian Ashe attended the ribbon-cutting alongside Simmons and Select Board Chair Dan Zwirko. Worth knowing if you remember the 2023 incident where two juveniles poured acid on the old slides, injuring four children: town officials have said that incident sped up the renovation timeline but wasn't the reason for it. The playground was already scheduled for replacement because of its age and condition. The vandalism moved up a date that was coming regardless.

Bliss Park also has walking trails, an outdoor pool, a baseball field, a basketball court, and clay tennis courts, all of which stay open on their normal schedule. The playground itself needs no detour and no construction fence. It's the one piece of this fall's town-wide project list that's simply done.

The Street That Closed For Good This Week

Everything else is mid-build. The Longmeadow Middle School project, a $151.6 million consolidation of Glenbrook and Williams Middle Schools into one building at 410 Williams Street, spent the summer in what planners called its enabling phase: utility markings, fencing, erosion controls, and site clearing, none of it especially disruptive to daily traffic. Voters approved the debt exclusion to fund it by a 2,130 to 1,360 margin in September 2025, with the Massachusetts School Building Authority covering roughly $54.8 million and Longmeadow taxpayers covering the remaining $96.8 million.

That quiet phase ended this week. Woolworth Street's permanent closure between Williams Street and the school parking lot took effect September 26, though the stretch of Woolworth between Bliss Road and the lot stays open, and the existing parking lot remains accessible from the north. Paving and striping of a new loop road began the week of September 20. According to project executive Jason Boudreau, the construction phase that started this month is expected to run for 32 months, well into 2028, with crews typically on site weekdays from 7 a.m. to 4 p.m. and occasional Saturday work. Boudreau has also noted the schedule is subject to change, which is the honest caveat on any project this size.

If you live anywhere near Williams Street, this is the point where "there's construction happening near the school" turns into "there's construction happening near the school for the next few years."

The Detours You're Already Used To Are Winding Down

The other project residents have been navigating all summer, the Route 5 and Converse Street "L" Project, is actually closer to its finish line than the middle school build, even though it's been the louder disruption so far.

MassDOT awarded the roughly $8.8 million project to Morais Contractors in early 2026, with construction starting in April and planned over a two-year window. The work covers three intersections: Route 5 at Western Drive and Forest Glen Road, Route 5 at Englewood Road and Converse Street, and Converse Street at Laurel Street, with new turn lanes, rebuilt traffic signals, and 5 to 6 foot bike lanes in both directions. It's funded mostly through federal and state aid, with about $5.6 million in federal money and $1.4 million in state funding covering the bulk of it.

The closures that made Converse Street a headache this summer, the May 8 single-day closure to place deep road structures, the weekday 7 a.m. to 3 p.m. closures that ran from early August through late August, and the final paving push from August 26 to 28, have mostly worked through their schedule. What's left is sewer rehabilitation work anticipated through September and October, which runs underground and doesn't require the same daily lane closures, plus a final phase of mill-and-overlay resurfacing, curbing, and drainage work pushed to spring 2027.

In other words: the road project you've been detouring around since spring is entering its quiet stretch, while the school project you barely noticed all summer just turned into the one with a permanent street closure and a multi-year construction schedule.

Project Status this fall What's left
Bliss Park Playground Finished and open, no restrictions Nothing, project complete
Route 5 / Converse "L" Project Heaviest weekday closures done as of late August Underground sewer work through October 2026, resurfacing in spring 2027
Longmeadow Middle School Woolworth Street permanently closed Sept 26, main construction just started About 32 months of active building, into 2028

What This Actually Means Driving Across Town

If your routine takes you past Bliss Park, nothing has changed except that the playground is better than it's been in twenty years. If it takes you across Converse Street, the worst of it is likely behind you for this calendar year, with lighter, less disruptive work through the fall and one more resurfacing phase next spring. If it takes you near Williams Street, especially during school pickup and drop-off, this is the season where that changes for a while. The enabling-phase fencing and quiet site prep are over. The Woolworth Street closure is permanent, the loop road paving is already underway, and the town's own construction update page for the project is worth bookmarking if you live nearby, since Boudreau's team has said the schedule can shift.

None of this makes Longmeadow harder to live in. It makes it a town doing two things at once: finishing something small enough to complete in a season, and starting something big enough to run for years. The trick this fall is knowing which project is which before you plan your route.

If you're weighing how a specific street's construction timeline might affect a home you're watching in Longmeadow, or just want a straight answer on what's temporary versus permanent near a property you're curious about, Romina D'Angelo tracks these town projects closely enough to tell you the difference.

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